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Holiday Rentals in Healdsburg, CA

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All 55 Rentals in Healdsburg
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From
₹30,830
Per Night
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1 / 44
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (2) Make Enquiry
From
₹27,747
Per Night
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1 / 20
3 Bedrooms, 2 Bathrooms, Sleeps 6
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₹30,830
Per Night
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1 / 21
2 Bedrooms, 2 Bathrooms, Sleeps 6
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₹18,498
Per Night
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1 / 6
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Lytton Place is a two bedroom, two bath turn of the century restored farmhouse. It is nestled between Dry Creek Valley and Alexander Valley wine areas, but only 3 miles from the Plaza in downtown Healdsburg. There are pastoral view of open space and vineyards from the farmhouse. View all property information
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5 of 5 stars Reviewed 3 November 2014
We picked this farmhouse for it's location, layout, and value. Two senior couples doing cycling wine tours for 8 days. This location was perfect to ride out everyday to a...
5 of 5 stars Reviewed 21 October 2014
This house was great! It is well maintained and very clean. The kitchen was well stocked with essentials. The porch was relaxing and offered great views of the surrounding...
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From
₹36,996
Per Night
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1 / 19
5 Bedrooms, 1 Bathroom, Sleeps 10
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
**ONE WEEK MINIMUM STAYS ONLY JUNE-AUGUST. Many people dream of owning a vacation home in Sonoma County's gorgeous wine country...Don't bother! Just rent ours! It will be much more affordable and hassle free. Our Wine Country Home is located in DOWNTOWN CLOVERDALE, an easy 15 MINUTE DRIVE to... View all property information
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5 of 5 stars Reviewed 18 July 2014
The house is awesome. We had everything that we needed to have a great time. It was like being at home. In addition, the facilities were comfortable and convenient. I would...
5 of 5 stars Reviewed 2 October 2013
This house is great. We had a large family group staying there with 3 toddlers for a week with a wedding planned in Healdsburg. The house was more than comfortable. And the...
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1 / 12
2 Bedrooms, 1 Bathroom, Sleeps 6
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Details Reviews (6) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This lovely little cottage is really a unique and hard to find category for a few guests or 2 couples. Furnished smartly, and priced right, this cottage offers big amenities for the vacation home traveler. Set on one acre, there is off street parking through gates, a hobby vineyard, and outdoor... View all property information
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3 of 5 stars Reviewed 11 June 2013
Yes, this cottage is comfortable and well furnished. Full kitchen, great hot tub, comfortable beds, lovely setting in a real vineyard. BUT: it is located off a fairly busy road...
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₹24,664
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1 / 19
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Welcome to Hartman's Healdsburg Hideaway, an inviting and comfortable home that accommodates up to six guests. Whether you're heading to the river with a group of friends or planning a family vacation, you'll be very comfortable in it's tastefully decorated rooms. The fireplace and comfortable... View all property information
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From
₹17,573
Per Night
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1 / 5
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1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Newly remodeled, and nicely appointed the Artist's Den suite will has you steps from the vineyard, right in the heart of Alexander Valley. Full size bathroom, with full size kitchen will help you relax in absolute comfort. Located on a beautiful winery which was originally the post office and town... View all property information
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5 of 5 stars Reviewed 6 June 2014
This suite is precisely as advertised...quiet, spacious and with great amenities. It is located convenient to Healdsburg (about 15 mins away) and tucked into the heart of...
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₹30,830
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1 / 20
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
A modern, open air 2BR/2Bath home, surrounded by 100+ acres of Sauvignon Blanc and Zinfandel vineyards. It's a quiet country setting but just a 10 minute walk / 3 minute drive to the downtown square. Totally renovated in 2012, floor to ceiling sliding glass doors and wrap around decks provide... View all property information
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From
₹40,079
Per Night
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1 / 30
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
'Mona, a name given to house by our daughter when she could not say 'Sonoma,' is a four bedroom/four bath, completely remodeled home including a one bedroom/one bath guest house in the heart of Dry Creek Valley in Healdsburg, California. Our vacation home sits on one acre nestled among the vines... View all property information
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5 of 5 stars Reviewed 15 May 2014
I rented this house for a Mother's Day weekend away with a group of new moms. We arrived and the house was very clean. The house is simply beautiful. The settings are stunning. We...
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From
₹20,039
Per Night
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1 / 9
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1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (2) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Newly remodeled, and nicely appointed the Barn suite will have you steps from the vineyard, right in the heart of Alexander Valley. The full sized bathroom, with a full sized kitchen will help you relax in absolute comfort. Located on a beautiful winery, it was originally the post office and town... View all property information
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5 of 5 stars Reviewed 26 June 2014
We traveled to the area for a wedding in Geyserville and were fortunate to find that Soda Rock and some of the other winerys in the Wilson family offer accommodations on the...
5 of 5 stars Reviewed 26 January 2014
My wife and 4 friends rented the Barn Suite, Vineyard Suite, and Artists Den during the Winter Wineland 2014. All 3 units were unique and comfortable. Each had a luxurious...
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From
₹41,620
Per Night
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1 / 27
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (4) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Nestled in a picturesque redwood grove on the banks of the Russian River, only 3 miles from historic Healdsburg Plaza, Redwood Tree House is one of the most enchanting vacation rental homes in all California Wine Country. The charming Main House and romantic 'La Casita' guest cottage provide a... View all property information
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5 of 5 stars Reviewed 13 September 2013
I don't think I can say enough about how wonderful our trip to the Redwood Treehouse was! My husband and I were travelling with friends of ours, another couple, and this house was...
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From
₹27,130
Per Night
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1 / 23
4 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (2) Make Enquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Sauna
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Firefly Lodge is one of 4 luxurious riverfront vacation homes owned by Wine Country Lodges, located in beautiful natural settings in Sonoma Wine Country. (For information on all four visit the WineCountryLodges website.) Firefly Lodge is a warm and welcoming retreat, enjoying peaceful and... View all property information
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5 of 5 stars Reviewed 1 October 2014
We had 8 people staying for a wedding in September in the Alexander Valley. The Firefly lodge was a perfect place to stay. It has a wonderful view of the Russion River. More...
4 of 5 stars Reviewed 3 January 2013
Wonderful place. I would suggest going when the weather is warmer so you can take advantage of the kayaks, hot tub and sauna. Beautiful home on the Russian River. Be prepared to...
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From
₹17,881
Per Night
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1 / 18
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This charming 3 bedroom, 2 bath home is one of four riverfront vacation homes offered by Wine Country Lodges, and has everything you need for a great Wine Country stay. It's located less than one mile from Healdsburg and all the excitement of a world class wine producing region, but feels world's... View all property information
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From
₹42,854
Per Night
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1 / 15
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Spend your vacation in the heart of Healdsburg, CA at the Moorish-inspired Cypress House. Beautiful tiles, an interior courtyard, and an incredible view of downtown and beyond from the top floor terrace make this property unique to wine country. Located at the edge of a small shopping center, it... View all property information
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From
₹8,941
Per Night
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1 / 17
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1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Balcony
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The pristine Chalk Hill valley here in Healdsburg is where this lovely attached studio is located and only 12-14 minutes drive to downtown Healdsburg, and 5-7 minutes to downtown Windsor featuring: Separate entrance with deck and views, gas bbq Queen size bed, fully equipped kitchen, private... View all property information
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5 of 5 stars Reviewed 9 January 2015
We had a very nice stay with Tony and Julie. It's a lovely studio with all the amenities you need. It's convenient to many wineries, Windsor and Healdsburg. The owners were...
5 of 5 stars Reviewed 21 November 2013
My husband and I stayed at this location with our 2 small dogs. We were looking for a quiet place to spend Independence holiday, far away from noisy fireworks... and that is...
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From
₹9,249
Per Night
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1 / 6
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (8) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
We are located in the heart of the Dry Creek Valley Sonoma County, a short drive from many wineries and world-class Restaurants. Chateau Margi is a one-bedroom cottage adjacent to the Inn, with a kitchen and family room. First Crush is a two bedroom two-bath cottage adjacent to the Inn with a... View all property information
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5 of 5 stars Reviewed 19 November 2014
We thoroughly enjoyed our stay at the Irish Rose. Chris and Lonnie made us feel at home and started us off each day with a delicious, full breakfast. They helped us with...
5 of 5 stars Reviewed 19 October 2014
We have stayed here before and this stay was as great as before. Chris makes you feel welcome. The room was very comfortable and breakfast was amazing. Great spacious bath with...
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From
₹70,909
Per Night
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1 / 22
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (2) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This beautiful Healdsburg Estate home, located 3.5 miles southeast of the Downtown Plaza is a 3800 sq. ft. two-story custom home with central heat/AC, 4 bedrooms and a private sunroom with a convertible queen sofa making the 5th bedroom (combining to sleep 10), 3 beautiful full baths and 1 half... View all property information
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5 of 5 stars Reviewed 1 October 2014
My husband and I spent an absolutely lovely week with friends at the Eastside Estate in August. The location is perfect: you're literally tucked away in the middle of a vineyard...
5 of 5 stars Reviewed 29 September 2014
We stayed at this wonderful property for 5 days with friends and family. The house has all the bells and whistles you could have on your dream wishlist for a vacation rental in...
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From
₹20,964
Per Night
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1 / 29
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This 3 story, 3+ bedroom classic river retreat has beautiful river views, and it's own dock. It is only a mile from Healdsburg and guests can take an easy and enjoyable walk to the Plaza, around which all the excitement and activity revolve in this picturesque, world class wine growing region.... View all property information
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4 of 5 stars Reviewed 15 July 2014
Spent a week at the Old River Lodge with both daughters and their husbands and had a most enjoyable time. The lodge is a three story home on the bank of the Russian River, with...
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₹24,664
Per Night
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1 / 8
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1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Thought of as the 'honeymoon suite', newly remodeled and nicely appointed the Water Tower suite has you steps from the vineyards as well as offering 360 degree views of the vineyards and mountains, right in the heart of Alexander Valley. Full size bathroom and full size kitchen will help you relax... View all property information
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From
₹6,166
Per Night
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1 / 13
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3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Cute, fully furnished, 3 bedroom/2 bath farm house in the city of Healdsburg. 10-15 minute walk/ 5 minute bike ride / 3 minute drive to Downtown Healdsburg. Few miles away from over 100 wineries! 30 DAY MINIMUM per Healdsburg Zoning Laws THERE ARE PROBLEMS WITH FLIPKEY EMAIL SO PLEASE CHECK YOUR... View all property information
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5 of 5 stars Reviewed 28 May 2014
My husband, son and I had a wonderful time exploring the wine country last summer. The house is very warm, welcoming and comfortable. I love to cook and found the kitchen to be...
5 of 5 stars Reviewed 21 May 2014
We live in NYC and have been to Napa many times. This was our first visit to Healdsburg and the Sonoma region. We loved it and have found our new favorite place in CA wine...
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From
₹73,684
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1 / 24
5 Bedrooms, 3 Bathrooms, Sleeps 12
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Nestled on 10 acres in the prestigious Chalk Hill appellation of the Alexander Valley, this beautifully renovated and newly furnished, 5br/3.5ba, 3200 sq. ft., two-story lovely home with central heat/AC, sits on a wooded knoll just above the vineyards. There is a separate pool house on the... View all property information
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From
₹33,913
Per Night
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1 / 11
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (6) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Enjoy this newly renovated 2 bedroom, 2 full bath cottage with gourmet kitchen, wood burning fireplace, large back deck with vineyard views and more. Located 5 miles outside historic Healdsburg, just 90 minutes north of San Francisco. This beautiful cottage provides it all. Spectacular vineyards... View all property information
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From
₹18,190
Per Night
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1 / 8
2 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
DEAR POTENTIAL GUEST: PLEASE CHECK CALENDAR BEFORE INQUIRING ABOUT AVAILABILITY - IT IS ALWAYS CURRENT. THANK YOU!! Dry Creek Villa was completed in 2008. Most pictures shown here were taken October 2011. Since its opening, guest reviews confirm the villa to be a truly exceptional, idyllic... View all property information
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5 of 5 stars Reviewed 2 August 2014
My wife and I were looking for a quite, secluded retreat to totally unwind, we have found it. A modern, contemporary villa, on top of a ridge, with views in every direction. Only...
5 of 5 stars Reviewed 26 April 2012
This place was completely procured by my friend, Andrew, with the smallest of input from the other members of the party. We were all very impressed with the property, both in...
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₹21,581
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1 / 20
2 Bedrooms, 1 Bathroom, Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Very well located, just a couple miles north of the charming, historic, upscale Healdsburg Plaza, is your wonderful Getaway with close access to the Hwy 101. This special home rests at the ‘gateway’ of the famed Dry Creek Valley wine growing region, with dozens of world class wineries, and tasting... View all property information
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From
₹38,537
Per Night
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1 / 10
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3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Very conveniently located at the beginning of Dry Creek Road and minutes from downtown Healdsburg. Children welcome and pets considered. The house is a newly updated 1950's ranch house that has been tastefully and simply decorated. As you walk up the redwood porch and into the house, you enter... View all property information
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5 of 5 stars Reviewed 19 December 2014
This house is tucked away on a tree lined street within Dry Creek Valley. It is a stone's throw from both Healdsburg and the Valley's Wineries which is a valuable asset as a...
5 of 5 stars Reviewed 18 September 2014
We are 5 women who meet several times a year for Wine Tasting Weekends, where cooking, relaxing and wine tasting are the focus. This is our 5th house rental in this area and is...
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From
₹21,273
Per Night
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1 / 20
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (6) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Situated on famed Westside Road, Nick's Nest is the perfect vacation getaway with easy access to Healdsburg and Guerneville. The house is perched high above the Russian River, with gorgeous views of the water. Stairs lead down to a private beach which is accessible in summer, fall, and spring. The... View all property information
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5 of 5 stars Reviewed 28 September 2013
First & foremost, our great experience started with the great service we received from Nick before we even made a reservation. Nick was gracious & accommodating while made...
5 of 5 stars Reviewed 3 April 2012
My friends are I stayed at the the Fitch Mountain look for Barrel Tasting weekend in March 2012. The spot was perfect for our group of six and could have easily accommodated 2...
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From
₹43,162
Per Night
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1 / 10
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Hot Tub
  • Satellite TV
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Heavenly Hill is a Four Bedroom Three Bathroom two story home located 15 minutes from Healdsburg, 20 minutes to Guerneville, on 120 acres of working vineyards, rolling hillsides and dramatic views. Beautiful landscaped gardens surround the home, along with a wrap around porch and wonderful large... View all property information
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From
₹10,790
Per Night
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1 / 30
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (15) Make Enquiry
Amenities & Details
  • Grill
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Isabelle's Maison Zinscape’s Private Cottage and Garden Room are set among the Dry Creek Valley , with over 60 wineries and vineyards in the heart of the wine country. You pull down driveway to the doors of both seperate rooms which are adjacent to each other. You can come and go in privacy. The... View all property information
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5 of 5 stars Reviewed 2 December 2014
This was perfect! So peaceful and beautiful, walking every morning, comfy bed, awesome food, off the hook wine and such a nice proprietor , BRUCE!
5 of 5 stars Reviewed 23 November 2014
We have been staying about twice a year at Zinscape for about 3 years and we are never disappointed. The past visit was no exception. It is a quiet sanctuary in close proximity...
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From
₹12,024
Per Night
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1 / 26
2 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Private Fishing...
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
About this property
Our cottage is one of the best priced rentals right on the river with a big spa. It is priced the same or lower than other rentals across the street or up Fitch Mountain. There is a big difference being on the river, the big deck and dinning room have river views and lots of natural lights. The... View all property information
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4 of 5 stars Reviewed 11 March 2014
My daughter found this cute cottage on VRBO. We were looking for a place to stay with a hot tub with great scenery and relaxing. We enjoyed making meals, sitting on the deck with...
4 of 5 stars Reviewed 3 December 2013
This place is perfect for 2-4 people as it has all you would need for a nice retreat from the city and even your winery tours. The cottage was decorated with love, with some...
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From
₹38,537
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Enjoy the best of two worlds, the peace and tranquility of ‘country living’ among the vineyards and wineries of the Russian River Valley, and the convenience of being only five minutes from the historic Healdsburg’s Plaza. BellaGia Healdsburg is an upscale, and modern appointed three bedroom, three... View all property information
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3 of 5 stars Reviewed 11 September 2014
I was staying at Bella Gia with my husband and a few friends. We were in Healdsburg for our friends' wedding. The house is in an extremely convenient location to downtown...
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From
₹36,688
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Luxury Two-Story Home – 3 (4)br/2 full ba/2 half bath (up to 6 guests, children & sm. dogs ok) w/ Spa/Pool & Spectacular Views Private, secluded, and serene... Healdsburg Hillside Haven is nestled among the oaks, pines and redwoods on South Fitch Mountain, yet is only minutes from only minutes... View all property information
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5 of 5 stars Reviewed 22 August 2014
I have rarely been in such a well appointed house. Everywhere you looked in the house was interesting and beautiful. The view was also spectacular. The front garden with hot...
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From
₹42,854
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
Very well located just about 3 miles south of Healdsburg’s historic Plaza, among vineyard and equestrian estate homes, this lovely two-story 3br/2.5ba, 2300 sq. ft. home has central heat and AC, with many custom features and special amenities. This ‘lovely lady’ sits on a beautifully landscaped... View all property information
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5 of 5 stars Reviewed 13 September 2014
What a wonderful house for a vacation escape. The home has been recently remodeled and is artistically decorated. In addition, it's wired up for the techie-lover (Sonos, WiFi...
5 of 5 stars Reviewed 10 September 2014
We have never been to Wine Country. Found Dragonfly in Healdsburg. Arriving from Georgia we were very pleasantly surprised. The house is gorgeous, spacious, enough room for 4...
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From
₹61,352
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1 / 23
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
Very well located in Healdsburg, the ‘crown jewel’ of Sonoma County’s Wine Country, and under 2 miles from the historic Plaza, this 2000 sq. ft. vintage main house and 640 sq. ft. pool house, originally built in 1898 has many beautiful upgrades including central heat/AC, and combines the beautiful... View all property information
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From
₹30,522
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3 Bedrooms, 3 Bathrooms, Sleeps 10
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
Luxury One-Level Home - 3(4)br/3.5 ba (up to 8+ guests, children welcome, small well behaved pets considered) ‘Paradise Found' in an absolutely magical creekside setting among the Redwoods, the Mill Creek Retreat is a private and serene, 2000+ sq. ft., 3(4) bedroom, 3.5 bath gated estate. With... View all property information
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5 of 5 stars Reviewed 7 August 2013
Just got home from a 2 night stay at the Mill Creek Retreat with 4 girlfriends to celebrate a milestone birthday. We all agreed that the pictures just don't do the house and...
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From
₹49,020
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1 / 20
4 Bedrooms, 3 Bathrooms, Sleeps 10
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • x
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  • Wheelchair access
  • Elder access
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About this property
Spectacular Two-Story Tuscan Villa Estate Home - 4br/3ba (2-8+ guests) w/ Spa, Decks & Views, on 5 Gated, Secluded Vineyard Acres. At the end of a private tree lined country lane, ‘under the Tuscan sun’, vacation in your ‘own private villa’. Nestled in charming, upscale, and historic... View all property information
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5 of 5 stars Reviewed 1 October 2014
I spent a week at the villa with my husband and two teenage girls. The house was perfect for us. There was plenty of room. The girls stayed on the upper level and we stayed...
5 of 5 stars Reviewed 5 October 2013
We traveled with 3 other couples a few weeks ago and had the pleasure of staying in this gorgeous Tuscan villa! We absolutely loved the location and the comfort of the home...
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From
₹49,020
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
Perfectly located only 3 miles from the charming and historic Healdsburg Plaza, this fabulous custom home abounds with special eco-friendly features including blown-in cellulose and effective bat ceiling insulation atop a massive, whole house radiant-heated concrete slab, which keeps the house cool... View all property information
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From
₹24,356
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Newly Renovated Healdsburg VineHaven - 3br/2ba (up to 8 guests, children welcome, small lapdogs considered) w/ Spa, Gardens, & Spectacular Vineyard Views Very well located at the north end of Healdsburg and the beginning of the famed Dry Creek Valley and vineyards, this newly renovated 50’s... View all property information
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5 of 5 stars Reviewed 13 August 2014
Location could not have been better. The house and property were well done and very clean. Had everything we needed and more. Only one little thing we didn't like was the...
4 of 5 stars Reviewed 22 June 2012
We just returned from a long weekend trip to Russian River Valley for a wine tasting trip & 50th birthday celebration. I found VineHaven online while looking for a house rental...
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₹24,356
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
ENJOY...a fabulous vacation with old man river, at the RiverHouse, where the Redwoods meet the Russian River. With direct river access and its own private beach, this very special riverfront home is located just minutes from downtown Healdsburg, yet a world away, nestled on a wooded knoll on... View all property information
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From
₹49,020
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Only 3.5 miles northeast of Healdsburg’s historic plaza, this stunning, nearly new, custom 3br + bonus room / 2.5 bath “castle” is a 4 acre vineyard estate property that is perched on a knoll and surrounded by vineyards with a beautiful view of the foothills of the Alexander Valley wine growing... View all property information
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From
₹24,356
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1 / 24
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Very well located at the eastern end of the famed Dry Creek Valley and only 2.5 miles to historic Healdsburg’s Downtown Plaza, this charming Wine Country Cottage maintains the beautiful craftsmanship of its time, and yet is newly renovated, upgraded, and modernized with comfort and convenience all... View all property information
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From
₹24,356
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1 / 22
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Hot Tub
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Lovely Healdsburg Vineyard Home - 3br/2ba (up to 8+ guests, children welcome, small lapdogs considered), in the vineyards. Shaded by a 100-year-old oak tree, this very special home ‘lives’ on 30 vineyard acres and is off Dry Creek Road, just one mile west of the north end of charming, upscale,... View all property information
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From
₹89,407
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5 Bedrooms, 4 Bathrooms, Sleeps 12
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Hot Tub
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Centrally located in the heart of Sonoma County wine country, this 7-acre, gated Estate has everything you can imagine to make for a fabulous Vacation experience and is nestled on a hillside in the western Sonoma Foothills. On a secluded private lane, just past the Schlumberger Art Gallery (by... View all property information
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5 of 5 stars Reviewed 26 September 2012
After much searching for the perfect rental that would meet the needs of our family,(adult children!) I decided on Twin Pillars and boy did I hit a home run!! The home is...
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From
₹36,688
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Very well located on a ½ an acre with the back fence on the edge of Dry Creek Valley’s West Wines Vineyards, this beautiful ‘home away from home’ awaits you and your guests! First, be welcomed by a lovely landscaped yard out front with mature plantings and a small lawn which you can enjoy while... View all property information
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₹9,249
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1 Bedroom, 1 Bathroom, Sleeps 2
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
'Chateau Margi' is a one bedroom cottage adjacent to The Irish Rose Inn with a family room and kitchen combo. Queen size bed and sweeping Dry Creek Valley views with wineries within walking distance. Inviting bike trails and only 3 miles from Healdsburg, Sonoma County's number one destination of... View all property information
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2 of 5 stars Reviewed 3 September 2014
This was our first try with a vacation rental and I would not do this again. We do belong to a couple of vacation timeshares and have had our share of adventures there as well...
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From
₹28,980
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5 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Sauna
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This distinctive and luxurious vacation home, with views and a private beach, offers 3 King Bedrooms, plus Queen guestrooms. The prime riverfront location in Healdsburg lies in the heart of Sonoma Wine Country, near the point where the Russian River flows through three world class wine growing... View all property information
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From
₹25,897
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Our home is a perfect starting point to Alexander Valley and Dry Creek wineries and a short walk to the banks of Russian River where you can float, kayak, paddle board or just lay in the sun. Nested on Fitch Mountain, our home is in the heart of nature. You are close enough to downtown... View all property information
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From
₹61,660
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4 Bedrooms, 4 Bathrooms, Sleeps 10
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
This is a beautifully newly designed architectural home recently built and most recently landscaped by an up and coming architect. It is a family home but also designed for entertaining as well - which is what we do often. We have a patanque court (small bocce ball court) trampoline to play on,... View all property information
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From
₹73,992
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4 Bedrooms, 4 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Mill Creek Estate is an exceptional Vineyard Estate located in the heart of the Sonoma Wine Country near the quaint town of Healdsburg and less than 6 minutes from the historic, upscale, and charming Downtown Plaza. The property consists of a main house and adjacent studio suite situated within an... View all property information
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₹16,956
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2 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Our apt. is nestled in the heart of the gorgeous Dry Creek Valley wine country, 10 minutes away from Healdsburg and its many wineries, acclaimed restaurants, and shops galore. the apt. is 1150 Sq ft with 2 bedrooms, kitchen/great room, and deck/BBQ. We have 8 acres with organic gardens, raised... View all property information
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Healdsburg Vacation Rentals

Beautiful Northern California has many fabulous destinations, and the town of Healdsburg in Sonoma County is at the top of the list. And if you are looking for a vacation rental in this slice of world famous wine country, we’ve got you covered. We have a huge variety of Healdsburg vacation rental listings. You might be looking for a large house for the whole family, or a quaint cottage for a special romantic getaway. Whatever your needs and budget, we can help you find the perfect vacation rental that will make your stay in Healdsburg even more amazing. We can also provide you with helpful user reviews of vacation rentals in Healdsburg and the surrounding area, so you’ll be sure to get good value for your money.

Healdsburg a Slice of Paradise

Small town charm, beautiful landscapes and outstanding weather are just a few of the trademark qualities that make Healdsburg so popular. Healdsburg combines five-star cuisine, rolling hills and world-acclaimed wine growing appellations for an experience you will never forget. When it’s time to relax at the end of the day, why stay in a cramped hotel when you can enjoy the comforts of home in one of our rental cottages, houses or cabins?

Lots of Activities

If you love the vibrant outdoors and colorful festivals, you will love Healdsburg. In April, you can help harvest roses and distill them into fragrant rose oil and rosewater as part of the Classic Perfume Rose Harvest & Distillation Tours. An annual sea food dinner at the Healdsburg Fire Department is also in April. From February to June, enjoy the "Russian River Good Old Days" exhibit at the Healdsburg Museum. And on the first Friday of the month, Williamson Wines sponsors an Epicurean Dinner at the Dry Creek Kitchen at Hotel Healdsburg.

Food, Wine and Fun

Speaking of eating, you won’t want to miss the chance to dine at Healdsburg’s amazing restaurants, including Affronti, Agave Mexican Restaurant &Tequila Bar, Thai Orchid Cuisine, Willi's Seafood & Raw Bar and Zin Restaurant & Wine Bar. And don’t forget to visit the beautiful wine country all around you, featuring names like Alexander Valley, Chalk Hill, Dry Creek Valley, and Russian River Valley. We’re here to help you make the most of your visit to Healdsburg. Let us help you find the perfect cozy cottage, cabin or house to make your stay in Healdsburg one you will always remember.