We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals in Middletown, CA

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Update
    Price
    per night
    |||
    |||
    ₹ 0
    ₹ 33,705 Average
    ₹ 67,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Don't let other travellers get your favourite Middletown area holiday home. You're so close to securing your perfect getaway. Book today.

    The following rentals are within 30 kilometres of Middletown, Lake County, California.

    1 / 21
    5 of 5 stars (6) Excellent
    Windsor, CA
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 35
    Calistoga, CA
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    1 / 26
    5 of 5 stars (1) Excellent
    Windsor, CA
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 23
    4.5 of 5 stars (2) Very good
    St. Helena, CA
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Private Outdoor...
    • Air Conditioning
    • Satellite TV
    • Hot Tub
    • Washer
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    100 year old Victorian, once occupied by Robert Mondavi just down the street from Farmstead and Tra Vigne, and walking distance to wineries and the town of St Helena. Enjoy all that the wine country has to offer in the comfort of your own home, with your own pool and spa. This home has been... View all property information
    Location Information
    St. Helena, Napa Valley 94574
    4 of 5 stars Reviewed 17 September 2015
    5 friends stayed very comfortably in this 4 bedroom charmer which was within easy walking distance to all things in St.Helena. The pool and spa were a great way to finish off a...
    5 of 5 stars Reviewed 16 August 2015
    My husband, 2 daughters, son-in-law and myself had a wonderful time in this St. Helena home. The house is so charming and was absolutely perfect for our stay! It is centrally...
    See all reviews
    1 / 50
    Calistoga, CA
    6 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Satellite TV
    • DVD Player
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Vineyard Estate is at the northernmost tip of Napa Valley, just off the Silverado Trail. The driveway winds past lavender bushes, an olive grove and (of course) the vineyards themselves. This is an impressive home, made for family gatherings. Through the front door you will find a beamed entrance... View all property information
    Location Information
    Calistoga, Napa Valley
    1 / 15
    3.5 of 5 stars (3) Average
    Kelseyville
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Patio
    • Mountain Views
    • DVD Player
    • Wi-Fi
    • Shared Outdoor Pool...
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Lake view vacation house on Konocti Mountain. 3 bed rooms, 2.5 bath. King/queen/ bunk beds with lines/sheets/blankets and towel fully loaded kitchen, DVD player, netflix, High Speed internet. All kitchen cookware available. Propane BBQ on the deck View all property information
    Location Information
    Kelseyville, Lake County 95451
    4 of 5 stars Reviewed 2 weeks ago
    Enjoyed the nice home for 3 nights, Clean. Accomodating host. Would visit again. Large bedrooms/bathroom. Good kitchen. Great for families. Thanks Jan
    5 of 5 stars Reviewed 1 October 2014
    A group of friends and I stayed here for a weekend visit to Lake County. The interior seems to have been recently renovated and looks quite nice. The view of the lake and hills...
    See all reviews
    1 / 17
    St. Helena, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Satellite TV
    • Hot Tub
    • DVD Player
    • Mountain Views
    • Air Conditioning
    • Patio
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Find serenity in the heart of Northern California Wine Country. Olive Branch Retreat is nestled in a valley in the Mayacamas Mountains that separate the counties of Napa and Sonoma. Many places offer seclusion, however, the winding gravel driveway up to the gated 80-acre property offers an... View all property information
    Location Information
    St. Helena, Napa Valley 95404
    1 / 29
    5 of 5 stars (11) Excellent
    Windsor, CA
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Patio
    • DVD Player
    • Grill
    • Hot Tub
    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    4 cottages & a unique Water Tower-See our reviews at Trip Advisor and Yelp $155-$245 We do not use the calendar. Please see our web page www.windroseromanticcottages for specials. Healdsburg neighbor, outside the town of Windsor, In the heart of Wine Country. Very centrally located. Have... View all property information
    Location Information
    Windsor, Sonoma County 95492
    5 of 5 stars Reviewed 18 February 2015
    We stayed in the French Cottage and absolutely loved it. It's in a quiet area outside of the city center, so there is plenty of peace and quiet. The owner let us do a late...
    4 of 5 stars Reviewed 30 September 2014
    Had a very pleasant stay at the English Cottage. Cute studio/cottage, overlooking a farm. Convenient location to Healdsburg. Feels removed yet connected to the wine country...
    See all reviews
    1 / 19
    5 of 5 stars (17) Excellent
    Healdsburg, CA
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Patio
    • Satellite TV
    • DVD Player
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Enjoy the serene quiet of our rural setting just minutes from beautiful downtown Healdsburg. We are surrounded by vineyards,and the cottagey sits amidst a large organic flower and vegetable garden filled with butterflies, birds, and bees. Your private patio overlooks the Russian River Valley and... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 6 July 2016
    We (my wife and 2 yr daughter) had a great 4th of July Holiday in this fantastic hidden gem! It was a great stay at the very quiet/peaceful and comfortable cottage, that made it...
    5 of 5 stars Reviewed 21 June 2016
    The accommodations were comfortable, private and peaceful. It was really spacious with a living room, kitchen, bedroom and bathroom. Kristine was great and gave us pluots from...
    See all reviews
    1 / 8
    St. Helena, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Porch
    • Grill
    • Patio
    • Wi-Fi
    • DVD Player
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Very quiet and private, yet only a 15 minute walk downtown to Main Street where you'll find The Culinary Institute of America, Giugni's Delicatessen, Model Bakery, Gott's Roadside and Dean & Deluca. Also local are world-class restaurants such as PRESS, Market, Farmstead, Tra Vigne, Cindy's... View all property information
    Location Information
    St. Helena, Napa Valley 94574
    List your property for free!
    List your holiday home where TripAdvisor travellers can find it.
    Add a Listing
    1 / 15
    5 of 5 stars (8) Excellent
    Healdsburg, CA
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Outdoor Dining Area
    • Wi-Fi
    • Mountain Views
    • Grill
    • Satellite TV
    • Washer
    • Shared Garden
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Location! Location! Location! 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 and in the heart of Dry Creek... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 6 July 2016
    My husband and I had the pleasure of staying at the First Crush Cottage for the 4th of July weekend and we had a wonderful experience. We enjoy Healdsburg very much and go at...
    3 of 5 stars Reviewed 2 July 2015
    We loved the First Crush cottage. Very quaint, great location near the vineyards, clean etc. The only issues we had is that even though it is in a cool location, there wasn't...
    See all reviews
    1 / 27
    Windsor, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Porch
    • Patio
    • Secure Parking
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Vino Velo House has three bedrooms. One master suite has a queen bed and the two guest rooms have double beds suitable for one or two guests. All three beds have cozy memory foam mattresses. The living room couch pulls out to a full size bed with feather topper for extra sleeping room. The house... View all property information
    Location Information
    Windsor, Sonoma County 95492
    1 / 24
    St. Helena, CA
    5 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Mountain Views
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Private Outdoor...
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    A veritable nature preserve of 70 secluded acres on a ridge at the Napa/Sonoma line, this has a breathtaking vanishing edge pool with views to Mount St Helena and beyond. 300 degree views of both the Sonoma and Napa valleys are seen from the 1200 sq ft Summit viewing/dining deck. Nature is BIG up... View all property information
    Location Information
    St. Helena, Napa Valley 94574
    1 / 7
    Kelseyville
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Air Conditioning
    • Washer
    • Housekeeping...
    • DVD Player
    • Waterfront
    • Patio
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    If you are looking for the perfect lake house, here it is! Great dock, fishing, boat ramp. Well equipped kitchen, lovely furnishings, comfy beds. It is a truly wonderful house. There's even a PacMan machine. Long term stays are recommended. Lots to do if you like to look at birds or go hiking,... View all property information
    Location Information
    Kelseyville, Lake County 95451
    1 / 18
    5 of 5 stars (1) Excellent
    Kelseyville
    3 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Secure Parking
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Lake view vacation house on Riviera West. 3 bed rooms, 2.5 bath. Two queens on the second floors with two full bath. The update has a room with twin bed and power room. Kitchen and living room on the first follow. Also two decks on both level. Sleeping 5 people total. Communicate pool available... View all property information
    Location Information
    Kelseyville, Lake County 95451
    5 of 5 stars Reviewed 2 June 2016
    Our stay was fabulous! We were so surprised, on sight unseen, how wonderful this home away from home was. We visited San Fransisco, Ca and then traveled to Kelseyville, Ca to...
    See all reviews
    1 / 24
    Healdsburg, CA
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Mountain Views
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This Mediterranean home has casual elegance with expansive decks, patios, spa and a SOLAR HEATED SWIMMING POOL surrounded by flagstone and plenty of outdoor seating. The 4 bedrooms are all Kings, quite secluded both from each other and the common living spaces. All suites have private full... View all property information
    Location Information
    Healdsburg, Sonoma County 95436
    1 / 24
    5 of 5 stars (1) Excellent
    Geyserville, CA
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Internet Access
    • Patio
    • Air Conditioning
    • Satellite TV
    • Parking
    • Private Outdoor...
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The Guest House at Sapphire Canyon Vineyard was taken down to studs and completely renovated in 2014. Located on a working vineyard, this modern 2BR, 1BA house comfortably sleeps four. The two bedrooms, one with a king bed and the second with a queen bed, have new, ultra-comfy premium mattresses... View all property information
    Location Information
    Geyserville, Sonoma County 95441
    5 of 5 stars Reviewed 2 weeks ago
    Our stay could not have been more perfect. The location is very quiet and right across the road from Pedroncelli Vineyards. You can totter on over and just totter on back. It is...
    See all reviews
    1 / 48
    Calistoga, CA
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Show Prices
    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Our Napa Valley luxury accommodations feature the 2,400 square foot Estate Lodge for the ultimate indoor-outdoor experience. With its secluded creek side setting near the banks of serene Lake Lommel, and gorgeous mountain forest backdrop, there could hardly be a more perfect place for a peaceful... View all property information
    Location Information
    Calistoga, Napa Valley 94515 9607
    1 / 43
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor...
    • Patio
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    • Hot Tub
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    CHATTHAVELI is the perfect wine country retreat in Healdsburg, Sonoma County, California - close to Napa Valley, the Russian River, Guerneville, and the coast. Our home is walking distance from wineries, a 6-minute drive from downtown Healdsburg, a few short miles from hiking trails and kayaking,... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 22
    5 of 5 stars (2) Excellent
    Healdsburg, CA
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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
    Location Information
    Healdsburg, Sonoma County 95448
    Get the List
    1 / 12
    Windsor, CA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Children's Pool
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The WorldMark Windsor resort is located on ten acres with multiple 3-story buildings, all with elevators. Nestled into the Russian River Valley in Sonoma County, Windsor is a small town with deep roots in farming and, more recently, winemaking. You'll enjoy the area's family-owned wineries and the... View all property information
    Location Information
    Windsor, Sonoma County 95492
    1 / 21
    5 of 5 stars (19) Excellent
    Healdsburg, CA
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Patio
    • Washer
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Tertulia at Amber Ridge – where good friends and family gather in stunningly beautiful, peaceful surroundings to enjoy each other’s company over great food and wine. Deep relaxation, pleasant conversation, laughter and joy ensue! Tertulia is a fabulous two-acre Wine Country sanctuary surrounded on... View all property information
    Location Information
    Healdsburg, Sonoma County 95492
    5 of 5 stars Reviewed 1 week ago
    We loved this house for so many reasons I can hardly list them all. We love to cook and the kitchen was fantastic for just that. We had six adults and five children (also...
    5 of 5 stars Reviewed 7 April 2016
    We recently spent a long weekend at Tertulia with a group of friends and had an absolutely fabulous time. The house is great...spacious, warm and inviting. The kitchen/dining...
    See all reviews
    1 / 8
    5 of 5 stars (5) Excellent
    Healdsburg, CA
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Satellite TV
    • Shared Outdoor Pool...
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    DEAR POTENTIAL GUEST: PLEASE CHECK CALENDAR BEFORE INQUIRING ABOUT AVAILABILITY - IT IS ALWAYS CURRENT. THANK YOU!!<BR><BR>Since its opening in 2008, guest reviews confirm Dry Creek Villa to be a truly exceptional, idyllic retreat! We consistently rate 5/5 stars from prior guests. Among the... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 1 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 25 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...
    See all reviews
    1 / 14
    Clearlake
    1 Bedroom, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    • Patio
    • Satellite TV
    • DVD Player
    • Grill
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    It's a newly constructed home with granite kitchen and bathrooms, upgraded appliances. It has a large sleeping loft with king, queen, and twin beds. There is a leather foldout couch downstairs which sleeps two. Sleeps 6-8 people. Wifi and cable. Smoking and pets are prohibited. <BR>We are on the... View all property information
    Location Information
    Clearlake, Lake County 95422
    1 / 21
    Healdsburg, CA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Beautifully located, perched just above the Russian River, on S. Fitch Mountain, this Vintage 1927 river home has been beautifully renovated and modernized with central heat/AC, new dual-paned windows, high open-beamed ceilings, and all the modern conveniences while still maintaining its vintage... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 24
    Cobb
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Washer
    • Mountain Views
    • Patio
    • DVD Player
    • Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Escape the hustle and bustle of everyday life by booking a stay at this 2-bed, 2-bath Cobb house, which accommodates 6! You’re sure to have an unforgettable California escape at this property, which boasts terrific outdoor and indoor features! This spacious 1,600 square-foot home is an ideal... View all property information
    Location Information
    Cobb, Lake County 95426
    1 / 10
    5 of 5 stars (2) Excellent
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Grill
    • DVD Player
    • Satellite TV
    • Porch
    • Central Heating
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Healdsburg, Sonoma County 95448
    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...
    See all reviews
    1 / 23
    5 of 5 stars (3) Excellent
    Healdsburg, CA
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Washer
    • Hot Tub
    • Air Conditioning
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    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
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 9 October 2015
    Our group included three couples....perfect place to stay! The pool is great, very comfortable and clean throughout.
    See all reviews
    1 / 25
    Calistoga, CA
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Internet Access
    • Air Conditioning
    • Private Outdoor...
    • Satellite TV
    • Mountain Views
    • Hot Tub
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Close to shops & restaurants in historic Calistoga, an unexpectedly private garden overlooking a vineyard provides a serene setting for sipping a glass of local wine from a nearby winery. Should you soak in the spa and then take a dip in the 40 ft lap pool, or swim first and lounge later? How about... View all property information
    Location Information
    Calistoga, Napa Valley 94515
    1 / 28
    5 of 5 stars (5) Excellent
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Waterfront
    • Wi-Fi
    • Central Heating
    • DVD Player
    • Patio
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Healdsburg, Sonoma County 95448
    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...
    See all reviews
    1 / 14
    4 of 5 stars (1) Very good
    Windsor, CA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Wi-Fi
    • Secure Parking
    • Terrace
    • Balcony
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Resort Overview The WorldMark Windsor resort is located on ten acres with multiple 3-story buildings, all with elevators. Nestled into the Russian River Valley in Sonoma County, Windsor is a small town with deep roots in farming and, more recently, winemaking. You'll enjoy the area's family-owned... View all property information
    Location Information
    Windsor, Sonoma County 95492
    4 of 5 stars Reviewed 1 October 2015
    Great property. The staff at the front desk are friendly, and quite helpful. The property is starting to show a bit of age. One of the burners in the range in my unit didn't...
    See all reviews
    1 / 20
    5 of 5 stars (11) Excellent
    Healdsburg, CA
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 15 February 2016
    We had a group of 6 and everyone was very pleased with our stay. The location is away from downtown, so it's a good place to stay if you want total, complete privacy and a...
    5 of 5 stars Reviewed 17 October 2015
    We loved our vacation in this luxury Tuscan villa. We chose this property for two reasons: we had three couples travelling and wanted three bedrooms/bathrooms that were comparable...
    See all reviews
    1 / 11
    2 of 5 stars (1) Poor
    Windsor, CA
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Upstairs downtown condominium on the Windsor Green, walk to coffee, restaurants, shopping. Concerts in summer. Main floor has beautifully decorated living room with fireplace, Flat screen TV, DVD, sofa, chairs, dining area and kitchen and half bath. Deck looks over to historic railroad station and... View all property information
    Location Information
    Windsor, Sonoma County 95492
    1 / 31
    Calistoga, CA
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Balcony
    • Mountain Views
    • Private Outdoor...
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Beautiful view home 2 miles from Calistoga. Main house has 3 bedrooms and 3 bathrooms, top of the line kitchen and bathrooms. There is a detached Guest House, with 1 bedroom and 2 bathrooms. The pictures tell it all. House is for sale, so require respectful guests who want to enjoy a wine... View all property information
    Location Information
    Calistoga, Napa Valley 94515
    1 / 21
    5 of 5 stars (25) Excellent
    Healdsburg, CA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Hot Tub
    • Central Heating
    • Washer
    • Balcony
    • Satellite TV
    • Patio
    • Wi-Fi
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Affordable Wine Country Home (up to 6 guests) and Country Cottage( for two guests) surrounded by 15 acres of vineyards. Both vacation homes are in private locations on one 15 acre gated estate. Location is everything! In Healdsburg everyone wants to be near the Plaza--we are just 1 & 1/2 miles... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 19 August 2014
    We enjoyed our stay in the farm house. It was a beautiful spot, we were surrounded by vineyards. The picture is a bit misleading, it was taken from a spot on top of a hill so...
    4 of 5 stars Reviewed 29 July 2014
    We can't say enough about the beautiful location of the house, just spectacular! The house was clean and everything you needed was provided, so from that standpoint, 10 out of 10...
    See all reviews
    1 / 5
    Clearlake
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Central Heating
    • Grill
    • Balcony
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The home is a beautiful remodeled waterfront home on Clear Lake. It's location is in the private community of Sunrise Shore that has one main access road. We are safe and secure. There is a boat dock for use, a launching ramp nearby and a kayak for use by guests. Two decks. One upper is in the sun... View all property information
    Location Information
    Clearlake, Lake County 95457
    1 / 31
    Healdsburg, CA
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ideally located on 7 hillside acres, in the famed Dry Creek Valley, this absolutely stunning, new, Modern Wine Country Home is a spectacular retreat nestled in Mother Nature’s paradise, with forever easterly views of the Dry Creek Valley. This magnificent architectural marvel was designed by John... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 9
    Healdsburg, CA
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Internet Access
    • Balcony
    • Air Conditioning
    • Washer
    • Satellite TV
    • Terrace
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The Space The perfect home away from home. Makes this your personal sanctuary wether you are staying for the weekend or for the whole month while looking for the perfect home to buy. Well appointed, decorated with international contemporary art with just enough touches that take you beyond the... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 21
    5 of 5 stars (3) Excellent
    Healdsburg, CA
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Washer
    • Grill
    • Hot Tub
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 20
    5 of 5 stars (2) Excellent
    Healdsburg, CA
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Patio
    • Wi-Fi
    • Private Outdoor...
    • Mountain Views
    • DVD Player
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 3 weeks ago
    We were two couples that stayed in the barn on a Saturday night whilst passing through Healdsburg. The accommodation was a large kitchen, lounge, outside deck, bathroom and 2...
    5 of 5 stars Reviewed 24 June 2016
    Our stay in Healdsburg was so lovely, and the Stromberg B&B was a wonderful part of it! Beautiful pool, lovely grounds, a tennis court and basketball hoop - even a 3-hole golf...
    See all reviews
    1 / 37
    4.5 of 5 stars (4) Very good
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Hot Tub
    • Patio
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    All of the living at West Dry Creek View is at the back side of this beautiful modern minimalist country property. Three private acres offer a large in ground 22' x 60' swimming pool and large concrete hot tub amid gardens, emerald green lawn, and vineyard views galore, all less than ten minutes to... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    4 of 5 stars Reviewed 15 March 2015
    Beautiful location on west dry creek road making it convenient to get to many wineries and downtown Healdsburg but also secluded enough to get away from the hustle and bustle...
    See all reviews
    1 / 16
    4.5 of 5 stars (4) Very good
    Healdsburg, CA
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Internet Access
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Parking
    • Grill
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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. Bella Terra Healdsburg is an upscale, and modern appointed three bedroom,... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    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...
    See all reviews
    1 / 20
    Healdsburg, CA
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Hot Tub
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    With a spectacular location on 12 beautifully landscaped and maintained acres, in the foothills between Santa Rosa and Healdsburg, Montebello Heights Estate is a newer Tuscan-themed, 4200 sq. ft. 4br/3.5ba, two-story home, with central heat and AC, and many custom features and special amenities,... View all property information
    Location Information
    Healdsburg, Sonoma County 95404
    1 / 6
    St. Helena, CA
    2 Bedrooms, 2 Bathrooms, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Enjoy ease and comfort in this cozy and furnished 2 bedroom home in Saint Helena. It has been been remodeled to have a modern feel to it. You can as well enjoy your morning coffee on its verdant backyard. Features and Amenities • 2 Bedrooms • 2 Bathrooms • Office area • Fireplace • Living... View all property information
    Location Information
    St. Helena, Napa Valley 94574
    1 / 24
    4 of 5 stars (4) Very good
    Healdsburg, CA
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Shared Outdoor Pool...
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Nestled on 10 acres in the prestigious Chalk Hill appellation of the Alexander Valley, this rustic, 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
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 4 weeks ago
    I loved it and I'd love to come back again. I love Sonoma County.The rooms were very comfortable. I just adored the pool. The weather was perfect. I can't wait til next year.
    4 of 5 stars Reviewed 11 July 2016
    This is a wonderful house for groups. The common space offers many seats. The hot tub is large enough for 7 people. There is a BBQ and lots of outdoor seating for families to...
    See all reviews
    1 / 28
    5 of 5 stars (15) Excellent
    Healdsburg, CA
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • DVD Player
    • Waterfront
    • Wi-Fi
    • Mountain Views
    • Central Heating
    • Grill
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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 large deck and dinning room have river views and lots of natural lights. The... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 21 July 2016
    Great place to spend time and enjoy the river. The cottage overlooks the Russian River and has everything you need to relax, cook up a meal or play in the water. Back deck is...
    5 of 5 stars Reviewed 16 February 2016
    My wife and I rented this cozy house with some good friends. We found it clean, well maintained and well equipped with everything we needed for a perfect weekend getaway. The...
    See all reviews
    1 / 28
    5 of 5 stars (1) Excellent
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 Healdsburg... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 9 June 2015
    I would definitely recommend this property. My wife and I stayed there with friends for a wine country holiday. The house seems recently remodeled with many seating areas both...
    See all reviews
    1 / 15
    4.5 of 5 stars (8) Very good
    Calistoga, CA
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Patio
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Washer
    • Mountain Views
    • Grill
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    ELEGANT Home and Separate guest quarters situated on a 33-acre vineyard located between St. Helena and Calistoga on the Valley Floor. Tuscan Style SIngle Level Home exclusively located in the HEART of Napa Valley Near WORLD FAMOUS wineries and restaurants.<BR><BR>This property has stunning... View all property information
    Location Information
    Calistoga, Napa Valley 94515
    5 of 5 stars Reviewed 28 September 2015
    As mentioned in other reviews, the photos do not do justice to the St Helena Vineyard Villa. We were pleasantly surprised when we arrived. This is an executive home situated in...
    4 of 5 stars Reviewed 16 July 2015
    A group of five couples stayed here in early June for three days. The house is in a great location, very private, and provided most of the amenities we needed. My only complaint...
    See all reviews
    1 / 20
    5 of 5 stars (2) Excellent
    Healdsburg, CA
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • DVD Player
    • Satellite TV
    • Hot Tub
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Location, location location! Perfectly situated only 3 miles (a 5-7 minute drive) from the charming and historic Healdsburg Plaza, this fabulous, custom three-bedroom home abounds with special eco-friendly features. You will be wowed by this modern home’s beautiful open-beamed cathedral ceiling,... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 29
    Healdsburg, CA
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Washer
    • Satellite TV
    • Mountain Views
    • Children's Pool
    • Patio
    • Wi-Fi
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Situated on 2.5 acres, just minutes from the quaint downtown of Windsor and about 10 minutes from the Healdsburg square, Woody Creek Retreat is at the pinnacle of convenience while offering the serenity of a quiet country luxury farmhouse. Ideal for families, couples, or friends wanting a to... View all property information
    Location Information
    Healdsburg, Sonoma County 95492