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Elder Access Holiday Rentals in Middletown

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    Don't let other travellers get your favourite Middletown area holiday home. You're so close to securing your perfect getaway. Book today.
    28 Matching Rentals in the Middletown AreaView all 93 rentals
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    The following rentals are within 30 kilometres of Middletown.
    St. Helena, CA
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Charming Apartment in Dry Creek Valley, Healdsburg1 / 20
    (5)Excellent
    Healdsburg, CA
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Lakeside Oasis Your Perfect Family Vacation Home W/Private Dock1 / 36
    (2)Excellent
    Clearlake Oaks
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Beautiful mountain top wine retreat in Healdsburg!1 / 26
    (1)Excellent
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Patio
    • Washer
    • Housekeeping Included
    • Central Heating
    • Mountain Views
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    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...
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    Healdsburg, Sonoma County 95448
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sonoma Wine Country Suite1 / 26
    (1)Excellent
    Windsor, CA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • DVD Player
    • Washer
    • Parking
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 May 2016
    Clean, comfortable, safe and quiet. The property was within walking distance to downtown Windsor and across the street from a beautiful large park. We felt safe walking...
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    About this property
    Two room suite with private entry is located near vineyards, across from well maintained park. Sleeps 4, kitchenette with new full size refrigerator, filtered water, new 40 inch flat screen HD TV, new microwave, new coffee maker and private bath with lots of closet space. Enjoy sitting in a private...
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    Windsor, Sonoma County 95492
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Vino Velo House - Week Day Specials!1 / 27
    (1)Excellent
    Windsor, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Porch
    • Patio
    • Secure Parking
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 October 2017
    The house was great! Comfortable beds, cute yard, living room stocked with good books and games. Location was great, only 15 min from downtown Healdsburg. We had a really good...
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    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...
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    Windsor, Sonoma County 95492
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Overlooking clearlake from the living room1 / 30
    (1)Excellent
    Clearlake
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Waterfront
    • Patio
    • Wi-Fi
    • Mountain Views
    • Parking
    • Air Conditioning
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Only an exceptional place can offer many pleasures of life and enjoyment of nature all in a day. Breathing the freshest air in California, waking up to the sound of birds singing in the rhythm of water gently tapping the shore. On the deck for a sip of local wine, from the vineyard of Lake County,...
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    Clearlake, Lake County 95422
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Healdsburg, CA
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Private Garden
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private and in the country near the Dry Creek and Russian River Valleys and yet only 10 minutes to the Healdsburg Plaza Square. Main house is 3BR/3BA and cottage is studio and full bath with plenty of outdoor furniture. NOTE: Pool heated in high season only. Enter through private gate and wind up a...
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    Healdsburg, Sonoma County 95448
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    St. Helena Vineyard Villa- Please contact Owner for rental restrictions1 / 15
    (9)Very good
    Calistoga, CA
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Patio
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Mountain Views
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 May 2017
    A beautiful house that is poorly maintained, it was not clean when we arrived, the central air and television did not work, there were no screens on the windows, so we could...
    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...
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    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. This property has stunning hardwood...
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    Calistoga, Napa Valley 94515
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Calistoga, CA
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Central Heating
    • Hot Tub
    • Mountain Views
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our family compound consists of a large central area and a two bedroom house, one bedroom Casita with 1/2 bath and another small two story Casita that has bunk beds downstairs and an inflatable queen bed upstairs. The large pool and backyard provide hours on entertainment and the hot tub is also...
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    Location Information
    Calistoga, Napa Valley 94515
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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    Walk Through Vineyards to Wineries/Shady Oaks Country Inn1 / 22
    (7)Very good
    St. Helena, CA
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Housekeeping Included
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Balcony
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 November 2017
    John and Lisa were gracious hosts. The breakfasts were first class and loved the wine and cheese hour. John was very informative and their wine Twisted Wine was excellent...
    Reviewed 8 November 2017
    Shady Oaks was a perfect location for our Napa girls trip. The accommodations were comfortable & the morning breakfasts were amazing! I highly recommend this property!!
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    About this property
    Welcome to our Napa Valley bed and breakfast! We invite you to experience the warmth and romance of our Bed and Breakfast Inn secluded on two acres nestled among some of the finest Wineries and restaurants in Napa Valley. Relax and enjoy the elegant ambiance, the wine country tranquility and each...
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    Location Information
    St. Helena, Napa Valley 94574
    Private Room - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Fulton, CA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large 2 bedroom, 1 bath, 1100 sq ft living space, 2 fireplaces, huge brick patio with a dining table, umbrella and chairs, plus a sofa and coffee table, hammock, and small bbq.. Totally private and very quiet and peaceful. Located on a hillside property. Properties in this area are 1+ acres each....
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    Fulton, Sonoma County 95404
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Windsor, CA
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand new 2017 Passport trailer (35ft), farm setting. Fully equipped with everything you need for a quiet vacation weekend get away...and minutes from Healdsburg Wineries, wine tasting and great restaurants. Site seeing, hiking and canoeing at Memorial Beach in the town of Healdsburg 10minutes...
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    Windsor, Sonoma County 95492
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Charming Lake View House in a garden setting1 / 35
    (1)Very good
    Kelseyville
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Secure Parking
    • Mountain Views
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 2017
    Comfortable home with a great view of the lake from inside living room, kitchen, and deck. Well furnished and fully equipped. The wine and crackers added a nice touch. The...
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    About this property
    This is a beautiful house over looking magnificent Clear lake and Mt. konocti. It is surrounded by a garden full of roses, lavender, rows of Olive Trees, Cypress Pine trees and a small vinyard. There is plenty to do in this small town. Take your boat on the water and explore the beauty of Clear...
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    Kelseyville, Lake County 95451
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Hidden Valley Lake, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Near lake recreation & surrounded by soothing nature. Floor to ceiling grand windows open to balcony & breathtaking lake view. Awe inspiring twinkling night sky & milky way. Spacious & comfy rooms for relaxation and rejuvenation. Come to feel at peace & alive. This place has all that you need for...
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    Hidden Valley Lake, California 95467
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Healdsburg, CA
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Riverstone Ranch is truely a multi-family property. A location which caters to several generations with traditional main house, or modern 2BR/2BA 'coup' or 'Oak Tree House', each offers something a little different, all against gorgeous Russian River views and less than 5 minutes to downtown...
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    Healdsburg, Sonoma County 95448
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    Clearlake Oaks
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Mountain Views
    • Cable/satellite TV
    • DVD Player
    • Waterfront
    • Air Conditioning
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Boat Haven is a private home in a quiet community with a boat dock exclusively for our guest. This property is on California's largest natural Lake.Better known as Clearlake' also named the The Bass Capital of California for it's reputation of being a great place to catch Black Bass all year...
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    Clearlake Oaks, Lake County 95423
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Kelseyville
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • DVD Player
    • Air Conditioning
    • Patio
    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My place is close to family-friendly activities, such as Wineries, Walnut and pear orchards, goat farms and many water activities. The house has heating and air conditioning, television, Wi-Fi, Roku streaming channels, a printer for your computer, and more. In addition to the fully stocked linen...
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    Kelseyville, Lake County 95451
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Clearlake
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Only an exceptional place can offer many pleasures of life and enjoyment of nature all in a day. Breathing the freshest air in California, waking up to the sound of birds singing in the rhythm of water gently tapping the shore. On the deck for a sip of local wine, from the vineyard of Lake County,...
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    Location Information
    Clearlake, Lake County 95422
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Healdsburg, CA
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Mountain Views
    • Housekeeping Included
    • Air Conditioning
    • DVD Player
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Buena Vista is a Wine Country getaway on the Russian River with Spectacular Views just 5 Minutes from Healdsburg Plaza. When you reserve this 2400 square foot, 3 bedroom, 3 bath home, beautiful, panoramic views are just one of the many amenities you will be able to enjoy. The Buena Vista is an...
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    Healdsburg, Sonoma County 95448
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    St. Helena, CA
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Sauna
    • Housekeeping Included
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A stunning house in the Wine Country (Napa Valley), our house is located in walking distance to top wineries, shopping, and restaurants in Saint Helena, California. Never risk your vacation being cancelled, and book with us. Our home contains all the opulent amenities you'll need and homely...
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Healdsburg, CA
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
    • Parking
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Terra Bella is set in the heart of the beautiful Russian River Valley on Westside road between Thomas George and Porter Creek wineries. This magnificent setting looks out over 55 acres of vineyards bounded by the Russian river. Terra Bella is a 2 1/2 acre property with lovely common gardens to...
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    Healdsburg, Sonoma County 95448
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    St. Helena, CA
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Private Garden
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    'Stonehenge' depicts wine country living at it's best. You will enjoy the home as much as you'll love exploring Napa Valley. The home is professionally designed and furnished (mostly Restoration Hardware) and comes with a gorgeous pool, patio with fireplace, fire pit, BBQ, 1/2 outdoor basketball...
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    St. Helena, CA
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming 2 bedroom , 2.5 bath home with an office is located just steps from downtown St. Helena. It is walking distance to wineries, a health spa, world class restaurants, a movie theater and shopping. The living room is comfortably furnished with a sofa, 2 recliners & a 55 inch Sony flat...
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    St. Helena, CA
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Patio
    • Housekeeping Included
    • Central Heating
    • Mountain Views
    • Grill
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Combining the comforts of home with the amenities of a luxury hotel, this 2bed/2bath vacation rental is 2 blocks to St. Helena's Main St. Complete with high-end fixtures and furnishings, experience wine country living at its best! Perfect for up to 4 people, you'll appreciate the spacious open...
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Windsor, CA
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Wi-Fi
    • Private Garden
    • Parking
    • Air Conditioning
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful new private bedroom and bath with private entrance. Brand new queen bed, hotel quality linens and towels. Microwave and mini fridge stocked with wine and bottled water. Snacks, silverware, mugs, glasses, coffee maker, wine opener provided. Breakfast items provided. Room is on the front...
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    Windsor, Sonoma County 95492
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Healdsburg, CA
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Garden
    • Air Conditioning
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Downtown Healdsburg Victorian Cottage: recently remodeled, one story, open floor plan, chefs kitchen, indoor-outdoor living, covered porch, and hot tub. Easy walk to Plaza, restaurants, wine tasting lounges, movies, performing arts theater, art galleries, and boutique shops. At the Center of Dry...
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    Healdsburg, Sonoma County 95448
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Windsor, CA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Patio
    • Hot Tub
    • Terrace
    • DVD Player
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The WorldMark Windsor resort is located on ten acres with multiple three-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...
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    Location Information
    Windsor, Sonoma County 95492
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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