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Holiday Rentals in Middletown

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    All 89 Rentals in Middletown
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    The following rentals are within 30 kilometers of Middletown.
    Clearlake Keys House1 / 8
    (1)Excellent
    Clearlake Oaks
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Calistoga, CA
    7 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    Lakeside Oasis Your Perfect Family Vacation Home W/Private Dock1 / 35
    (2)Excellent
    Clearlake Oaks
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Patio
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    Healdsburg, Sonoma County 95448
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Healdsburg and Dry Creek Getaway1 / 10
    (2)Excellent
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Grill
    • DVD Player
    • Satellite TV
    • Porch
    • Central Heating
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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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    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...
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    Healdsburg, Sonoma County 95448
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Kelseyville
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Balcony
    • DVD Player
    • Air Conditioning
    • Patio
    • Secure Parking
    • 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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    Best place on the Lake1 / 7
    (1)Very good
    Kelseyville
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Air Conditioning
    • Washer
    • Housekeeping Included
    • DVD Player
    • Waterfront
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 November 2016
    Loved the lake front accessibility of this rental. The kitchen was great for cooking and the kitchen table over looked the gorgeous lake! We would definitely stay here again.
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    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,...
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    Kelseyville, Lake County 95451
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    Charming Apartment in Dry Creek Valley, Healdsburg1 / 20
    (2)Excellent
    Healdsburg, CA
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Satellite TV
    • Patio
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Mountain Views
    • DVD Player
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 August 2016
    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...
    Reviewed 23 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...
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    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...
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    Healdsburg, Sonoma County 95448
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Healdsburg, CA
    Studio, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • Private Garden
    • Parking
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Less than 15 min. to Healdsburg's Plaza Square, also within minutes to jumping off to the Russian River, bicycling, Old Town Windsor, and dozens of wineries! Gorgeous Craftsman home, remodeled, 4BR/3BA two story home with central HVAC, hardwood floors, formal living with TV/DVD, conversational...
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    Healdsburg, Sonoma County 95448
    Holiday Rental House - 3 Bathrooms, Sleeps 10
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    Pristine Chalk Hill valley bright big studio!1 / 17
    (5)Excellent
    Healdsburg, CA
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Balcony
    • Mountain Views
    • Patio
    • Grill
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 April 2017
    We loved everything about this charming studio. It is just as pictured--surrounded by trees and very quiet. Although the owners live on the property--you feel that you have...
    Reviewed 6 March 2017
    Located on a gorgeous treed property, this studio is perfect for a long weekend and has everything you will need...patio,hot tub and views of the surrounding hills. Super close...
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    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...
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    Healdsburg, Sonoma County 95448
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Lake view vacation house 82561 / 15
    (3)Average
    Kelseyville
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Satellite TV
    • Patio
    • Mountain Views
    • DVD Player
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 2016
    Enjoyed the nice home for 3 nights, Clean. Accomodating host. Would visit again. Large bedrooms/bathroom. Good kitchen. Great for families. Thanks Jan
    Reviewed 30 September 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...
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    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
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    Kelseyville, Lake County 95451
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Clearlake
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    • Patio
    • Satellite TV
    • DVD Player
    • Grill
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    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...
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    Clearlake, Lake County 95422
    Cabin Holiday Rental - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    Clearlake
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • 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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    Sonoma Wine Country Suite1 / 26
    (1)Excellent
    Windsor, CA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • DVD Player
    • Washer
    • Parking
    • 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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    St. Helena, CA
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Air Conditioning
    • Satellite TV
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our fabulous, upscale Cottage House is a 3 bedroom and 3 bathroom (could add a Studio to get 4 bed and 4 bath) house walking distance to the heart of St. Helena. On the ground floor, there is a kitchen, living room, dining room and two bedrooms, each with a king size bed and private bathroom. One...
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Kelseyville
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Secure Parking
    • Mountain Views
    • Satellite TV
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Healdsburg, CA
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • 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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    Windsor, CA Cottage in Sonoma's Wine Country1 / 21
    (6)Excellent
    Windsor, CA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Garden
    • Grill
    • Washer
    • Central Heating
    • Parking
    • Outdoor Dining Area
    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 March 2016
    A fantastic 2 bedroom guest house. Warm, comfy, incredibly well appointed. You will want for nothing. If you are in the area, this is the place you want to stay.
    Reviewed 18 October 2015
    Justine provides a well-appointed and stylish accommodation in the heart of the wine country. The cottage is immaculate and everything one might need to prepare meals at-home...
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    About this property
    The Carriage House is a 800 sq/ft single level cottage in a unique country property setting, within walking distance to our sleepy Town Green where there is a seasonal farmer's market, music and movie nights. Our home sits on a level private acre and boasts mature trees for shade, open sunny areas...
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    Location Information
    Windsor, Sonoma County 95492
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Clearlake Oaks
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Mountain Views
    • 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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    Location Information
    Clearlake Oaks, Lake County 95423
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Windsor, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Porch
    • Patio
    • Secure Parking
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Villa Aix Vineyards1 / 37
    (3)Excellent
    Healdsburg, CA
    5 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Housekeeping Included
    • DVD Player
    • Mountain Views
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 January 2017
    We stayed at the Villa Aix Vineyards over New Year's. The villa is perfectly laid out for a party of twelve people (and one dog). The small vineyard is pleasant to walk in...
    Reviewed 11 April 2016
    We rented this house for my girlfriend's bachelorette weekend and it was absolutely beautiful! We were a large group but never left crowded as the house was very spacious...
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    About this property
    Inspired by the Villa Gallici in Aix-en-Provence, Villa Aix Vineyards combines traditional, French cottage warmth with fresh, contemporary farmhouse flair.Nestled on a serene 20-acre vineyard in the Alexander Valley appellation of Sonoma's gorgeous rolling hills, this private estate offers all the...
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    Location Information
    Healdsburg, Sonoma County 95448
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 14
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    Shady Oaks Inn in the Vineyards in Napa Valley1 / 20
    (5)Very good
    St. Helena, CA
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Mountain Views
    • Porch
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 March 2016
    Me and my Sister in law stayed for three nights at Shady Oaks Inn. We had a Great time. The breakfast was to die for. We really enjoyed the evenings when all the gueasts...
    Reviewed 29 August 2015
    Recently we had a wonderful stay at Shady Oaks. We were in the Winery Retreat which was very clean, well appointed, comfortable and just very nice. The staff was very helpful...
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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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    Lower Lake, CA
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Waterfront
    • Parking
    • Washer
    • Patio
    • Grill
    • Outdoor Dining Area
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Retreat to the lake for a relaxing and rejuvenating getaway at 'Alex and Kat's Lake House,' a 2-bedroom, 1-bathroom Lower Lake vacation rental with accommodations for 6. Located right on the edge of Clear Lake in Jago Bay, endless water activities await you straight from the back door - swim, fish,...
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    Location Information
    Lower Lake, California 95457
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Healdsburg, CA
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • 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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    Location Information
    Healdsburg, Sonoma County 95448
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    West Dry Creek View1 / 37
    (4)Very good
    Healdsburg, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Hot Tub
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    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...
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    Healdsburg, Sonoma County 95448
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Cobb
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Washer
    • Mountain Views
    • Patio
    • DVD Player
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Great for Executive Housing! Prices already applied!* 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!...
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    Location Information
    Cobb, Lake County 95426
    Holiday Rental House - 2 Bedrooms, 2 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
    • 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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    Location Information
    Hidden Valley Lake, California 95467
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Windsor, CA
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    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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    Location Information
    Windsor, Sonoma County 95492
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Calistoga, CA
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Private Outdoor Pool (Unheated)
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    • Mountain Views
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Calistoga, Napa Valley 94515
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    'Casa Pavone' Attractive 3BR Healdsburg House w/Wifi, Screened Porch & Private Pool! Great Location - Private Access to Maacama Creek & Close to Wineries, Recreation & More!1 / 25
    (1)Terrible
    Healdsburg, CA
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Hot Tub
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This remarkable 3-bedroom, 2.5-bathroom house is well-equipped to give you the getaway of a lifetime in the Alexander Valley area. With room for 6, an exquisite backyard oasis, and easy access to attractions, this home leaves nothing to be desired. As soon as you arrive at this abode, you’ll know...
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    Location Information
    Healdsburg, Sonoma County 95448
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Healdsburg, CA
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Terrace
    • Hot Tub
    • Balcony
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Drive down a tree-lined road. Vineyard is on left, beautiful gardens and bocce court in front, and garden area to the right in which to sit or stroll. Walk into a dramatic entry, and you'll see formal living room and dining rooms on the right, with a half bath across the hallway. To your left,...
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    Healdsburg, Sonoma County 95448
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Healdsburg, CA
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Healdsburg, Sonoma County 95448
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    St. Helena, CA
    5 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Mountain Views
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    St. Helena, Napa Valley 94574
    Holiday Rental House - 5 Bedrooms, 8 Bathrooms, Sleeps 12
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    Geyserville, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Terrace
    • Outdoor Dining Area
    • Porch
    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on the charming and secluded River road, this property is nestled among beautiful vineyards in the famed Alexander Valley.<BR><BR>The 1920 farmhouse is newly renovated and located on a five-acre pasture right by the River.<BR><BR>Surrounded by beautiful, serene mountain views, you have the...
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    Location Information
    Geyserville, Sonoma County 95441
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Wine Country Cottage1 / 14
    (7)Average
    Healdsburg, CA
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
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    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 May 2015
    Communication with owners was quick and easy. The place is close enough to town to walk. If you want to wake up and see vines, you won't be disappointed. Beads were super comfy...
    Reviewed 10 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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    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...
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    Location Information
    Healdsburg, Sonoma County 95448
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, 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
    • 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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    Location Information
    St. Helena, Napa Valley 94574
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Healdsburg, CA
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    • Mountain Views
    • Children's Pool
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Healdsburg, Sonoma County 95492
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    St. Helena, CA
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    Stay in this conveniently located 3bdm/1bath modern ranch style home in downtown St. Helena. Please contact for available dates. The Oak House a three blocks to St. Helena's restaurants and Shops. The house has clean and simple modern rustic style. Each of the 3 bedrooms is appointed with a...
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Calistoga, CA
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
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    • Private Garden
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Napa Valley Wine Country home is located on 6.7 acres on the valley floor between Calistoga and St. Helena. Offering flexible length of stays. Amidst a 4.3 acre top quality organic cab vineyard with 100 year old oaks, this property is a very special wine country escape. Four night minimum....
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    Location Information
    Calistoga, Napa Valley 94515
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 8
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    St. Helena, CA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Porch
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    St. Helena, Napa Valley 94574
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Windsor, CA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    We are able to offer reservations in weekly increments with arrivals and departures Fridays, Saturdays and Sundays only. Nestled in the verdant Russian River Valley in Sonoma County, Windsor exudes an intimate atmosphere thanks to deep roots in farming and winemaking. WorldMark Windsor captures...
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    Location Information
    Windsor, Sonoma County 95492
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    St. Helena, CA
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Elegant recently remodeled 4 bedroom 3.5 bath furnished and air conditioned home 3 blocks from St. Helena's Main Street. Double garage with Tesla fast wall charger, gourmet kitchen, living room, dining area and family room with HDTV, Sonos music player, and high-speed WiFi. Rear entertainment...
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Healdsburg, CA
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Healdsburg, Sonoma County 95448
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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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
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    • 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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    Healdsburg, CA
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    • Satellite TV
    • Sauna
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • DVD Player
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovingly tended through the years, this 1930s, Tudor-style manor gives you a sense of belonging. Surrounded by Healdsburg Wine Country vineyards and anchored in history, you’re sure to feel at ease here. Vintage details – inlaid oak floors, tall multi-paned windows, iron handrails – blend with...
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    Location Information
    Healdsburg, Sonoma County 95448
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Calistoga, CA
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our 4BR, 2BA Calistoga home has sweeping vineyard views framed by the mountains. Located in a wine-lover’s heaven near your pick of wineries…and just minutes from downtown Calistoga. Lounge by your own private pool and unwind in the private hot tub! Likely it’s wine that brings you to Calistoga....
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    Location Information
    Calistoga, Napa Valley 94515
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    St. Helena, CA
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    • Washer
    • Wi-Fi
    • Patio
    • DVD Player
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly remodeled home on a quiet cul-de-sac, a short 10 min walk/stroll to St Helena downtown. Walk to wonderful restaurants like Farmstead, Terra and Cindy’s Backstreet Kitchen as well as tasting rooms and Merryvale Winery. Relax and enjoy a spacious inviting backyard with covered dining area,...
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    St. Helena, Napa Valley 94574
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Fulton, CA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
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    • Private Garden
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    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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    Wine Country Get Away in the Heart.1 / 23
    (1)Excellent
    Healdsburg, CA
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Grill
    • Hot Tub
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    • DVD Player
    • Satellite TV
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 May 2016
    We especially noted the well equipped kitchen--although we didn't take advantage of it fully on this trip. One could devote energy to activities other than restaurants, and plan...
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    About this property
    This beautiful retreat is in the heart of Russian River Valley. Relax on the patio adjacent to the seasonal creek among the vintage oaks and look out to 55 acres of vineyards and the Russian River. Relax and enjoy the lovely common gardens, with lounge seating, fire pit, outdoor dining area while...
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    Location Information
    Healdsburg, Sonoma County 95448
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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