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Pet Friendly Holiday Rentals in Windsor

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    Don't let other travellers get your favourite Windsor area holiday rental. You're so close to securing your perfect getaway. Book today.
    24 Matching Rentals in the Windsor AreaView all 82 rentals
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    Windsor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    The following rentals are within 15 kilometers of Windsor.
    Pristine Chalk Hill valley bright big studio!1 / 17
    (5)Excellent
    Healdsburg
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Secluded Wine Country Home - 2 acre Orchard Estate1 / 17
    (1)Excellent
    Sebastopol
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Healdsburg
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Washer
    • Internet Access
    • Grill
    • Hot Tub
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the best of California wine country at this two-bedroom Healdsburg home, where you'll enjoy a private outdoor hot tub, two patios and a deck, and an ideal location close to restaurants and tasting rooms. This dog-friendly retreat sits on a tree-lined property two miles north of central...
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    Healdsburg, Sonoma County 95448
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sebastopol
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Housekeeping Included
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    YOU JUST FOUND YOUR HAVEN ON THE HILL.When folks come to visit, they never want to leave. This is why we created The Birdhouse. Now, it can be yours to enjoy. Located one hour north of San Francisco, smack-dab in the middle of the world famous Sonoma County wine country. We are 20 minutes...
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    Sebastopol, Sonoma County 95472
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Upscale Wine Country,SPA,Sauna,Essentials-30% OFF1 / 37
    (5)Excellent
    Forestville
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Satellite TV
    • Mountain Views
    • Hot Tub
    • DVD Player
    • Sauna
    • Wi-Fi
    • Waterfront
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2016
    We just returned from a week in the Russian River, and this house could not have been better. Easy River access, awesome decks, great hot tub, feels very secluded. The view from...
    Reviewed 17 May 2016
    This is a hidden gem worth visiting! House was great ,comfortable and clean and everything you might need is right there. The beds in the well appointed bedrooms very...
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    About this property
    It is not the usual rental property, this is our family vacation home. We enjoy it all the time we are able to spend there, the rest time we share it with our guests and we are making sure they are getting the most comfort and service for their money. Newly renovated in 2013 and offered as a...
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    Forestville, Sonoma County 95436
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Healdsburg and Dry Creek Getaway1 / 10
    (2)Excellent
    Healdsburg
    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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    Location Information
    Healdsburg, Sonoma County 95448
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    THE STONE CUTTER'S COTTAGE1 / 25
    (1)Excellent
    Sebastopol
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Satellite TV
    • Washer
    • Grill
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 October 2016
    Lovely accomodations with all amenities needed. Great central location with access to many activities.
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    About this property
    High-end amenities in a playful studio cottage for up to 5 people, (if at least one is a child who can sleep on the couch!) This warm, light Granny Unit has all you need for a relaxed, affordable & peaceful stay. Home features superior value & quality for the price, & is significantly better in...
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    Sebastopol, Sonoma County 95472
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Sebastopol
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Moonshine Ranch, set on 75 acres at the end of a private road, offers unparalleled privacy and luxury in west Sonoma County, just 20 minutes from the town of Sebastopol. Travel through the gate and down the almost mile-long private driveway to arrive at a grand-scale entry tower with massive doors...
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    Sebastopol, Sonoma County 95472 9490
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Riverfront Modern Beach Sanctuary1 / 44
    (9)Excellent
    Forestville
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Waterfront
    • Mountain Views
    • Housekeeping Included
    • Hot Tub
    • Central Heating
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 March 2017
    This beach house boasts a private setting, serene beach, river views along with fully equipped kitchen and living areas - inside and outside. It delivers and more! The touch of...
    Reviewed 26 February 2017
    We first visited Jay's wonderful place in the summer of 2015 and liked it so much we booked it for twice as long the following year. This place has everything you could...
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    About this property
    This gorgeous property is located right on the Russian River (1 hour drive from Golden Gate Bridge) and is very close to legendary wineries, redwoods and Sonoma coast beaches. The property has a REAL BEACH (sand and pebbles) which is quite rare for the Russian River. Also very rare: The property is...
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    Location Information
    Forestville, Sonoma County 95436
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Rio Nido
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Terrace
    • Wi-Fi
    • Balcony
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vibrant Contemporary Hillside Home in the Redwoods, Skylights, Wood Flooring, Central Heat, Pellet Stove, Cook's Kitchen. Fenced Yard, Hot Tub. Short Walk to Town (Rio Nido), Public Beach, Seasonal Public Pool & PeeWee Golf, Rio Nido Roadhouse. Short Drive to Downtown Guerneville, Wine Tasting,...
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    Rio Nido, Sonoma County 95471
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Forestville
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Private Garden
    • Balcony
    • Washer
    • Grill
    • Terrace
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunny, fabulous deck with hot tub. Tranquil neighborhood! Walk to river trails and Steelhead beach for canoeing, kayaking, paddle boarding, laying in the sun. Located in the Russian River Valley & Green Valley AVA. Close to the Wine Road for beautiful drive and wine tasting. Gorgeous 20 minute...
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    Forestville, Sonoma County 95436
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    PEACE & QUIET1 / 22
    (18)Very good
    Forestville
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Grill
    • Hot Tub
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 May 2017
    Great house. Clean cheery everything we needed was there. Definitely recommend this house. Relaxing and lots of space.
    Reviewed 21 March 2015
    we enjoyed our stay at peace and quiet, we all had the best sleep ever, I'm not sure if it was the wine, hot tub or mattress but the combo was great!! The kitchen was well...
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    About this property
    Peaceful, Remodeled Contemporary Home on a Half Acre of Redwoods, Fenced Yard, Hot Tub, Gas Fireplace. Very Close to Wine Tasting at Westside Road. Short Drive to River Beaches, Market, Dining, Downtown Guerneville, Golf, Hiking, Coast. WIFI. Keyless Entry. Your Well-Behaved Dog is Welcome!...
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    Forestville, Sonoma County 95436
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    SUMMERHAVEN1 / 22
    (4)Very good
    Forestville
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Balcony
    • Terrace
    • Waterfront
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 June 2015
    Eight of us stayed at this house for a weekend in June. Our first impression was that it smelt somewhat musty. I was disappointed with how badly the kitchen was stocked...
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    About this property
    Glorious, Summerhome Park Riverfront Home, Forest & Mountain Views, *Seasonal River Access & Boats; Central Heat, Woodstove, Basic Furnishing; Short Drive to Westside Road Wine Tasting, Hiking, Redwoods, River Beaches, Coast, Golf. WIFI. Keyless Entry. Your Well-Behaved Dog is Welcome!On the entry...
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    Forestville, Sonoma County 95436
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Rio Nido
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Satellite TV
    • Grill
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to your truly Inspired, Fun and Relaxing home away from home! "Vino Velo" is all about comfort and style & has all of the bells and whistles! Hot Tub, WiFi, flat screen, game room, gas fire table, great decks and so much more! Close to everything yet nestled in the cooling redwoods,...
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    Rio Nido, Sonoma County 95471
    Cabin Holiday Rental - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4BR/4BA hm w/solar htd pool surrounded by vineyard1 / 30
    (10)Excellent
    Healdsburg
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Waterfront
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 September 2015
    Mona was just as warm & welcoming as the photos showcased. Celebrating our Mother's 90th, it was the perfect location to enjoy time together as family- plenty of games to...
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    About this property
    'Mona, a name given to house by our daughter when she could not say 'Sonoma,' is a four bedroom/four bath, completely remodeled home including a one bedroom/one bath guest house in the heart of Dry Creek Valley in Healdsburg, California. Our vacation home sits on one acre nestled among the vines...
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    Location Information
    Healdsburg, Sonoma County 95448
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    STORYBOOK COTTAGE1 / 22
    (10)Average
    Forestville
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Balcony
    • Hot Tub
    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming, Bright Country Cottage on Wooded Half Acre, Redwood Views, Hot Tub, Sunny Yard, Woodstove. Walk to Neighborhood Beach; Very Close to Westside Road Wine Tasting, Local Market. Short Drive to Downtown Guerneville, Coast, Golf, Hiking in Redwoods. Keyless Entry. WIFI. Your Well-Behaved...
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    Location Information
    Forestville, Sonoma County 95436
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Healdsburg
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Outdoor Pool (Heated)
    • Satellite TV
    • Mountain Views
    • Patio
    • Private Garden
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cottage provides the true Dry Creek Valley wine country experience. with 270 degree views - from Mt. St. Helena in the east to the Pacific Coast Range in the west. Swim in the solar heated lap pool and then relax by the pool while soaking up the view. Walk through the vineyards and the rose...
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    Healdsburg, Sonoma County 95448
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Modern Sophisticated Private Views Hot Tub1 / 8
    (5)Excellent
    Healdsburg
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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...
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    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...
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    Location Information
    Healdsburg, Sonoma County 95448
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Rio Nido
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Hot Tub
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Your own, personal resort in the Russian River Valley. The Tree House is stunning! This NEW Vacation Rental has all of the bells and whistles! Hot Tub, Game Room, Wrap around deck, Redwoods, WIfI... The Tree House was designed with your discerning taste in mind. Everything was chosen...
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    Rio Nido, Sonoma County 95471
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    RiverHouse in the Redwoods1 / 18
    (3)Average
    Healdsburg
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ENJOY...a fabulous vacation with old man river, at the RiverHouse, where the Redwoods meet the Russian River. With direct river access and its own private beach, this very special riverfront home is located just minutes from downtown Healdsburg, yet a world away, nestled on a wooded knoll on North...
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    Location Information
    Healdsburg, Sonoma County 95448
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Hummingbird Ridge Estate1 / 21
    (3)Excellent
    Healdsburg
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Satellite TV
    • Washer
    • Grill
    • Hot Tub
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Healdsburg, Sonoma County 95448
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Big Oak House - 30 Dry Creek Vineyard Acres1 / 22
    (4)Excellent
    Healdsburg
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely Healdsburg Vineyard Home - 3br/2ba (up to 8+ guests, children welcome, small lapdogs considered), in the vineyards. Shaded by a 100-year-old oak tree, this very special home ‘lives’ on 30 vineyard acres and is off Dry Creek Road, just one mile west of the north end of charming, upscale,...
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    Location Information
    Healdsburg, Sonoma County 95448
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Bella Terra Healdsburg1 / 16
    (5)Very good
    Healdsburg
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Internet Access
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Parking
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 August 2016
    I rented this house with a group of 7 and it was PERFECT! The property is secluded, the pool is amazing and the beds are comfortable. The location is removed from Santa Rosa...
    Reviewed 10 September 2014
    I was staying at Bella Gia with my husband and a few friends. We were in Healdsburg for our friends' wedding. The house is in an extremely convenient location to downtown...
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    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,...
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    Location Information
    Healdsburg, Sonoma County 95448
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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