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Windsor Family & Kid Friendly Rentals

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    Travelers to Windsor are booking February dates now. Secure your vacation rental today, and have the perfect trip.
    43 Matching Rentals in the Windsor AreaView all 58 rentals
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    Windsor
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Windsor
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Windsor
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Windsor, CA Cottage in Sonoma's Wine Country1 / 21
    (6)Excellent
    Windsor
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Yard
    • Grill
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 7, 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 October 18, 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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    Windsor, Sonoma County 95492
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Sonoma Wine Country Suite1 / 26
    (1)Excellent
    Windsor
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 21, 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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Windsor
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The WorldMark Windsor resort is located on ten acres with multiple 3-story buildings, all with elevators. Nestled into the Russian River Valley in Sonoma County, Windsor is a small town with deep roots in farming and, more recently, winemaking. You'll enjoy the area's family-owned wineries and the...
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    Windsor, Sonoma County 95492
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Windsor
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Terrace
    • Central Heating
    • Hot Tub
    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly remodeled 3 bedroom home is the perfect wine country getaway with breathtaking vineyard views! The main level has an open floor plan with the living room, dining room, kitchen and half bathroom on one level. There is a deck off the kitchen with an outdoor BBQ, patio table and 5-8 person...
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    Windsor, Sonoma County 95492
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Windsor
    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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    Windsor, Sonoma County 95492
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Windsor
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • DVD Player
    • Air Conditioning
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    • Terrace
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    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Upstairs Windsor Town Green condominium with high end furnishings, fireplace, a/c, fireplace, full kitchen, dining and sleeping for six guests. Everything convenient located within just a few steps out the front door including coffee, restaurants, pub, and summer concerts. Walk into the condo...
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    Windsor, Sonoma County 95452
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    The following rentals are within 5 miles of Windsor.
    Newly Renovated home w/ Spa, Gardens, & Spectacular Vineyard Views1 / 21
    (4)Excellent
    Healdsburg
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 31, 2017
    We spent a winter weekend here, and it was a real success. This home is comfortable, spacious and user-friendly. We got a lot of use out of the hot tub, as it was January...
    Reviewed August 13, 2014
    Location could not have been better. The house and property were well done andvery clean. Had everything we needed and more. Only one little thing we didn't like was the...
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    About this property
    Very well located at the north end of Healdsburg and the beginning of the famed Dry Creek Valley and vineyards, this newly renovated 50’s charmer is a lovely, beautifully furnished and decorated, 1600 sq. ft., 3 bedroom/2 bath ranch house with central heat and air conditioning, awaiting your...
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    Healdsburg, Sonoma County 95448
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Spectacular Two-Story Tuscan Villa Estate Home w/ Spa, Decks & Views1 / 31
    (14)Excellent
    Healdsburg
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Patio
    • Air Conditioning
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    • Hot Tub
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 17, 2018
    The Villa was the perfect place for the trip to the Sonoma wine country with my two daughters and two daughter in laws. We thoroughly enjoyed the charming town of Healdsburg and...
    Reviewed July 7, 2018
    This home is well amenitied. It’s private. The management group is responsive. It’s a lovely home w a great kitchen and beautiful views. All four rooms are sufficient to...
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    About this property
    At the end of a private tree lined country lane, ‘under the Tuscan sun’, vacation in your ‘own private villa’. Nestled among acres of Old Vine Zinfandel, this lovely estate home combines a beautiful setting with the convenience of being just a few minutes away from charming, upscale, and historic...
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    Healdsburg, Sonoma County 95448
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Stunning Wine Country Gated Estate w/ in-ground pool & spa1 / 24
    (22)Excellent
    Healdsburg
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 21, 2016
    Tertulia at Amber Ridge brings the best of wine country into one location. The house is spacious for multiple families with dining options to include 20 friends. Every morning...
    Reviewed November 9, 2016
    We recently stayed at Tertulia with 4 other couples while on a tour of the wine country. Tertulia was AMAZING! The house was beautiful and the grounds and amenities were...
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    About this property
    Tertulia at Amber Ridge – where good friends and family gather in stunningly beautiful, peaceful surroundings to enjoy each other’s company over great food and wine. Deep relaxation, pleasant conversation, laughter and joy ensue! Tertulia is a fabulous two-acre Wine Country sanctuary surrounded on...
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    Healdsburg, Sonoma County 95492
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Charming Apartment in Dry Creek Valley, Healdsburg1 / 20
    (6)Very good
    Healdsburg
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Mountain Views
    • DVD Player
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 26, 2018
    This is a fantastic location in the heart of the wine region of Healdsburg. Easy to access and a quick drive from SFO. Upper barn apartment sleeps 5 comfortably, one bathroom...
    Reviewed September 19, 2017
    We stayed here for nearly a week in July, and not only is it a relaxing home base for a wine country trip, but it is also a great location for the IM Santa Rosa race. It is...
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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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    Wine Country Home on Chalk Hill - main house + pool house (up to 12 guests)1 / 29
    (4)Very good
    Healdsburg
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Grill
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    • Hot Tub
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 30, 2016
    I loved it and I'd love to come back again. I love Sonoma County.The rooms were very comfortable. I just adored the pool. The weather was perfect. I can't wait til next year.
    Reviewed July 11, 2016
    This is a wonderful house for groups. The common space offers many seats. The hot tub is large enough for 7 people. There is a BBQ and lots of outdoor seating for families to...
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    About this property
    Nestled on 10 acres in the prestigious Chalk Hill appellation of the Alexander Valley, this rustic, beautifully renovated and newly furnished, 5br/3.5ba, 3200 sq. ft., two-story lovely home with central heat/AC, sits on a wooded knoll just above the vineyards. A separate pool house on the opposite...
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    Healdsburg, Sonoma County 95448
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Newly renovated & refurnished one-story 4br/3ba home, sleeps up to 8 guests1 / 25
    (5)Excellent
    Healdsburg
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    • Hot Tub
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 8, 2018
    The home was exactly as described and seen in pictures. Roomy, clean, stylishly decorated, easily accommodating our group of 7 friends. It was a short 5 minute drive to the town...
    Reviewed August 9, 2016
    This place was very spacious and very clean. The kitchen had all the amenities and appliances we was not expecting to necessarily see (blender, kitchen-aide mixer, salad...
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    About this property
    Very well located on a ½ an acre with the back fence on the edge of Dry Creek Valley’s West Wines Vineyards, this beautiful ‘home away from home’ awaits you and your guests! First, be welcomed by a lovely landscaped yard out front with mature plantings and a small lawn which you can enjoy while...
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    Healdsburg, Sonoma County 95448
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Newly renovated 2-story custom Estate - 5br+/3.5ba home, sleeps 101 / 25
    (2)Excellent
    Healdsburg
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Washer
    • Private Outdoor Pool (Unheated)
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    • Hot Tub
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very well located about 3.5 miles southeast of Healdsburg’s famed Plaza, the lovely Eastside Estate sits on 2+ beautifully manicured and wooded acres among the vineyards of the Russian River Valley appellation. Newly renovated, and professionally decorated and furnished, this Estate is nothing...
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    Healdsburg, Sonoma County 95448
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Stunning, quiet, contemporary, single-level, eco-friendly home on 2.5 acres1 / 25
    (3)Excellent
    Healdsburg
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
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    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 16, 2016
    the house is fabulous and the location is perfect.minutes to town and lots of wineriespeaceful setting and cool clean house
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    About this property
    Location, location location! Perfectly situated only 3 miles (a 5-7 minute drive) from the charming and historic Healdsburg Plaza, this fabulous, custom three-bedroom home abounds with special eco-friendly features. You will be wowed by this modern home’s beautiful open-beamed cathedral ceiling,...
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    Healdsburg, Sonoma County 95448
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Upscale, Modern four bedroom, three bath home1 / 20
    (5)Very good
    Healdsburg
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Grill
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 22, 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 September 10, 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 four bedroom,...
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    Healdsburg, Sonoma County 95448
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Healdsburg
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully located, perched just above the Russian River, on S. Fitch Mountain, this vintage 1927 river home has been beautifully renovated and modernized with central heat/AC, new dual-paned windows, high open-beamed ceilings, and all the modern conveniences while still maintaining its vintage...
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    Healdsburg, Sonoma County 95448
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Healdsburg
    Studio, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    Pet friendly
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    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
    Rental Home - 3 Bathrooms, Sleeps 10
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    Healdsburg
    3 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    About this property
    WHISPERING OAKS ESTATE This Elegant Villa offers World Class Views, High End Appointments, a Chef Inspired Kitchen, Indoor and OutdoorDining and Entertainment Areas, including an Outdoor Firepit to enjoy the evening with family and friends. The property is private yet only 10 minutes to town,...
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    Healdsburg, Sonoma County 95448
    Rental Home - 3 Bedrooms, 5 Bathrooms, Sleeps 8
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    Lovely Healdsburg Vineyard Home - 3br/2ba (up to 8 guests, children welcome)1 / 25
    (4)Excellent
    Healdsburg
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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, historic, Healdsburg in the heart of Sonoma County’s Wine Country. Newly renovated, this 3 bedroom/2 bath, Ranch House with...
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    Healdsburg, Sonoma County 95448
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Healdsburg
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RIVER VIEW LODGE River View Lodge appeals to guests with its spectacular riverfront setting, spacious river view deck, charming décor, exceptionally comfortable beds and linens, outstanding cleanliness, and quality amenities. River View features private river access, and includes kayaks, paddles...
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    Healdsburg, Sonoma County 95448
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Beautiful mountain top wine retreat in Healdsburg!1 / 26
    (1)Excellent
    Healdsburg
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
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    Reviewed June 9, 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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    Location Information
    Healdsburg, Sonoma County 95448
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Healdsburg
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    REDWOOD RIVER HOUSE Cozy Riverfront Home with Peace and Seclusion awaits you in the heart of Healdsburg. Tucked into one of the best locations on Healdsburg's Riverfront awaits this upscale cottage. Open Floor Plan with lots of Natural Light and Large Expansive Deck. Redwood River House is a...
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    Healdsburg, Sonoma County 95448
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Healdsburg
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    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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    Location Information
    Healdsburg, Sonoma County 95448
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Healdsburg
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Private Yard
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    • Private Outdoor Pool (Heated)
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    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
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Healdsburg
    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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    Location Information
    Healdsburg, Sonoma County 95448
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Private estate in Alexander Valley/ Views! 3 miles to town1 / 23
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    Healdsburg
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    • Hot Tub
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is located in northeast Healdsburg on Alexander Valley Road, at the mouth of the Alexander Valley and just minutes from the Dry Creek Valley. This beautiful, 2-story 2,400 sqft home is well-maintained, with mature English garden style landscaping, flagstone walkways and back patio, fruit...
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    Healdsburg, Sonoma County 95448
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Healdsburg
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Parking
    • Hot Tub
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This stunning gated modern ranch house is nestled on one acre among the vineyards, and very well located at the north end of Healdsburg on Alexander Valley Road. Just remodeled, professionally decorated and furnished, this single story, 2000 sq. ft., 3 bedroom, 2.5 bath home sits under the shade of...
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    Healdsburg, Sonoma County 95448
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Healdsburg
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Terrace
    • Hot Tub
    • Balcony
    • Central Heating
    • Grill
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    • DVD Player
    Suitability
    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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Healdsburg
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • 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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    Location Information
    Healdsburg, Sonoma County 95448
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Healdsburg
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our piece of paradise. This is a brand new contemporary home on a ten-acre parcel located in the Dry Creek Valley appellation. The house is quiet, private, comfortable and spacious. Everything is new. The house is surrounded by vineyards, olive, oak and wildland. Great views. It is a...
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    Location Information
    Healdsburg, Sonoma County 95448
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Healdsburg
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the beauty of Healdsburg from the middle of a 12-acre vineyard at this three-bedroom vacation cottage, where you'll have your very own scenic deck and enclosed yard! Gorgeously situated just three miles from central Healdsburg in the heart of California wine country, this bright and...
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    Location Information
    Healdsburg, Sonoma County 95448
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Healdsburg
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Private Yard
    • 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
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    Healdsburg
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    • Washer
    • Air Conditioning
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW A lavish retreat for the ultimate group getaway, this stunning 3BR/3BA home with a guest suite is hedged by expansive vineyards and mature trees. Spend an easy afternoon lounging poolside or relaxing in the hot tub. Then enjoy an evening gathered around the fire pit telling...
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    Location Information
    Healdsburg, Sonoma County 95448
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Healdsburg
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Washer
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    • Hot Tub
    • Grill
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    HEALDSBURG VILLA This sprawling estate home offers easy access to every wine country amenity imaginable. Watch hot air balloons take off from the rear veranda while surrounded by acres of vines. Minutes to river fun and a walk to world class wineries. Relaxing seclusion to intense action at the...
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    Healdsburg, Sonoma County 95448
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Healdsburg
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW A lavish retreat for a picturesque wine country getaway, this 2BR/2BA is hedged on a lovely 3.5-acre vineyard and mature trees. Take a scenic walk through the charming neighborhood, or explore nearby downtown Healdsburg. Then spend an easy afternoon lounging poolside or relaxing...
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    Healdsburg, Sonoma County 95448
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Healdsburg
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
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    • Patio
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW The perfect retreat for a wine country getaway, this lovely 1BR cottage is nestled amongst lush vineyards. Pull up a rocking chair and take in garden views from the patio or spend the day lounging poolside. Go for scenic walks or bike rides through the charming neighborhood,...
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    Healdsburg, Sonoma County 95448
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Healdsburg
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Patio
    • Washer
    • Parking
    • Hot Tub
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in the Alexander Valley mid-way between Healdsburg and Calistoga on picturesque Chalk Hill Road is Casa Pavone, a traditional farmhouse situated along the Maacama creek. In a little valley of its own, the nearly three-acre property is entirely secluded. Ideal for adults and children alike,...
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    Location Information
    Healdsburg, Sonoma County 95448
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Healdsburg
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is the best destination in Healdsburg for extended families attending weddings, on summer or spring vacations, or for groups of adults on holiday to cycle or taste wines. Designed as a family compound on a gated estate by the shore of the Russian River, it offers unmatched privacy along with a...
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    Location Information
    Healdsburg, Sonoma County 95448
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    Healdsburg
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Yard
    • Air Conditioning
    • Parking
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    • Cable/satellite TV
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    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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Healdsburg
    3 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Wi-Fi
    • Central Heating
    • Balcony
    • Mountain Views
    • Grill
    • DVD Player
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2nd floor: 11 foot ceilings. Beautiful, gourmet kitchen with stunning views. Kitchen is equipped with a Thermador 6 burner (and grill) gas stove top and double electric oven. Butcher block counter tops. Dishwasher, Professional quality knives and cookware. Large microwave. Spacious walk-in pantry....
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    Location Information
    Healdsburg, Sonoma County 95448
    Rental Home - 3 Bedrooms, 6 Bathrooms, Sleeps 8
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