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Holiday Rentals with Pools in Windsor, CA

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    1 / 8
    4 of 5 stars (7) Very good
    Windsor
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 14
    4 of 5 stars (1) Very good
    Windsor
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    The following rentals are within 15 kilometers of Windsor, Sonoma County, California.

    1 / 37
    5 of 5 stars (2) Excellent
    Healdsburg
    5 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    Healdsburg
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Amenities & Details
    • Satellite TV
    • Patio
    • Wi-Fi
    • Private Outdoor...
    • Mountain Views
    • DVD Player
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our apt. is nestled in the heart of the gorgeous Dry Creek Valley wine country, 10 minutes away from Healdsburg and its many wineries, acclaimed restaurants, and shops galore. the apt. is 1150 Sq ft with 2 bedrooms, kitchen/great room, and deck/BBQ. We have 8 acres with organic gardens, raised... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    Healdsburg
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • Satellite TV
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enjoy the beauty and lifestyle of Tuscany in Sonoma County. Set atop rolling hills among the vineyards, this exquisite estate has everything you could want—and then some. The good life is yours at this Dry Creek Valley paradise, located off a quiet country lane yet only a short drive to charming... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    Healdsburg
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Washer
    • Satellite TV
    • Mountain Views
    • Children's Pool
    • Patio
    • Wi-Fi
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Situated on 2.5 acres, just minutes from the quaint downtown of Windsor and about 10 minutes from the Healdsburg square, Woody Creek Retreat is at the pinnacle of convenience while offering the serenity of a quiet country luxury farmhouse. Ideal for families, couples, or friends wanting a to... View all property information
    Location Information
    Healdsburg, Sonoma County 95492
    1 / 47
    5 of 5 stars (3) Excellent
    Forestville
    7 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    • Wi-Fi
    • Private Outdoor...
    • Parking
    • Satellite TV
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    <b><font color='#AF7817'>Pool / Internet / Spa </font></b> <b><em>Just Listed</em> ~ More Photos Coming Soon ~ </b> Welcome to <b>Black Mountain!</b> This amazing property is the source of joyous memories for the owners and their extended family and friends for many years. And, they're excited... View all property information
    Location Information
    Forestville, Sonoma County 95402
    5 of 5 stars Reviewed 14 October 2015
    We visited Black Mountain for a weekend retreat and reunion with 14 people. Not only is it located in a beautiful and secluded area but there was plenty of room for everyone and...
    5 of 5 stars Reviewed 22 September 2015
    The property worked great for out large group with the large hall separate from the sleeping areas allowed for group activities and privacy. We have all been traveling together...
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    1 / 24
    5 of 5 stars (20) Excellent
    Forestville
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • DVD Player
    • Washer
    • Mountain Views
    • Wi-Fi
    • Grill
    • Patio
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Pete's Retreat is located off of Covey Road at Johnson Lane in Forestville, CA. 95436. You can use Google maps to find it. If you enlarge the area, you will see exactly where we are located in the greater area of Sonoma County wine country. The following towns are our more immediate neighbors:... View all property information
    Location Information
    Forestville, Sonoma County 95436
    5 of 5 stars Reviewed 2 November 2015
    Our grown daughter was participating in an annual event in Cazadero called California Brazil Camp for two weeks. Because of a health condition and allergies to pets, she is unable...
    5 of 5 stars Reviewed 31 March 2015
    Stayed for a few nights while visiting the wine country in the Russian River Valley. The Forestville Guesthouse is very cozy and has all of the things your own home would (dishes...
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    Sebastopol
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Garden
    • Wi-Fi
    • Satellite TV
    • Parking
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Elegant modern sunny home on two acres in rural residential area in the middle of the Russian River and Green Valley Wine appellation in West Sonoma County, 12 minutes from Bodega beaches, yet in a sunny inland weather area. 40' x 20' x 9' heated pool, non-chlorine (salt generator) and spa. Large... View all property information
    Location Information
    Sebastopol, Sonoma County 95472
    Healdsburg
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Washer
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Mountain Views
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This Mediterranean home has casual elegance with expansive decks, patios, spa and a SOLAR HEATED SWIMMING POOL surrounded by flagstone and plenty of outdoor seating. The 4 bedrooms are all Kings, quite secluded both from each other and the common living spaces. All suites have private full... View all property information
    Location Information
    Healdsburg, Sonoma County 95436
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    Sebastopol
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Secure Parking
    • Internet Access
    • Satellite TV
    • Children's Pool
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our 1940’s era Farmhouse has been fully restored including the historical water tower. The property has apple and olive trees with scenic views of vineyards and Mt. St. Helena. It also includes a private saltwater pool, a hot tub, and an organic vegetable garden with many fruit trees and an... View all property information
    Location Information
    Sebastopol, Sonoma County 95472
    1 / 23
    5 of 5 stars (3) Excellent
    Healdsburg
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Hot Tub
    • Air Conditioning
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Very well located in Healdsburg, the ‘crown jewel’ of Sonoma County’s Wine Country, and under 2 miles from the historic Plaza, this 2000 sq. ft. vintage main house and 640 sq. ft. pool house, originally built in 1898 has many beautiful upgrades including central heat/AC, and combines the beautiful... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 9 October 2015
    Our group included three couples....perfect place to stay! The pool is great, very comfortable and clean throughout.
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    1 / 30
    5 of 5 stars (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...
    • Waterfront
    • Mountain Views
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars 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 enjoy...
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    1 / 37
    4.5 of 5 stars (3) Very good
    Sebastopol
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Washer
    • Central Heating
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    • Sauna
    • Private Outdoor...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located only an hour north of San Francisco in beautiful Sonoma County, Fallen Tree Ranch offers all who visit a peaceful retreat from the hectic hustle and bustle of every-day life. Fallen Tree Ranch has a number of desirable amenities, including a 6 person cedar sauna, an in-ground hot tub and... View all property information
    Location Information
    Sebastopol, Sonoma County 95472
    5 of 5 stars Reviewed 19 October 2015
    We stayed at Fallen Tree Ranch for 3 nights for my sisters Bachelorette party. There were 10 of us, and the home had plenty of room to accommodate us all. The home and property...
    5 of 5 stars Reviewed 19 August 2015
    Fallen Tree Ranch was perfect for our family of 10 (two grandparents, four adults, and four grand children from 3 to 9). The house was spacious, was equipped with games, bikes...
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    Sebastopol
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Housekeeping...
    • Wi-Fi
    • Shared Outdoor Pool...
    • Hot Tub
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    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... View all property information
    Location Information
    Sebastopol, Sonoma County 95472
    1 / 8
    5 of 5 stars (5) Excellent
    Healdsburg
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Washer
    • Satellite TV
    • Shared Outdoor Pool...
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    DEAR POTENTIAL GUEST: PLEASE CHECK CALENDAR BEFORE INQUIRING ABOUT AVAILABILITY - IT IS ALWAYS CURRENT. THANK YOU!! 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 various... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 stars Reviewed 1 August 2014
    My wife and I were looking for a quite, secluded retreat to totally unwind, we have found it. A modern, contemporary villa, on top of a ridge, with views in every direction. Only...
    5 of 5 stars Reviewed 25 April 2012
    This place was completely procured by my friend, Andrew, with the smallest of input from the other members of the party. We were all very impressed with the property, both in...
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    Sebastopol
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
    • Washer
    • Internet Access
    • Parking
    • DVD Player
    • Balcony
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Exclusive home (built 2008 highest end fixtures and finishes) in the most sought after Russian River Valley Appellation with amazing orchard and vineyard views. Our home is truly a one of a kind estate that puts you in the perfect location to experience the following local amenities: Sonoma County... View all property information
    Location Information
    Sebastopol, Sonoma County 95472
    Healdsburg
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • Patio
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    • Hot Tub
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    CHATTHAVELI is the perfect wine country retreat in Healdsburg, Sonoma County, California - close to Napa Valley, the Russian River, Guerneville, and the coast. Our home is walking distance from wineries, a 6-minute drive from downtown Healdsburg, a few short miles from hiking trails and kayaking,... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 24
    5 of 5 stars (1) Excellent
    Healdsburg
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Washer
    • Grill
    • Shared Outdoor Pool...
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Nestled on 10 acres in the prestigious Chalk Hill appellation of the Alexander Valley, this rustic, beautifully renovated and newly furnished, 5br/3.5ba, 3200 sq. ft., two-story lovely home with central heat/AC, sits on a wooded knoll just above the vineyards. There is a separate pool house on the... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    Healdsburg
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Wi-Fi
    • Private Garden
    • Satellite TV
    • Secure Parking
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
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