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Holiday Rentals with Pools in Windsor, CA

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    The following rentals are within 15 kilometers of Windsor, Sonoma County, California.

    1 / 20
    5 of 5 bubbles (2) Excellent
    Healdsburg
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 43
    Healdsburg
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 40
    5 of 5 bubbles (4) Excellent
    Sebastopol
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    1 / 50
    5 of 5 bubbles (5) Excellent
    Forestville
    7 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    • Wi-Fi
    • Private Outdoor...
    • Parking
    • Satellite TV
    • Grill
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Welcome to Black Mountain! 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 to share it with you! The Farmhouse and Pool House are situated on 92 beautiful acres in the Russian River Valley, with views... View all property information
    Location Information
    Forestville, Sonoma County 95402
    5 of 5 bubbles Reviewed 27 September 2016
    We had 15 of us gathering for my wife's 50th birthday celebration and, in planning, found it somewhat difficult to find a place that would accommodate our size group. I stumbled...
    5 of 5 bubbles Reviewed 19 September 2016
    This is a beautiful, seriously beautiful location - the view from the main house (on top of a rather steep curving driveway) is spectacular. The pool house is amazing and the...
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    1 / 30
    5 of 5 bubbles (10) Excellent
    Healdsburg
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • Waterfront
    • Mountain Views
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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 bubbles 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 / 15
    Sebastopol
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
    • Air Conditioning
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    • Shared Outdoor Pool...
    • Hot Tub
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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 / 37
    5 of 5 bubbles (3) Excellent
    Healdsburg
    5 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • Housekeeping...
    • DVD Player
    • Mountain Views
    • Washer
    • Wi-Fi
    • Private Outdoor...
    • Air Conditioning
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 bubbles Reviewed 1 week ago
    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, and...
    5 of 5 bubbles 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, giving...
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    1 / 21
    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
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    1 / 29
    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
    • Child-friendly
    • x
    • Smoking allowed
    • 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 / 8
    5 of 5 bubbles (5) Excellent
    Healdsburg
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Amenities & Details
    • Washer
    • Satellite TV
    • Shared Outdoor Pool...
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 bubbles 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 bubbles 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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    1 / 25
    Healdsburg
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
    • Hot Tub
    • Air Conditioning
    • Patio
    • Private Outdoor...
    • Washer
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    1 / 11
    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
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    1 / 23
    5 of 5 bubbles (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
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • 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 bubbles 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 / 24
    4 of 5 bubbles (4) Very good
    Healdsburg
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Amenities & Details
    • Washer
    • Grill
    • Shared Outdoor Pool...
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • 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
    5 of 5 bubbles Reviewed 30 July 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.
    4 of 5 bubbles Reviewed 11 July 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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    1 / 17
    5 of 5 bubbles (1) Excellent
    Healdsburg
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Parking
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Located in Healdsburg, are several 4-Diamond Zagat-rated restaurants so save your appetite. Along with over 200 world class wineries within 10 miles of this Healdsburg house. Guests staying at the BEST WESTERN Dry Creek Inn get enjoy both combinations. Choosing this Healdsburg property is an... View all property information
    Location Information
    Healdsburg, Sonoma County 95448
    5 of 5 bubbles Reviewed 20 November 2016
    Great value for less $$$ than any place in pricey Healdsburg. Terrific beds and pillows. Free breakfast to boot. Friendly helpful staff.
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