Windsor, California Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Windsor, California on RentalSaver.com!

Windsor Rentals

From $333 per night (USD)
VRBO
Welcome to wine country heaven !
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $333 per night (USD)
VRBO
From $273 per night (USD)
VRBO
Love the outdoors???
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $273 per night (USD)
VRBO
From $405 per night (USD)
VRBO
Breathtaking in all directions!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $405 per night (USD)
VRBO
From $299 per night (USD)
VRBO
Take in the beautiful and distinctive wine country!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $299 per night (USD)
VRBO
From $187 per night (USD)
VRBO
Fully Furnished Long-Term Rental Centrally Located In Sonoma County
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Long-time VRBO EXCLUSIVE property. We are now accepting inquiries for the summer! Due to the town of Windsor deregulat ...
From $187 per night (USD)
VRBO
From $293 per night (USD)
VRBO
Take in the beautiful and distinctive wine country!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $293 per night (USD)
VRBO
From $266 per night (USD)
VRBO
Awesome summers and gorgeous winters!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $266 per night (USD)
VRBO
From $233 per night (USD)
VRBO
Gorgeous country drive to coast!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $233 per night (USD)
VRBO
From $1713 per night (USD)
VRBO
Healdsburg, CA Amazing Resort-like Estate Healdsburg -- 4BD / 3BA
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
New modern wine country vacation getaway on 10 beautiful acres surrounded by views of mountains, farms and vineyards. 4 ...
From $1713 per night (USD)
VRBO
From $233 per night (USD)
VRBO
Postcard-perfect setting!!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $233 per night (USD)
VRBO
From $290 per night (USD)
VRBO
Beautiful resort in gorgeous country side !
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $290 per night (USD)
VRBO
Click For Pricing
Expedia
3-bedroom vacation home just 10 minutes drive to Healdsburg Plaza
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
In Windsor's central area, a lovely three-bedroom holiday house provides the ideal retreat for your upcoming trip. As yo ...
Click For Pricing
Expedia
From $312 per night (USD)
VRBO
NEW Charming Windsor Home
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Space: This home is proudly managed by LegacyRnR, your local Wine Country hospitality experts. We're here to make yo ...
From $312 per night (USD)
VRBO
From $405 per night (USD)
VRBO
You will not want to leave this resort !
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $405 per night (USD)
VRBO
From $429 per night (USD)
VRBO
Beautiful 4 bedroom home w/ luxurious furnishings
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
4 bedroom/3 bathroom Wine County home located next to the Windsor Golf Course and walking distance to Russian River Brew ...
From $429 per night (USD)
VRBO
From $273 per night (USD)
VRBO
What an absolute gem!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $273 per night (USD)
VRBO
From $283 per night (USD)
VRBO
You will be so happy that you will be back!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $283 per night (USD)
VRBO
From $228 per night (USD)
VRBO
Beautiful country and wineries!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $228 per night (USD)
VRBO
From $309 per night (USD)
VRBO
Wine country galore!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $309 per night (USD)
VRBO
From $409 per night (USD)
VRBO
So much to enjoy ... So little Time !
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $409 per night (USD)
VRBO
From $643 per night (USD)
VRBO
YES ... World class FUN !
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $643 per night (USD)
VRBO
$Private Vineyard Residence - 10 minutes from Healdsburg\n$
From $1773 per night (USD)
Expedia
Private Vineyard Residence - 10 minutes from Healdsburg\n
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Watch hot-air balloons floating overhead from this four-bedroom country getaway surrounded by our 40-acre vineyard estat ...
From $1773 per night (USD)
Expedia
From $424 per night (USD)
VRBO
So beautiful, So peaceful, So amazing !
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $424 per night (USD)
VRBO
From $233 per night (USD)
VRBO
Gorgeous region .. Wonderful Times !
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $233 per night (USD)
VRBO
From $223 per night (USD)
VRBO
Bike Riding · Golf · Hiking · Lake · Wineries
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $223 per night (USD)
VRBO
From $300 per night (USD)
VRBO
WorldMark Windsor 2BD
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The WorldMark Windsor resort is located on ten acres with multiple 3-story buildings, all with elevators. Nestled into t ...
From $300 per night (USD)
VRBO
From $564 per night (USD)
VRBO
Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
COVID-19 UPDATE: Unit is cleaned at the highest hygiene standards with special attention to all surfaces that might be t ...
From $564 per night (USD)
VRBO
From $308 per night (USD)
VRBO
Treat Yourself to a Great Getaway
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
COVID-19 UPDATE: Unit is cleaned at the highest hygiene standards with special attention to all surfaces that might be t ...
From $308 per night (USD)
VRBO
From $306 per night (USD)
VRBO
Postcard-perfect setting!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $306 per night (USD)
VRBO
From $939 per night (USD)
VRBO
Hidden Pocket: Private Sonoma Wine Country Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The Perfect Wine Country Escape Tucked away at the end of a quiet country road, our resort-style sanctuary offers the u ...
From $939 per night (USD)
VRBO
From $2903 per night (USD)
VRBO
Entire Wine Country Resort Villa #Pool-Spa-Tennis-Wine-Dine#
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Our sprawling estate offers easy access to every wine country amenity imaginable. Watch hot air balloons take off from t ...
From $2903 per night (USD)
VRBO
From $177 per night (USD)
VRBO
Windsor, CA: Sonoma 1 Bedroom Condo w/Fireplace, Resort Pool, Spa, WiFi & More!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Windsor, CA: Sonoma 1 Bedroom Condo w/Fireplace, Resort Pool, Spa, WiFi & More! WorldMark Windsor One Bedroom Condo WVR ...
From $177 per night (USD)
VRBO
From $209 per night (USD)
VRBO
Windsor, CA: Sonoma 3 Bedroom Condo w/Fireplace, Resort Pool, Spa, WiFi & More!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The biggest Sonoma Coast lodging option is the Three-Bedroom suite, a large furnished family suite with space for up to ...
From $209 per night (USD)
VRBO
From $215 per night (USD)
VRBO
Windsor, CA: Sonoma 2 Bedroom Condo w/Fireplace, Resort Pool, Spa, WiFi & More!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Perfect for families and small groups traveling together, this option is equipped with one king-sized bed in the master ...
From $215 per night (USD)
VRBO
From $236 per night (USD)
VRBO
Sonoma County/Wine Country 2 Bed 2 Bath Condominium Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Condo: 1,023 square feet 2 bedroom/2 bath with a king size bed in the master bedroom, two twin beds in the 2nd bedroom ...
From $236 per night (USD)
VRBO
Click For Pricing
Expedia
Stylish Modern Farmhouse with Private Pool, Outdoor Kitchen, Game Room & WiFi
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Herb Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Relaxing comfortable 3 bedroom
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Furnished two story house available for short-term rental. Quick walk to many parks, grocery stores, and outdoor dining. ...
Click For Pricing
VRBO
Click For Pricing
Expedia
3 Bedroom Penthouse!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The best way to enjoy a glass of wine is with good company. Whether it's your first visit to wine country or a frequent ...
Click For Pricing
Expedia
From $246 per night (USD)
VRBO
Worldmark Windsor Condo 1BD
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The WorldMark Windsor resort is located on ten acres with multiple 3-story buildings, all with elevators. Nestled into t ...
From $246 per night (USD)
VRBO
From $1136 per night (USD)
Expedia
Flora Vina - Country Home with Vineyard Views
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
This Spacious one-story home is as dreamy as its own vineyard name, Flora Vina. Located in the Russian River Appellation ...
From $1136 per night (USD)
Expedia
Click For Pricing
VRBO
Love the outdoors???
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
Click For Pricing
VRBO
From $1797 per night (USD)
Expedia
The Quails Crossing-Healdsburg Vineyard Home
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Brand new modern luxury home designed to maximize the natural beauty & surrounding calm. Perched on a hill surrounded by ...
From $1797 per night (USD)
Expedia
From $273 per night (USD)
VRBO
Postcard-perfect setting!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $273 per night (USD)
VRBO
From $273 per night (USD)
VRBO
Postcard-perfect setting!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $273 per night (USD)
VRBO
From $200 per night (USD)
VRBO
Windsor Deluxe Resort 1bdr
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Please send the full name of the person checking in, as on the ID that will be shown when making your booking request. ...
From $200 per night (USD)
VRBO
From $268 per night (USD)
VRBO
Windsor Deluxe Resort 3bdr
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Please send the full name of the person checking in, as on the ID that will be shown when making your booking request. ...
From $268 per night (USD)
VRBO
From $243 per night (USD)
VRBO
Windsor Deluxe Resort 2bdr
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Please send the full name of the person checking in, as on the ID that will be shown when making your booking request. ...
From $243 per night (USD)
VRBO
From $765 per night (USD)
Expedia
Modern Farmhouse: 2021 remodel, great pool, privacy, 5min to Healdsberg
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our architect remodeled (2021), elegant Farmhouse with great room and fireplace, is simply perfect throughout. This uni ...
From $765 per night (USD)
Expedia
From $437 per night (USD)
VRBO
Windsor home on golf course w/ hot tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
New! This beautiful home features 4 bedrooms, 3 full bathrooms and a huge backyard. It is located on the golf course in ...
From $437 per night (USD)
VRBO
From $239 per night (USD)
VRBO
More to do than time allows !
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $239 per night (USD)
VRBO
From $248 per night (USD)
VRBO
God's country spetacular !
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $248 per night (USD)
VRBO
From $405 per night (USD)
VRBO
Best wine country has to offer !
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $405 per night (USD)
VRBO
From $316 per night (USD)
VRBO
Absolutely gorgeous resort & condos !
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $316 per night (USD)
VRBO
From $390 per night (USD)
VRBO
Visit the Russian River Valley in style!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $390 per night (USD)
VRBO
From $297 per night (USD)
VRBO
Take in the beautiful and distinctive wine country!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $297 per night (USD)
VRBO
From $395 per night (USD)
Expedia
Cottage home near the Russian River; county parks; numerous wineries
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Cottage like home in a quiet cul-de-sac; walking distance to Foothill Park. The park has 3 ponds and several hiking trai ...
From $395 per night (USD)
Expedia
From $237 per night (USD)
VRBO
Breathtaking in all directions!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $237 per night (USD)
VRBO
From $647 per night (USD)
Expedia
True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Vineyard Vintage: Experience History in our Historic Milk Barn Welcome to our charming vacation rental in Forestville, ...
From $647 per night (USD)
Expedia
From $315 per night (USD)
VRBO
Minutes to Dozens of World Class Wineries - 2 Bedroom / 2 Bath - Sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
COVID-19 UPDATE: Unit is cleaned at the highest hygiene standards with special attention to all surfaces that might be t ...
From $315 per night (USD)
VRBO
From $437 per night (USD)
Expedia
Wine Country Retreat. Large backyard with pool/spa, outdoor kitchen & fireplace
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to the Wine Country! Step inside this open, airy 4 bedroom 3 bath home and prepare to relax!!! Upgraded and ...
From $437 per night (USD)
Expedia
From $1181 per night (USD)
VRBO
10 min to Healdsburg - Modern Farmhouse with Pool, Spa & Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Situated on 2.5 acres, just minutes from the quaint downtown of Windsor and about 10 minutes from the well known Healdsb ...
From $1181 per night (USD)
VRBO
Click For Pricing
Expedia
Spacious Wine Country Getaway w/ Private Backyard, Updated Kitchen & AC
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Lord Manor Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Corner-Lot Beauty | Gourmet Kitchen | Fenced Yard with Private Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summer Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
Click For Pricing
VRBO
From $337 per night (USD)
VRBO
Awesome summers and gorgeous winters!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $337 per night (USD)
VRBO
From $261 per night (USD)
VRBO
Cozy home minutes to wineries and Russian River
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Let our home be your oasis during your next Sonoma County vacation. Our spacious 4 bedroom, 3 bathroom home has two livi ...
From $261 per night (USD)
VRBO
From $485 per night (USD)
Expedia
Historic Queen Anne Victorian in the Heart of Windsor
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gorgeous renovated Queen Anne Victorian located in the heart of Windsor, CA combines quality finishes, modern convenienc ...
From $485 per night (USD)
Expedia
From $312 per night (USD)
VRBO
4 bedrooms 5 beds 3 full bathrooms - price depends on the number of rented days.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
A spacious sunlit house is a furnished home for your relax if you have a business trip in this area. With so many activ ...
From $312 per night (USD)
VRBO
From $306 per night (USD)
VRBO
Leave your worries at the door!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $306 per night (USD)
VRBO
From $273 per night (USD)
VRBO
Visit the Russian River Valley in style!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $273 per night (USD)
VRBO
From $273 per night (USD)
VRBO
Take in the beautiful and distinctive wine country!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $273 per night (USD)
VRBO
From $306 per night (USD)
VRBO
All the comforts of home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $306 per night (USD)
VRBO
From $283 per night (USD)
VRBO
Gorgeous country drive to coast!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $283 per night (USD)
VRBO
From $379 per night (USD)
VRBO
Gorgeous country drive to coast!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $379 per night (USD)
VRBO
From $405 per night (USD)
VRBO
Take in the beautiful and distinctive wine country!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $405 per night (USD)
VRBO
From $239 per night (USD)
VRBO
Visit the Russian River Valley in style!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $239 per night (USD)
VRBO
From $293 per night (USD)
VRBO
Breathtaking in all directions!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $293 per night (USD)
VRBO
From $670 per night (USD)
VRBO
Wine Country Home of Healdsburg Wine Maker
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
Welcome to Your Sonoma Wine Country Escape Nestled in the heart of Windsor, California, this stunning 6-bedroom home is ...
From $670 per night (USD)
VRBO
Click For Pricing
Expedia
Island Vacation House w/ Pool Minutes to Downtown
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This spacious, luxurious, 5 bedroom, Wine Country home has it all. Enjoy the stunning backyard featuring a tiki style ba ...
Click For Pricing
Expedia
From $625 per night (USD)
VRBO
Wine Country Getaway W/ Fire Pit & Hot Tub!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover This spacious home in the beautiful Sonoma Wine Country. This 3 bedroom (1 bedroom downstairs), 2 bathroom home ...
From $625 per night (USD)
VRBO
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Expedia
✨ 𝑾𝒆𝒍𝒄𝒐𝒎𝒆 𝒕𝒐 𝑻𝒉𝒆 𝑪𝒂𝒔𝒕𝒍𝒆 𝒐𝒇 𝑾𝒊𝒏𝒆 𝑪𝒐𝒖𝒏𝒕𝒓𝒚! ✨
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
3,000+ sq ft luxury home in Windsors most exclusive gated community. Ample space boasting 5 bedrooms plus a bonus media ...
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Expedia
From $287 per night (USD)
VRBO
Brand New Hybrid Trailer for the California Adventurer!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to your home away from home! We have a brand new 2022 Flagstaff Shamrock Travel Trailer fully outfitted and read ...
From $287 per night (USD)
VRBO
From $437 per night (USD)
Expedia
Home near golf course, close to Healdsburg
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This gorgeous home is located just minutes from Russian River Brewery, the Santa Rosa airport and Dry Creek valley. It f ...
From $437 per night (USD)
Expedia
From $264 per night (USD)
VRBO
Wine Country Get Away
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This is a comfortable home in a quiet residential neighborhood. There are walking trails through out the neighborhood a ...
From $264 per night (USD)
VRBO
From $306 per night (USD)
VRBO
Breathtaking in all directions!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $306 per night (USD)
VRBO
From $273 per night (USD)
VRBO
All the comforts of home!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $273 per night (USD)
VRBO
From $239 per night (USD)
VRBO
Awesome summers and gorgeous winters!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a ...
From $239 per night (USD)
VRBO
From $362 per night (USD)
VRBO
Wine Country Beautiful Worldmark 2Bedroom Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Windsor is located about an hour north of San Franscico. There you can enjoy all the sights without having to pay high ...
From $362 per night (USD)
VRBO
From $602 per night (USD)
VRBO
Healdsburg: Wine Country Retreat-Serenity, Swimming and Solitude
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This lovely Windsor Foothills Property is 6 miles southeast of Healdsburg’s famed Plaza and sits on 3+ acres with the se ...
From $602 per night (USD)
VRBO
From $576 per night (USD)
VRBO
“Winetopia” Windsor Getaway - 39 Exceptional Reviews!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The town of Windsor has banned Short Term Rentals as of June 30, 2025. If you would like to inquire on a longer stay, p ...
From $576 per night (USD)
VRBO
From $900 per night (USD)
VRBO
Windsor Wine Getaway in Secluded Neighborhood
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Relax in a quiet, gated neighborhood in the heart of wine country! Just minutes to downtown and local wineries in one di ...
From $900 per night (USD)
VRBO
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VRBO
Escape to Paradise: Stunning Home in the Heart of Wine Country
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Welcome to Your Ultimate Wine Country Home Get ready to unwind, explore, and indulge in the heart of Wine Country! Our ...
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VRBO
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Expedia
Gorgeous 4 bedroom w/ hot tub in Windsor
Bedrooms:
3
Bathrooms:
4
Sleeps:
5
This stylish home has every amenity needed for you wine country getaway! It features a large kitchen, perfectly manicure ...
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Expedia
From $296 per night (USD)
VRBO
5bd/4ba w/ Poolside Guest House - near Healdsburg
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Escape to wine country, just 5 minutes to Healdsburg! This fully furnished 5 bedroom, 4 bathroom single level home is ce ...
From $296 per night (USD)
VRBO
From $216 per night (USD)
VRBO
Windsor Resort 2bdr Queen
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Please send the full name of the person checking in, as on the ID that will be shown when making your booking request. ...
From $216 per night (USD)
VRBO
From $532 per night (USD)
VRBO
Peaceful Windsor Retreat w/ Private Hot Tub!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to Sonoma County's Wine Country when you book this 3-bedroom, 2-bath contemporary Windsor home. This stunning vac ...
From $532 per night (USD)
VRBO
From $177 per night (USD)
Expedia
Great for traveling Nurses!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Due to regulations stays must be 30 plus days. Please inquire! Only minutes from Wine, Beer and amazing chef's ...
From $177 per night (USD)
Expedia
From $137 per night (USD)
VRBO
Peaceful place for traveling nurses!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Due to regulations stays must be 30 plus days. Please inquire! Great location for a wine country getaway! Plea ...
From $137 per night (USD)
VRBO
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Expedia
D - Not available Sum
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Great location for a wine country getaway! Please use the Airbnb app for self check-in instructions! The owne ...
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Expedia
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VRBO
E - Not Available Sum
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Great location for a wine country getaway for cheap! Please use the Airbnb app for self check-in instructions! ...
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VRBO
From $1072 per night (USD)
Expedia
4BD/4BA Heated Pool+Spa+BBQ: 11min Healdsburg & Alexander Valley
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
- Spacious 4BD/4BA 3,200 sq. ft. villa in wine country - Prime location: 11 min to Healdsburg Plaza, 13 min to Alexander ...
From $1072 per night (USD)
Expedia

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Results: 170 Rentals