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

Windsor Rentals

From $283 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 $283 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 $402 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 $402 per night (USD)
VRBO
From $292 per night (USD)
Expedia
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 $292 per night (USD)
Expedia
From $187 per night (USD)
VRBO
Sonoma Wine Nest is Now Renting For Long-Term Stays!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Long-time VRBO EXCLUSIVE property. Welcome to the Sonoma Wine Nest! With over 100 5-star reviews since 2014, this proper ...
From $187 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 $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 $217 per night (USD)
Expedia
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 $217 per night (USD)
Expedia
From $2386 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 $2386 per night (USD)
VRBO
From $224 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 $224 per night (USD)
VRBO
From $311 per night (USD)
VRBO
Perfect romantic getaway for two! Private retreat in the countryside.
Bedrooms:
1
Bathrooms:
0
Sleeps:
2
Our private boho cottage was completely remodeled from the ground up in 2021 and feels completely new and fresh with a l ...
From $311 per night (USD)
VRBO
From $273 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 $273 per night (USD)
VRBO
From $402 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 $402 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 $273 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 $273 per night (USD)
VRBO
From $227 per night (USD)
Expedia
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 $227 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $396 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 $396 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
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
Click For Pricing
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 ...
Click For Pricing
VRBO
From $334 per night (USD)
Expedia
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 $334 per night (USD)
Expedia
From $224 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 $224 per night (USD)
VRBO
From $231 per night (USD)
VRBO
WorldMark Windsor 2BD
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The WorldMark Windsor resort is located on ten acres with multiple 3-story buildings, all with elevators. Nestled into t ...
From $231 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 $302 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 $302 per night (USD)
VRBO
From $772 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 $772 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 $165 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 $165 per night (USD)
VRBO
From $207 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 $207 per night (USD)
VRBO
From $202 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 $202 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
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
Expedia
Click For Pricing
VRBO
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
VRBO
From $229 per night (USD)
VRBO
Worldmark Windsor Condo 1BD
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The WorldMark Windsor resort is located on ten acres with multiple 3-story buildings, all with elevators. Nestled into t ...
From $229 per night (USD)
VRBO
From $997 per night (USD)
VRBO
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 $997 per night (USD)
VRBO
Click For Pricing
Expedia
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
Expedia
From $1618 per night (USD)
VRBO
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 $1618 per night (USD)
VRBO
From $261 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 $261 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 $196 per night (USD)
VRBO
Windsor Deluxe Resort 1bdr
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
ALL GUEST MUST READ AND AGREE TO GUEST CONTRACT OR RESERVATIONS WILL BE SUBJECT TO CANCELLATION BY OWNER Please send th ...
From $196 per night (USD)
VRBO
From $265 per night (USD)
VRBO
Windsor Deluxe Resort 3bdr
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
ALL GUEST MUST READ AND AGREE TO GUEST CONTRACT OR RESERVATIONS WILL BE SUBJECT TO CANCELLATION BY OWNER Please send th ...
From $265 per night (USD)
VRBO
From $241 per night (USD)
VRBO
Windsor Deluxe Resort 2bdr
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
ALL GUEST MUST READ AND AGREE TO GUEST CONTRACT OR RESERVATIONS WILL BE SUBJECT TO CANCELLATION BY OWNER Please send th ...
From $241 per night (USD)
VRBO
From $663 per night (USD)
VRBO
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 $663 per night (USD)
VRBO
From $241 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 $241 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 $358 per night (USD)
Expedia
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 $358 per night (USD)
Expedia
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
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
Click For Pricing
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 ...
Click For Pricing
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 $239 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 $239 per night (USD)
VRBO
From $378 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 $378 per night (USD)
Expedia
From $308 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 $308 per night (USD)
VRBO
From $429 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 $429 per night (USD)
Expedia
From $1125 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 $1125 per night (USD)
VRBO
From $326 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 $326 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 $305 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 $305 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 $270 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 $270 per night (USD)
VRBO
From $270 per night (USD)
Expedia
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 $270 per night (USD)
Expedia
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 $273 per night (USD)
Expedia
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 $273 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $358 per night (USD)
Expedia
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 $358 per night (USD)
Expedia
From $237 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 $237 per night (USD)
VRBO
From $283 per night (USD)
Expedia
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 $283 per night (USD)
Expedia
From $688 per night (USD)
VRBO
Wine Country Home of Healdsburg Wine Maker
Bedrooms:
3
Bathrooms:
6
Sleeps:
8
Welcome to Your Sonoma Wine Country Escape Nestled in the heart of Windsor, California, this stunning 6-bedroom home is ...
From $688 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
Click For Pricing
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 ...
Click For Pricing
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 $287 per night (USD)
Expedia
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 $287 per night (USD)
Expedia
From $302 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 $302 per night (USD)
VRBO
From $270 per night (USD)
Expedia
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 $270 per night (USD)
Expedia
From $230 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 $230 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 $313 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 $313 per night (USD)
VRBO
From $243 per night (USD)
VRBO
Windsor Resort 2bdr Queen
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
ALL GUEST MUST READ AND AGREE TO GUEST CONTRACT OR RESERVATIONS WILL BE SUBJECT TO CANCELLATION BY OWNER Please send th ...
From $243 per night (USD)
VRBO
From $457 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 $457 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
Click For Pricing
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 ...
Click For Pricing
Expedia
From $942 per night (USD)
VRBO
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 $942 per night (USD)
VRBO
From $360 per night (USD)
Expedia
BRAND NEW POOL Luxury 4 bd, 7 min to Healdsburg!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: ** This home is professionally managed by LegacyRnR. Let LegacyRnR handle your entire Wine Country get away wee ...
From $360 per night (USD)
Expedia
Click For Pricing
VRBO
Spacious, Modern, Convenient Wine Country Home
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to our luxurious, modern, and spacious, wine country home! Conveniently located, this home is walking distance t ...
Click For Pricing
VRBO
From $762 per night (USD)
Expedia
Eastside Eden | A Wine Country Escape
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience the beauty of Sonoma County with a stay at this charming farm house. Boasting 3 bedrooms and 3.5 bathrooms, t ...
From $762 per night (USD)
Expedia
From $239 per night (USD)
VRBO
Chalk Hill Cottage Close to Wineries
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This charming 1 bedroom cottage is perfect for couples looking to explore the famous wine country of Sonoma's Chalk Hill ...
From $239 per night (USD)
VRBO
From $959 per night (USD)
Expedia
Healdsburg, sleeps 10, pool, hot tub, gardens, BBQ, Vineyard Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Healdsburg 4BR/3BA Gorgeous Farmhouse. In ground solar heated pool (season only May through September), hot tub with ve ...
From $959 per night (USD)
Expedia
From $264 per night (USD)
VRBO
Spacious 2 BDRM Condo in Sonoma Wine County
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
𝐖𝐨𝐫𝐥𝐝𝐌𝐚𝐫𝐤 𝐖𝐢𝐧𝐝𝐬𝐨𝐫 resort located in the Russian River Valley, one of California's most beautiful and dis ...
From $264 per night (USD)
VRBO
From $244 per night (USD)
VRBO
Peaceful 4 Bed 2 Bath Home with Spacious Backyard
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Embrace the wine country life style with family and friends at this picturesque peaceful home in the heart of Sonoma Cou ...
From $244 per night (USD)
VRBO
From $217 per night (USD)
VRBO
WM Windsor 1 Bedroom Condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This spacious one-bedroom resort suite measures approximately 822 square feet. You will enjoy a king bed in the bedroom ...
From $217 per night (USD)
VRBO
From $282 per night (USD)
Expedia
Gorgeous Resort in California Wine Country, Windsor!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in the Russian River Valley, one of California's most beautiful and distinctive wine regions, WorldMark Windsor ...
From $282 per night (USD)
Expedia
From $419 per night (USD)
VRBO
Gorgeous Resort in California Wine Country, Windsor!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located in the Russian River Valley, one of California's most beautiful and distinctive wine regions, WorldMark Windsor ...
From $419 per night (USD)
VRBO
From $488 per night (USD)
Expedia
Gorgeous Resort in California Wine Country, Windsor!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Located in the Russian River Valley, one of California's most beautiful and distinctive wine regions, WorldMark Windsor ...
From $488 per night (USD)
Expedia
$Heart of Wine Country, Cute Cottage w/Hot Tub\n$
From $437 per night (USD)
VRBO
Heart of Wine Country, Cute Cottage w/Hot Tub\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This little oasis is backed into a quiet creek. It's centrally located, walking distance to downtown, where you can visi ...
From $437 per night (USD)
VRBO
From $364 per night (USD)
VRBO
2 BED 2 BATH UNIT IN WINDSOR, CA - A Superb Sonoma County Stay
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
WorldMark Windsor, located within the Russian River Valley in Sonoma County about an hour outside of San Francisco, is o ...
From $364 per night (USD)
VRBO

Search Your Destination Now!

Windsor Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 151 Rentals