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

Windsor Rentals

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 $312 per night (USD)
Expedia
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)
Expedia
From $322 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 $322 per night (USD)
VRBO
From $1266 per night (USD)
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 ...
From $1266 per night (USD)
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
From $469 per night (USD)
Expedia
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 $469 per night (USD)
Expedia
From $362 per night (USD)
VRBO
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 $362 per night (USD)
VRBO
From $694 per night (USD)
Expedia
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 $694 per night (USD)
Expedia
From $495 per night (USD)
VRBO
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 $495 per night (USD)
VRBO
From $467 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 $467 per night (USD)
Expedia
From $250 per night (USD)
VRBO
WorldMark Windsor - 1 Bedroom Accessible
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigne ...
From $250 per night (USD)
VRBO
From $285 per night (USD)
Expedia
WorldMark Windsor - 2 Bedroom Accessible
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigne ...
From $285 per night (USD)
Expedia
From $291 per night (USD)
VRBO
WorldMark Windsor - 2 Bedroom Queen
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigne ...
From $291 per night (USD)
VRBO
From $289 per night (USD)
Expedia
WorldMark Windsor - 2 Bedroom Twin
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigne ...
From $289 per night (USD)
Expedia
From $220 per night (USD)
VRBO
WorldMark Windsor - Studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigne ...
From $220 per night (USD)
VRBO
From $295 per night (USD)
Expedia
WorldMark Windsor - 2 Bedroom
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigne ...
From $295 per night (USD)
Expedia
From $234 per night (USD)
VRBO
WorldMark Windsor - 1 Bedroom
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigne ...
From $234 per night (USD)
VRBO
From $1878 per night (USD)
Expedia
5BD/5BA Heated Pool+Spa+Sonos+10beds: 11min Healdsburg & Alexander Valley
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
- Spacious 5BD/5BA 3,550 sq. ft. villa in the heart of wine country - 10 beds: 2 king, 3 queen, & 5 twin XL floor mattr ...
From $1878 per night (USD)
Expedia
$Windsor Santa Rosa Resort Condo 2 BR Twin\n$
From $278 per night (USD)
VRBO
Windsor Santa Rosa Resort Condo 2 BR Twin\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
𝐖𝐨𝐫𝐥𝐝𝐌𝐚𝐫𝐤 𝐖𝐢𝐧𝐝𝐬𝐨𝐫 resort located in the Russian River Valley, one of California's most beautiful and dis ...
From $278 per night (USD)
VRBO
From $1831 per night (USD)
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 ...
From $1831 per night (USD)
Expedia
From $379 per night (USD)
VRBO
Breathtaking in all directions!
Bedrooms:
2
Bathrooms:
4
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 $321 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 $321 per night (USD)
Expedia
From $309 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 $309 per night (USD)
VRBO
$Sonoma Windsor Wine Country 3 bedroom\n$
From $366 per night (USD)
Expedia
Sonoma Windsor Wine Country 3 bedroom\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
𝐖𝐨𝐫𝐥𝐝𝐌𝐚𝐫𝐤 𝐖𝐢𝐧𝐝𝐬𝐨𝐫 resort located in the Russian River Valley, one of California's most beautiful and dis ...
From $366 per night (USD)
Expedia
From $379 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 $379 per night (USD)
VRBO
From $321 per night (USD)
Expedia
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 $321 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $321 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 $321 per night (USD)
Expedia
From $379 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 $379 per night (USD)
VRBO
From $333 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 $333 per night (USD)
Expedia
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 $424 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 $424 per night (USD)
Expedia
From $241 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 $241 per night (USD)
VRBO
From $321 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 $321 per night (USD)
Expedia
From $297 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 $297 per night (USD)
VRBO
From $315 per night (USD)
Expedia
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)
Expedia
From $643 per night (USD)
VRBO
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 $643 per night (USD)
VRBO
From $309 per night (USD)
Expedia
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 $309 per night (USD)
Expedia
From $297 per night (USD)
VRBO
God's country spetacular !
Bedrooms:
1
Bathrooms:
2
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 $424 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 $424 per night (USD)
Expedia
From $379 per night (USD)
VRBO
Absolutely gorgeous resort & condos !
Bedrooms:
2
Bathrooms:
4
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 $373 per night (USD)
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 ...
From $373 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Take in the beautiful and distinctive wine country!
Bedrooms:
1
Bathrooms:
2
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 $321 per night (USD)
Expedia
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 $321 per night (USD)
Expedia
Click For Pricing
VRBO
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
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 $333 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 $333 per night (USD)
VRBO
From $321 per night (USD)
Expedia
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 $321 per night (USD)
Expedia
From $233 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 $233 per night (USD)
VRBO
From $203 per night (USD)
Expedia
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 $203 per night (USD)
Expedia
From $268 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 $268 per night (USD)
VRBO
From $237 per night (USD)
Expedia
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 $237 per night (USD)
Expedia
From $319 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 $319 per night (USD)
VRBO
From $379 per night (USD)
Expedia
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 $379 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 $424 per night (USD)
Expedia
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 $424 per night (USD)
Expedia
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 $333 per night (USD)
Expedia
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 $333 per night (USD)
Expedia
From $333 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 $333 per night (USD)
VRBO
From $309 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 $309 per night (USD)
Expedia
From $309 per night (USD)
VRBO
Wine country galore!
Bedrooms:
1
Bathrooms:
2
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 $424 per night (USD)
Expedia
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 $424 per night (USD)
Expedia
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
From $321 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 $321 per night (USD)
Expedia
From $321 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 $321 per night (USD)
VRBO
From $321 per night (USD)
Expedia
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 $321 per night (USD)
Expedia
From $321 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 $321 per night (USD)
VRBO
From $424 per night (USD)
Expedia
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 $424 per night (USD)
Expedia
From $379 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 $379 per night (USD)
VRBO
Click For Pricing
Expedia
Wine Country - Sonoma County
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located in Wine country - close to several world class wineries. Charles M Schulz museum 20 minutes away. And all of the ...
Click For Pricing
Expedia
From $413 per night (USD)
VRBO
SUNNY SPACIOUS RETREAT NEAR GOLF COURSE W/ HOT TUB - WINE COUNTRY GETAWAY
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Gorgeous home near famed wine country's rolling hills of Dry Creek Valley, minutes from Russian River Brewery, hot air b ...
From $413 per night (USD)
VRBO
From $285 per night (USD)
Expedia
WorldMark Windsor - 2 Bedroom Twin
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigne ...
From $285 per night (USD)
Expedia
From $234 per night (USD)
VRBO
WorldMark Windsor - 1 Bedroom
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigne ...
From $234 per night (USD)
VRBO
From $285 per night (USD)
Expedia
WorldMark Windsor - 2 Bedroom Twin
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigne ...
From $285 per night (USD)
Expedia
From $243 per night (USD)
VRBO
Visit Beautiful California Wine Country with Style - River, Coast, Redwoods
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 $243 per night (USD)
VRBO
Click For Pricing
Expedia
May 24-26: BottleRock Music Festival nearby Napa-World Class Eateries & Wineries
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Bottle Rock Music Festival is a short drive from Windsor. Enjoy the festival and one of California's most beautiful and ...
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Expedia
From $392 per night (USD)
VRBO
Worldmark Windsor, Beautiful Wine Country 2BR 2Bath Sleep6 Resort Condos
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 $392 per night (USD)
VRBO
From $265 per night (USD)
Expedia
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 $265 per night (USD)
Expedia
From $508 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 $508 per night (USD)
VRBO
From $297 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 $297 per night (USD)
Expedia
From $297 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 $297 per night (USD)
VRBO
From $297 per night (USD)
Expedia
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 $297 per night (USD)
Expedia
From $297 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 $297 per night (USD)
VRBO
From $491 per night (USD)
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 ...
From $491 per night (USD)
Expedia
From $524 per night (USD)
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 ...
From $524 per night (USD)
VRBO
From $530 per night (USD)
Expedia
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 $530 per night (USD)
Expedia
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VRBO
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 ...
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VRBO
From $510 per night (USD)
Expedia
Delightful home near downtown with gas grill, fast WiFi, garden, patio & AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Wine Country Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $510 per night (USD)
Expedia
From $666 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 $666 per night (USD)
VRBO
From $293 per night (USD)
Expedia
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 $293 per night (USD)
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 ...
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VRBO
From $260 per night (USD)
Expedia
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 $260 per night (USD)
Expedia
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 $523 per night (USD)
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 ...
From $523 per night (USD)
Expedia
Click For Pricing
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 ...
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VRBO
From $287 per night (USD)
Expedia
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)
Expedia
From $177 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 $177 per night (USD)
VRBO
From $1512 per night (USD)
Expedia
4BD/4BA Heated Pool+Spa+Sonos+8 beds: 11min Healdsburg & Alexander Valley
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
- Spacious 4BD/4BA 3,100 sq. ft. villa in wine country - 9 beds: 1 king, 3 queens, 5 twin XL floor mattresses - Prime lo ...
From $1512 per night (USD)
Expedia
From $533 per night (USD)
VRBO
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 $533 per night (USD)
VRBO
Click For Pricing
Expedia
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
Expedia

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Results: 160 Rentals