House vacation rentals in Windsor

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Top-rated house rentals in Windsor

Guests agree: these houses are highly rated for location, cleanliness, and more.

Guest favorite
Home in Windsor
Gorgeous Victorian in the HEART of Windsor
Gorgeous renovated Queen Anne Victorian located in the heart of Windsor, CA combines quality finishes, modern convenience & vintage details. With a stylish kitchen, high ceilings, 3 beds/2 baths on a single level, HVAC & a huge lot with a Bocce Court. Walking distance to the Town Green, restaurants, wine tasting rooms and shopping. Just 3.5 miles from the Sonoma County Airport (STS), 5 miles to downtown Healdsburg, in the heart of the Russian River Valley & just 57 miles from the Golden Gate.
Sep 22 – 29
$394 per night
4.99 out of 5 average rating, 100 reviews
Guest favorite
Home in Healdsburg
Wine Country Cottage Walkable to River or Downtown
Centrally located retreat 5 blocks from downtown, Russian River and 3 blocks from at least 9 wineries. Living room fully opens to private deck w/BBQ, outdoor kitchen, dining space and fire place Gourmet equipped kitchen with many cooking amenities to enjoy wine and a great meal in the garden patio or BBQ outside and relax by the fire Luxury bathroom with heated towel rack and bidet Two bedrooms with one converting into a home office. Lots of extra amenities and thoughtful comfortable touches
Dec 20 – 27
$224 per night
4.96 out of 5 average rating, 144 reviews
Guest favorite
Home in Windsor
Luxury Wine Country Estate with pool & hot tub
Welcome to our amazing Wine Country oasis, perfect for your relaxing getaway! This home features a large chef’s kitchen, four spacious bedrooms, and two living rooms. Enjoy the outdoor amenities, including large pool, hot tub, outdoor kitchen, bathroom, and dining area. You can also play a game of pool or pingpong in the finished garage! This home is located close to the Sonoma County Airport, wineries, and world-class dining, making it the perfect choice for enjoying all wine country offers
Aug 16 – 23
$570 per night
4.99 out of 5 average rating, 134 reviews

Popular amenities for Windsor house rentals

House rentals with a pool

Guest favorite
Home in Windsor
Luxurious home and pool
Sep 25 – Oct 2
$495 per night
4.93 out of 5 average rating, 147 reviews
Guest favorite
Home in Graton
Eco Luxury Private Sanctuary / The Farmhouse Oasis
Sep 13 – 20
$432 per night
5.0 out of 5 average rating, 552 reviews
Guest favorite
Home in Occidental
Modern mid-century-inspired, Deer Ranch
Jul 22 – 29
$491 per night
4.95 out of 5 average rating, 111 reviews
Guest favorite
Home in Santa Rosa
Hot Tub/Heated Pool ~ Walk To Shops & Restaurants!
Jan 29 – Feb 5
$356 per night
4.86 out of 5 average rating, 153 reviews
Guest favorite
Home in Sebastopol
Gorgeous West County Sonoma retreat
Apr 23 – 30
$464 per night
4.92 out of 5 average rating, 141 reviews
Guest favorite
Home in Glen Ellen
Vineyard Home with Stunning Views. Near Wineries.
Nov 5 – 12
$789 per night
4.96 out of 5 average rating, 166 reviews
Guest favorite
Home in Kenwood
Sonoma Vineyard Home With Pool & Stunning Views
Feb 22 – Mar 1
$896 per night
4.99 out of 5 average rating, 266 reviews
Guest favorite
Home in Cazadero
"La Masia" -Stunning! Heated Pool, Spa
Aug 19 – 26
$544 per night
4.94 out of 5 average rating, 180 reviews
Superhost
Home in Santa Rosa
Sonoma County Oasis (pool heated March 15-Nov 30)
Sep 26 – Oct 3
$470 per night
4.9 out of 5 average rating, 104 reviews
Guest favorite
Home in Sonoma
Thornsberry House, A Luxe Country Getaway
Feb 20 – 27
$434 per night
4.94 out of 5 average rating, 426 reviews
Guest favorite
Home in Sonoma
Explore 7-Acre Estate with Private Vineyard & Pool
Mar 18 – 25
$960 per night
4.9 out of 5 average rating, 231 reviews
Guest favorite
Home in Sonoma
Sonoma Vineyard House with Pool close to Plaza
Oct 31 – Nov 7
$739 per night
5.0 out of 5 average rating, 107 reviews

Weekly house rentals

Guest favorite
Home in Healdsburg
Vineyard Modern Barn House - Dry Creek Valley
Nov 13 – 20
$411 per night
4.98 out of 5 average rating, 391 reviews
Guest favorite
Home in Healdsburg
Dry Creek Valley Cottage
Aug 28 – Sep 4
$172 per night
4.96 out of 5 average rating, 426 reviews
Guest favorite
Home in Santa Rosa
Sunshine cottage
Nov 9 – 16
$135 per night
4.88 out of 5 average rating, 225 reviews
Guest favorite
Home in Santa Rosa
Russian River Valley View & Brewcation Home
Nov 18 – 25
$278 per night
4.95 out of 5 average rating, 194 reviews
Guest favorite
Home in Healdsburg
Modern Wine Country Home on 10 acres with vineyard
Sep 26 – Oct 3
$654 per night
4.97 out of 5 average rating, 147 reviews
Guest favorite
Home in Santa Rosa
GET Away to WINE Country- 3 bdrm Home
Jul 23 – 30
$223 per night
4.97 out of 5 average rating, 183 reviews
Guest favorite
Home in Cazadero
Ranch Stay for 2
Feb 10 – 17
$113 per night
4.94 out of 5 average rating, 109 reviews
Superhost
Home in Healdsburg
Peaceful location, hot tub, fire pit, game room!
Jun 29 – Jul 6
$384 per night
4.89 out of 5 average rating, 292 reviews
Superhost
Home in Santa Rosa
Charming 1-Bd Granny Unit Amid Wineries
Jan 23 – 30
$115 per night
4.92 out of 5 average rating, 203 reviews
Guest favorite
Home in Healdsburg
Dry Creek w/Hot Tub, Bocce, Vineyard Views
Nov 26 – Dec 3
$405 per night
4.91 out of 5 average rating, 122 reviews
Guest favorite
Home in Santa Rosa
VINEYARD VIEW - Beautiful 3 bed/2 bath, Santa Rosa
Nov 28 – Dec 5
$349 per night
5.0 out of 5 average rating, 101 reviews
Guest favorite
Home in Calistoga
Intimate Farmhouse on Vineyard
Feb 2 – 9
$261 per night
4.97 out of 5 average rating, 288 reviews

Private house rentals

Guest favorite
Home in Santa Rosa
Craftsman 2 blocks from Russian River Brewery!
Mar 12 – 19
$160 per night
4.95 out of 5 average rating, 474 reviews
Superhost
Home in Jenner
Pacific Sunset by the beach
Nov 17 – 24
$600 per night
4.94 out of 5 average rating, 135 reviews
Superhost
Home in Healdsburg
Beautiful Mountain Top Retreat in Healdsburg!
Nov 21 – 28
$368 per night
4.91 out of 5 average rating, 150 reviews
Guest favorite
Home in Healdsburg
The Wine Ranch
Feb 8 – 15
$370 per night
4.92 out of 5 average rating, 233 reviews
Guest favorite
Home in Sebastopol
Sebastopol Guest House
May 18 – 25
$123 per night
4.96 out of 5 average rating, 359 reviews
Guest favorite
Home in Bodega Bay
The Beach House
Oct 10 – 17
$553 per night
4.99 out of 5 average rating, 228 reviews
Guest favorite
Home in Forestville
Forest Cozy Home
Jul 12 – 19
$123 per night
4.96 out of 5 average rating, 240 reviews
Guest favorite
Home in Santa Rosa
West End Neighborhood Cottage
Oct 7 – 14
$161 per night
4.95 out of 5 average rating, 123 reviews
Guest favorite
Home in Dillon Beach
Dillon Beach Nirvana
Jan 13 – 20
$472 per night
4.99 out of 5 average rating, 165 reviews
Guest favorite
Home in Santa Rosa
Walk to Downtown & Russian River Brewery
Oct 8 – 15
$252 per night
4.98 out of 5 average rating, 164 reviews
Guest favorite
Home in Healdsburg
10 Acre Vineyard Stay w/Hot Tub + Bocce Court
Dec 3 – 10
$291 per night
5.0 out of 5 average rating, 42 reviews
Superhost
Home in Windsor
Large Home Minutes from World-Class Wineries
Jul 18 – 25
$299 per night
4.86 out of 5 average rating, 50 reviews

Quick stats about house rentals in Windsor

Total rentals

120 properties

Rentals with dedicated workspaces

80 properties have a dedicated workspace

Rentals with a pool

20 properties have a pool

Pet-friendly rentals

40 properties allow pets

Family-friendly rentals

90 properties are a good fit for families

Total number of reviews

5.9K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. California
  4. Sonoma County
  5. Windsor
  6. House rentals