House vacation rentals in Windsor
Find and book unique houses on Airbnb
Top-rated house rentals in Windsor
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor house rentals
House rentals with a pool
Home in Santa Rosa
4.98 out of 5 average rating, 101 reviewsPacific Gardens Retreat
Jan 30 – Feb 6
Home in Occidental
4.96 out of 5 average rating, 115 reviewsModern mid-century-inspired, Deer Ranch
Dec 18 – 25
Home in Santa Rosa
4.98 out of 5 average rating, 164 reviewsHappy House w/large pool, hot tub & chefs kitchen
Nov 28 – Dec 5
Home in Glen Ellen
5.0 out of 5 average rating, 127 reviewsTuscan Wine Country Villa with Pool sleeps 6
Jan 7 – 14
Home in Kenwood
4.99 out of 5 average rating, 271 reviewsSonoma Vineyard Home With Pool & Stunning Views
Mar 21 – 28
Home in Sebastopol
4.98 out of 5 average rating, 150 reviewsSebastopol Gem, The Birdhouse. Hottub. Pool. Views
Mar 6 – 13
Home in Santa Rosa
4.87 out of 5 average rating, 164 reviewsHot Tub/Heated Pool ~ Walk To Shops & Restaurants
Jul 29 – Aug 5
Home in Santa Rosa
4.9 out of 5 average rating, 109 reviewsSonoma County Oasis with Heated Pool
Jan 8 – 15
Weekly house rentals
Home in Healdsburg
4.98 out of 5 average rating, 398 reviewsVineyard Modern Barn House - Dry Creek Valley
Aug 24 – 31
Home in Santa Rosa
5.0 out of 5 average rating, 125 reviewsModern Wine Country Home /Game Room/Near New Park
Oct 18 – 25
Home in Occidental
4.99 out of 5 average rating, 114 reviewsGuest favorite: Serene retreat on private road
Jun 7 – 14
Home in Santa Rosa
4.96 out of 5 average rating, 191 reviewsGET Away to WINE Country- 3 bdrm Home
Sep 23 – 30
Home in Healdsburg
4.89 out of 5 average rating, 297 reviewsPeaceful location, hot tub, fire pit, game room!
Mar 13 – 20
Home in Healdsburg
4.88 out of 5 average rating, 138 reviewsModern Home in Hburg Wine Country
Nov 11 – 18
Home in Healdsburg
4.91 out of 5 average rating, 127 reviewsDry Creek w/Hot Tub, Bocce, Vineyard Views
Mar 29 – Apr 5
Home in Santa Rosa
4.94 out of 5 average rating, 127 reviewsWest End Neighborhood Cottage
Jun 28 – Jul 5
Private house rentals
Home in Forestville
4.96 out of 5 average rating, 242 reviewsForest Cozy Home
Nov 25 – Dec 2
Home in Santa Rosa
4.92 out of 5 average rating, 205 reviewsCharming 1-Bd Boho Flat Amid Wineries
Aug 25 – Sep 1
Home in Santa Rosa
4.84 out of 5 average rating, 168 reviewsModern " Vineyards Found" Wine Country Home
Dec 20 – 27
Home in Santa Rosa
4.97 out of 5 average rating, 150 reviewsAMITABHA Wine Country Cottage
Apr 18 – 25
Home in Healdsburg
5.0 out of 5 average rating, 60 reviews10 Acre Vineyard Cottage w/Hot Tub + Bocce Court
Apr 9 – 16
Home in Windsor
5.0 out of 5 average rating, 40 reviewsVino Velo House - Vineyards & Restaurants Nearby
Sep 16 – 23
Home in Windsor
4.86 out of 5 average rating, 58 reviewsEscape to Golf & Wine in the Heart of Wine Country
Sep 24 – Oct 1
Home in Healdsburg
5.0 out of 5 average rating, 9 reviewsThe Dragonfly Healdsburg
Feb 26 – Mar 5
Quick stats about house rentals in Windsor
Total rentals
110 properties
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
5.9K reviews
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