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Search results; Over 1,000 homes in Windsor

Condo in Windsor
Resort suite with fireplace near wineries
1 bedroom, 1 bed, 1 shared bath
Aug 23 – 28
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4.71 out of 5 average rating, 34 reviews
Top guest favorite
Room in Windsor
Wine Country home with a hot tub
4.93 out of 5 average rating, 167 reviews, 1 queen bed, 1 bath
Aug 16 – 21
Top guest favorite
Home in Windsor
Bold, maximalist bungalow with a hot tub
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 3 beds, 2.5 baths
Aug 16 – 21
Guest favorite
Home in Windsor
Wine Country home with patio and BBQ
5.0 out of 5 average rating, 7 reviews, 4 bedrooms, 5 beds, 3 baths
Aug 13 – 18
Top guest favorite
Home in Windsor
Renovated Queen Anne with a bocce court
4.99 out of 5 average rating, 133 reviews, 3 bedrooms, 3 beds, 2 baths
Aug 22 – 27
Top guest favorite
Home in Windsor
Saltwater pool with vineyard and mountain views
4.99 out of 5 average rating, 68 reviews, 4 bedrooms, 6 beds, 3 baths
Aug 16 – 21
Guest favorite
Room in Windsor
Walk to shops in wine country
4.9 out of 5 average rating, 213 reviews, 1 queen bed, 1 bath
Aug 23 – 28
Home in Windsor
Near a regional park and wineries
4.79 out of 5 average rating, 72 reviews, 2 bedrooms, 5 beds, 2 baths
Aug 15 – 20
Guest favorite
Rooms in Windsor
Hot tub on a golf course near wineries
4.94 out of 5 average rating, 50 reviews, 2 bedrooms, 2 queen beds, 1 bath
Aug 23 – 28
Top guest favorite
Home in Windsor
Renovated 1890s home with a hot tub
5.0 out of 5 average rating, 77 reviews, 5 bedrooms, 6 beds, 3 baths
Aug 16 – 21
Superhost
Home in Santa Rosa
Modern kitchen and fire pit in wine country
4.94 out of 5 average rating, 235 reviews, 3 bedrooms, 4 beds, 2.5 baths
Sep 6 – 11
Top guest favorite
Guest suite in Forestville
Redwood retreat near Russian River beaches
4.99 out of 5 average rating, 88 reviews, 1 bedroom, 1 bed, 1 bath
Sep 15 – 20
Top guest favorite
Home in Windsor
Vineyard home with a hot tub
4.96 out of 5 average rating, 444 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 30 – Sep 4
Top guest favorite
Home in Santa Rosa
Single-level Wine Country home with fireplace
4.85 out of 5 average rating, 220 reviews, 3 bedrooms, 5 beds, 2 baths
Sep 19 – 24
Top guest favorite
Home in Healdsburg
Vineyard-surrounded cottage with high ceilings
4.96 out of 5 average rating, 492 reviews, 1 bedroom, 1 bed, 1 bath
Aug 30 – Sep 4
Room in Windsor
Resort in Russian River wine country
4.9 out of 5 average rating, 10 reviews, 2 beds, 1 bath
Oct 4 – 9
Guest favorite
Villa in Healdsburg
Wine-country views with 13-foot ceilings
4.94 out of 5 average rating, 198 reviews, 2 bedrooms, 2 beds, 2 baths
Sep 13 – 18
Top guest favorite
Home in Santa Rosa
Game room, hot tub, and fire pit
4.97 out of 5 average rating, 237 reviews, 4 bedrooms, 4 beds, 3 baths
Sep 7 – 12
Top guest favorite
Home in Healdsburg
Renovated cottage in vineyard-adjacent neighborhood
4.92 out of 5 average rating, 152 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 16 – 21