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Search results; Over 1,000 homes in Windsor

Condo in Windsor
Wine country resort with pool and hot tubs
1 bedroom, 2 beds, 1 private bath
Aug 19 – 24
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Condo in Windsor
Resort suite with fireplace near wineries
4.71 out of 5 average rating, 34 reviews, 1 bedroom, 1 bed, 1 bath
Aug 23 – 28
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
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
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
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
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
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
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
Guest favorite
Townhouse in Windsor
Resort in Russian River Valley wine country
4.92 out of 5 average rating, 76 reviews, 2 bedrooms, 3 beds, 2 baths
Sep 13 – 18
Top guest favorite
Apartment in Windsor
Resort with pools and spa in Sonoma
5.0 out of 5 average rating, 19 reviews, 2 bedrooms, 4 beds, 2 baths
Aug 23 – 28
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
Apartment in Windsor
Resort condo with pools and hot tubs
New place to stay, 2 bedrooms, 3 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 22 – 27
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
Guest favorite
Apartment in Windsor
Wine Country resort with pools and hot tubs
4.94 out of 5 average rating, 16 reviews, 2 bedrooms, 4 beds, 2 baths
Aug 16 – 21
Apartment in Windsor
Wine-country resort with pools and hot tubs
2 bedrooms, 4 beds, 2 baths
Aug 23 – 28
Guest favorite
Apartment in Windsor
Wine country resort with pool and spa
4.89 out of 5 average rating, 71 reviews, 2 bedrooms, 3 beds, 2 baths
Aug 23 – 28
Top guest favorite
Home in Santa Rosa
Secluded working ranch in wine country
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 3 beds, 2 baths
Aug 29 – Sep 3