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Search results; Over 1,000 homes in Windsor

Guest favourite
Apartment in Windsor
Sip, Taste, Hot Tub - Repeat - 2 Bdrm Condo-Slps 6
2 bedrooms, 4 beds, 2 private bathrooms
23–28 Aug
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4.9 out of 5 average rating, 58 reviews
Apartment in Windsor
WorldMark Windsor One-Bedroom Condo
1 bedroom, 1 king bed, 1 bathroom
23–28 Aug
4.71 out of 5 average rating, 34 reviews
Top guest favourite
Room in Windsor
Rivermind, a Wine Country Retreat #1
1 queen bed, 1 bathroom
16–21 Aug
4.93 out of 5 average rating, 166 reviews
Top guest favourite
Home in Windsor
The Gilded Bungalow • walk to town green • hot tub
3 bedrooms, 3 beds, 2.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Room in Windsor
Wine Country Stay
1 queen bed, 1 bathroom
23–28 Aug
4.9 out of 5 average rating, 213 reviews
Room in Windsor
Beautiful Windsor Resort - Spacious 1 Bedroom Unit
2 beds, 1 bathroom
27 Sept – 2 Oct
4.9 out of 5 average rating, 10 reviews
Guest favourite
Home in Windsor
Spacious Windsor Retreat | 4BR Home w/ Patio & BBQ
4 bedrooms, 5 beds, 3 bathrooms
11–16 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Rooms in Windsor
Two-room suite for 1-4 guests
2 bedrooms, 2 queen beds, 1 bathroom
22–27 Aug
4.94 out of 5 average rating, 50 reviews
Guest favourite
Room in Santa Rosa
Lovely older home w/ private rm and bath/tub.
1 single bed, 1 bathroom
30 Aug – 4 Sept
4.86 out of 5 average rating, 898 reviews
Home in Windsor
Adventures surround this charming 2bedroom home.
2 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
4.79 out of 5 average rating, 72 reviews
Top guest favourite
Guest suite in Forestville
Cozy & Sweet Redwood Retreat
1 bedroom, 1 queen bed, 1 bathroom
15–20 Sept
4.99 out of 5 average rating, 88 reviews
Top guest favourite
Home in Windsor
Winelight Vineyard Home With Spa
2 bedrooms, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.96 out of 5 average rating, 444 reviews
Top guest favourite
Home in Windsor
Gorgeous Victorian in the HEART of Windsor
3 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
4.99 out of 5 average rating, 133 reviews
Top guest favourite
Home in Windsor
Casa de la Esperanza:1890s Gem - Hot Tub
5 bedrooms, 6 beds, 3 bathrooms
16–21 Aug
5.0 out of 5 average rating, 77 reviews
Top guest favourite
Home in Healdsburg
Healdsburg Garden House
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
4.93 out of 5 average rating, 654 reviews
Top guest favourite
Home in Windsor
Wine Country Retreat: Pool, Hot Tub, Views & EV
4 bedrooms, 6 beds, 3 bathrooms
16–21 Aug
4.99 out of 5 average rating, 67 reviews
Top guest favourite
Home in Santa Rosa
Spacious 3BD/2BA, ideal for families!
3 bedrooms, 5 beds, 2 bathrooms
21–26 Aug
4.85 out of 5 average rating, 220 reviews
Top guest favourite
Home in Healdsburg
Healdsburg 2br Cottage with Private Yard!
2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
4.92 out of 5 average rating, 152 reviews
Top guest favourite
Room in Santa Rosa
Willowside House
1 queen bed, 1 bathroom
11–16 Sept
4.96 out of 5 average rating, 183 reviews