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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
30 Aug – 4 Sept
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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
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
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, 167 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 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, 68 reviews
Guest favourite
Rooms in Windsor
Two-room suite for 1-4 guests
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 50 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
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
Room in Windsor
Beautiful Windsor Resort - Spacious 1 Bedroom Unit
2 beds, 1 bathroom
4–9 Oct
4.9 out of 5 average rating, 10 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
Guest favourite
Cottage in Healdsburg
Vineyard Cottage | Fire Pit | Wine Country
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
4.85 out of 5 average rating, 92 reviews
Superhost
Treehouse in Bodega Bay
Eagle's Nest Treehouse Farm Stay
1 bedroom, 1 queen bed, 1 bathroom
8–13 Nov
4.94 out of 5 average rating, 234 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, 655 reviews
Guest favourite
Home in Windsor
Spacious Windsor Retreat | 4BR Home w/ Patio & BBQ
4 bedrooms, 5 beds, 3 bathrooms
13–18 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Treehouse in Occidental
The Spectacular Spyglass Treehouse
1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 365 reviews
Top guest favourite
Farm stay in Healdsburg
Gracianna Winery Vineyard Loft - Farm Stay
1 king bed, 1 bathroom
16–21 Nov
4.97 out of 5 average rating, 702 reviews
Flat in Windsor
Relax in Wine Country | Resort 2BR Condo
2 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
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