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Search results; Over 1,000 homes in Windsor

Guest favourite
Serviced apartment in Windsor
One-Bedroom Condo at Beautiful Resort *Amenities!*
1 bedroom, 2 beds, 1 private bathroom
15–20 Aug
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4.95 out of 5 average rating, 41 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, 166 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
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
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
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
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
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
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, 91 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
Room in Windsor
Wine Country Stay
1 queen bed, 1 bathroom
23–28 Aug
4.9 out of 5 average rating, 213 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
Top guest favourite
Home in Healdsburg
10-Acre Vineyard Cottage w/Hot Tub + Bocce Court
2 bedrooms, 3 queen beds, 1.5 bathrooms
25–30 Oct
5.0 out of 5 average rating, 261 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, 364 reviews
Guest favourite
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
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
Home in Calistoga
Quaint Vineyard Cottage
3 bedrooms, 3 beds, 2 bathrooms
11–16 Aug
New place to stay
Top guest favourite
Flat in Healdsburg
Bucher Vineyard Studio
1 bedroom, 1 queen bed, 1 bathroom
11–16 Aug
4.99 out of 5 average rating, 131 reviews