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Search results; Over 1,000 homes in Windsor

Apartment in Windsor
2Bdm Condo Windsor WM Resort#4
2 bedrooms, 3 beds, 2 private bathrooms
26–31 Jul
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4.5 out of 5 average rating, 4 reviews
Home in Windsor
The Gilded Bungalow • walk to town green • hot tub
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
23–28 Jul
Top guest favourite
Room in Windsor
Rivermind, a Wine Country Retreat #1
4.93 out of 5 average rating, 164 reviews, 1 queen bed, 1 bathroom
27 Jul – 1 Aug
Guest favourite
Rooms in Windsor
Two-room suite for 1-4 guests
4.94 out of 5 average rating, 48 reviews, 2 bedrooms, 2 queen beds, 1 bathroom
26–31 Jul
Top guest favourite
Home in Windsor
Casa de la Esperanza: 1890s Gem - Hot Tub - 5BD/3BA
5.0 out of 5 average rating, 77 reviews, 5 bedrooms, 6 beds, 3 bathrooms
2–7 Aug
Apartment in Windsor
WorldMark Windsor Two-Bedroom Condo
4.37 out of 5 average rating, 51 reviews, 2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Home in Windsor
Wine Country Retreat: Pool, Hot Tub, Views & EV
4.98 out of 5 average rating, 65 reviews, 4 bedrooms, 6 beds, 3 bathrooms
17–22 Aug
Guest favourite
Home in Windsor
Spacious Windsor Retreat | 4BR Home w/ Patio & BBQ
5.0 out of 5 average rating, 7 reviews, 4 bedrooms, 5 beds, 3 bathrooms
2–7 Aug
Guest favourite
Treehouse in Bodega Bay
Eagle's Nest Treehouse Farm Stay
4.95 out of 5 average rating, 226 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Nov
Top guest favourite
Home in Windsor
Gorgeous Victorian in the HEART of Windsor
4.99 out of 5 average rating, 132 reviews, 3 bedrooms, 3 beds, 2 bathrooms
11–16 Aug
Top guest favourite
Home in Healdsburg
10-Acre Vineyard Cottage w/Hot Tub + Bocce Court
5.0 out of 5 average rating, 256 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
Guest favourite
Cottage in Healdsburg
Vineyard Cottage | Fire Pit | Wine Country
4.84 out of 5 average rating, 90 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Home in Windsor
Adventures surround this charming 2bedroom home.
4.79 out of 5 average rating, 71 reviews, 2 bedrooms, 5 beds, 2 bathrooms
26–31 Jul
Superhost
Home in Santa Rosa
The Retreat at Mount Taylor, by Vinifera Homes
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 5 beds, 3 bathrooms
2–7 Aug
Guest favourite
Home in Windsor
Winelight Vineyard Home With Spa
4.96 out of 5 average rating, 442 reviews, 2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
Flat in Windsor
Enjoy Wine Country
2 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Home in Healdsburg
Bermudes Family Vineyard View Healdsburg House
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Guest favourite
Villa in Healdsburg
Hilltop Villa with Sweeping Views & Trail Access
4.94 out of 5 average rating, 195 reviews, 2 bedrooms, 2 beds, 2 bathrooms
9–14 Aug
Guest favourite
Flat in Windsor
Wine Country Sonoma Windsor 2 Bedroom Sleeps 6!
4.93 out of 5 average rating, 15 reviews, 2 bedrooms, 4 beds, 2 bathrooms
16–21 Aug