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Search results; Over 1,000 homes in Windsor

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Apartment in Windsor
Resort Amenities Near Top Food & Wine - Slp 6
2 bedrooms, 4 beds, 2 private bathrooms
16–21 Aug
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4.76 out of 5 average rating, 62 reviews
Top guest favourite
Home in Windsor
The Gilded Bungalow • walk to town green • hot tub
3 bedrooms, 3 beds
16–21 Aug
5.0 out of 5 average rating, 6 reviews
Apartment in Windsor
WorldMark Windsor Two-Bedroom Condo
2 bedrooms, 3 beds
11–16 Aug
4.37 out of 5 average rating, 51 reviews
Top guest favourite
Room in Windsor
Rivermind, a Wine Country Retreat #1
1 queen bed
9–14 Aug
4.93 out of 5 average rating, 164 reviews
Top guest favourite
Home in Windsor
Winelight Vineyard Home With Spa
2 bedrooms, 2 beds
9–14 Aug
4.96 out of 5 average rating, 444 reviews
Top guest favourite
Home in Windsor
Casa de la Esperanza:1890s Gem - Hot Tub
5 bedrooms, 6 beds
7–12 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
22–27 Aug
4.94 out of 5 average rating, 49 reviews
Home in Windsor
Adventures surround this charming 2bedroom home.
2 bedrooms, 5 beds
8–13 Aug
4.79 out of 5 average rating, 72 reviews
Guest favourite
Home in Windsor
Spacious Windsor Retreat | 4BR Home w/ Patio & BBQ
4 bedrooms, 5 beds
6–11 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Windsor
Wine Country Retreat: Pool, Hot Tub, Views & EV
4 bedrooms, 6 beds
27 Aug – 1 Sept
4.99 out of 5 average rating, 67 reviews
Guest favourite
Room in Windsor
Wine Country Stay
1 queen bed
23–28 Aug
4.9 out of 5 average rating, 212 reviews
Top guest favourite
Home in Windsor
Gorgeous Victorian in the HEART of Windsor
3 bedrooms, 3 beds
25–30 Aug
4.99 out of 5 average rating, 133 reviews
Top guest favourite
Treehouse in Occidental
The Spectacular Spyglass Treehouse
1 bedroom, 1 bed
30 Aug – 4 Sept
4.98 out of 5 average rating, 361 reviews
Guest favourite
Townhouse in Windsor
Wine and Golf Paradise in Windsor, CA (#2)
2 bedrooms, 3 beds
16–21 Aug
4.92 out of 5 average rating, 76 reviews
Guest favourite
Home in Santa Rosa
Sonoma Wine Retreat | BBQ • 3 Ensuite Baths
3 bedrooms, 3 beds
16–21 Aug
4.94 out of 5 average rating, 264 reviews
Guest favourite
Treehouse in Bodega Bay
Eagle's Nest Treehouse Farm Stay
1 bedroom, 1 queen bed
8–13 Nov
4.95 out of 5 average rating, 233 reviews
Guest favourite
Villa in Healdsburg
Hilltop Villa with Sweeping Views & Trail Access
2 bedrooms, 2 king beds
9–14 Aug
4.94 out of 5 average rating, 197 reviews
Top guest favourite
Tiny home in Sebastopol
The Sonoma Spyglass | Incredible Views + Sauna
1 bedroom, 1 bed
23–28 Aug
5.0 out of 5 average rating, 214 reviews
Top guest favourite
Home in Healdsburg
10-Acre Vineyard Cottage w/Hot Tub + Bocce Court
2 bedrooms, 3 queen beds
25–30 Oct
5.0 out of 5 average rating, 261 reviews