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Search results; Over 1,000 homes in Windsor

Serviced apartment in Windsor
WorldMark Windsor Two-Bedroom Condo Special Needs
2 bedrooms, 4 beds, 2 private bathrooms
15–20 Aug
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4.92 out of 5 average rating, 13 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, 7 reviews
Top guest favourite
Room in Windsor
Rivermind, a Wine Country Retreat #1
1 queen bed
16–21 Aug
4.93 out of 5 average rating, 167 reviews
Apartment in Windsor
WorldMark Windsor One-Bedroom Condo
1 bedroom, 1 king bed
23–28 Aug
4.71 out of 5 average rating, 34 reviews
Guest favourite
Rooms in Windsor
Two-room suite for 1-4 guests
2 bedrooms, 2 queen beds
23–28 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
22–27 Aug
4.99 out of 5 average rating, 133 reviews
Superhost
Treehouse in Bodega Bay
Eagle's Nest Treehouse Farm Stay
1 bedroom, 1 queen bed
8–13 Nov
4.94 out of 5 average rating, 234 reviews
Top guest favourite
Home in Windsor
Wine Country Retreat: Pool, Hot Tub, Views & EV
4 bedrooms, 6 beds
16–21 Aug
4.99 out of 5 average rating, 68 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, 263 reviews
Guest favourite
Room in Windsor
Wine Country Stay
1 queen bed
23–28 Aug
4.9 out of 5 average rating, 213 reviews
Room in Windsor
Beautiful Windsor Resort - Spacious 1 Bedroom Unit
2 beds
4–9 Oct
4.9 out of 5 average rating, 10 reviews
Top guest favourite
Cottage in Healdsburg
Vineyard Cottage | Fire Pit | Wine Country
1 bedroom, 2 beds
24–29 Aug
4.85 out of 5 average rating, 92 reviews
Superhost
Home in Healdsburg
Farmhouse with Pool, Hot Tub and Tastings Included
3 bedrooms, 4 beds
16–21 Aug
4.85 out of 5 average rating, 33 reviews
Top guest favourite
Home in Windsor
Casa de la Esperanza:1890s Gem - Hot Tub
5 bedrooms, 6 beds
17–22 Aug
5.0 out of 5 average rating, 77 reviews
Top guest favourite
Home in Santa Rosa
Botany House Designer Home with Hot Tub
3 bedrooms, 4 beds
31 Aug – 5 Sept
4.96 out of 5 average rating, 130 reviews
Top guest favourite
Home in Healdsburg
Vineyard View Retreat • Fire Pit • Wine Perks
2 bedrooms, 3 beds
16–21 Nov
4.96 out of 5 average rating, 98 reviews
Top guest favourite
Home in Fulton
Wine Country Cottage Escape
2 bedrooms, 3 beds
29 Aug – 3 Sept
4.95 out of 5 average rating, 105 reviews
Top guest favourite
Farm stay in Healdsburg
Gracianna Winery Vineyard Loft - Farm Stay
1 king bed
16–21 Nov
4.97 out of 5 average rating, 705 reviews
Guest favourite
Townhouse in Windsor
Wine and Golf Paradise in Windsor, CA (#1)
2 bedrooms, 4 beds
23–28 Aug
4.87 out of 5 average rating, 101 reviews