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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
16–21 Aug
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4.9 out of 5 average rating, 58 reviews
Top guest favourite
Room in Windsor
Rivermind, a Wine Country Retreat #1
1 queen bed, 1 bathroom
9–14 Aug
4.93 out of 5 average rating, 164 reviews
Apartment in Windsor
WorldMark Windsor One-Bedroom Condo
1 bedroom, 1 king bed, 1 bathroom
16–21 Aug
4.7 out of 5 average rating, 33 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, 6 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, 49 reviews
Guest favourite
Home in Windsor
Spacious Windsor Retreat | 4BR Home w/ Patio & BBQ
4 bedrooms, 5 beds, 3 bathrooms
6–11 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Room in Windsor
Wine Country Stay
1 queen bed, 1 bathroom
23–28 Aug
4.9 out of 5 average rating, 212 reviews
Top guest favourite
Home in Windsor
Winelight Vineyard Home With Spa
2 bedrooms, 2 beds, 1 bathroom
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, 3 bathrooms
7–12 Aug
5.0 out of 5 average rating, 77 reviews
Top guest favourite
Home in Healdsburg
Healdsburg Garden House
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.93 out of 5 average rating, 653 reviews
Top guest favourite
Home in Santa Rosa
Private ranch home with fireplace
3 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 8 reviews
Home in Windsor
Adventures surround this charming 2bedroom home.
2 bedrooms, 5 beds, 2 bathrooms
8–13 Aug
4.79 out of 5 average rating, 72 reviews
Top guest favourite
Home in Santa Rosa
Amazing Santa Rosa Wine Escape Home
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.95 out of 5 average rating, 153 reviews
Room in Santa Rosa
Golf Course Sanctuary-Designed for Travel Nurses
1 queen bed, 1 bathroom
30 Sept – 5 Oct
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Santa Rosa
Centrally Located, Modern Wine Country Estate
3 bedrooms, 4 beds, 2.5 bathrooms
6–11 Sept
4.94 out of 5 average rating, 234 reviews
Top guest favourite
Home in Windsor
Gorgeous Victorian in the HEART of Windsor
3 bedrooms, 3 beds, 2 bathrooms
25–30 Aug
4.99 out of 5 average rating, 133 reviews
Guest favourite
Home in Healdsburg
Bermudes Family Vineyard View Healdsburg House
2 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Windsor
Wine Country Retreat: Pool, Hot Tub, Views & EV
4 bedrooms, 6 beds, 3 bathrooms
27 Aug – 1 Sept
4.99 out of 5 average rating, 67 reviews
Guest favourite
Villa in Healdsburg
Hilltop Villa with Sweeping Views & Trail Access
2 bedrooms, 2 king beds, 2 bathrooms
9–14 Aug
4.94 out of 5 average rating, 196 reviews