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Search results; Over 1,000 homes in Windsor

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Home in Windsor
Wine Country Home | Hot Tub | 5BR Near Healdsburg
5 bedrooms, 5 beds, 3 private bathrooms
9–14 Sept
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4.82 out of 5 average rating, 159 reviews
Apartment in Windsor
WorldMark Windsor One-Bedroom Condo
1 bedroom, 1 king bed, 1 bathroom
20–25 Sept
4.71 out of 5 average rating, 35 reviews
Top guest favourite
Home in Windsor
Casa de la Esperanza:1890s Gem - Hot Tub
5 bedrooms, 6 beds, 3 bathrooms
14–19 Sept
5.0 out of 5 average rating, 80 reviews
Top guest favourite
Home in Windsor
The Gilded Bungalow • walk to town green • hot tub
3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Windsor
Wine Country Retreat: Pool, Hot Tub, Views & EV
4 bedrooms, 6 beds, 3 bathrooms
13–18 Sept
4.99 out of 5 average rating, 68 reviews
Guest favourite
Room in Windsor
Wine Country Stay
1 queen bed, 1 bathroom
7–12 Sept
4.9 out of 5 average rating, 213 reviews
Flat in Windsor
Windsor Resort Getaway
2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
New place to stay
Guest favourite
Rooms in Windsor
Two-room suite for 1-4 guests
2 bedrooms, 2 queen beds, 1 bathroom
5–10 Sept
4.94 out of 5 average rating, 52 reviews
Top guest favourite
Home in Windsor
Gorgeous Victorian in the HEART of Windsor
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.99 out of 5 average rating, 134 reviews
Guest favourite
Apartment in Windsor
Make This Your Best Vacation Ever - 2 Bdrm Condo
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.92 out of 5 average rating, 59 reviews
Flat in Windsor
Wine Country 2BR/2BA near Sonoma & Russian River.
2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
New place to stay
Top guest favourite
Room in Windsor
Rivermind, a Wine Country Retreat #1
1 queen bed, 1 bathroom
7–12 Sept
4.93 out of 5 average rating, 167 reviews
Guest favourite
Apartment in Windsor
Great Wine Country and Golfing Resort Getaway!
2 bedrooms, 4 beds, 2 bathrooms
24–29 Dec
4.95 out of 5 average rating, 97 reviews
Guest favourite
Townhouse in Windsor
Wine and Golf Paradise in Windsor, CA (#1)
2 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.87 out of 5 average rating, 102 reviews
Guest favourite
Serviced apartment in Windsor
Wine Country 2 Bedroom Sleeps 6!
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.95 out of 5 average rating, 95 reviews
Guest favourite
Home in Windsor
Gourmet Kitchen in Wine Country w/Hot Tub + Office
4 bedrooms, 7 beds, 2.5 bathrooms
6–11 Sept
4.95 out of 5 average rating, 115 reviews
Guest favourite
Serviced apartment in Windsor
Windsor/Sonoma 2 Bed/2 Bath Condo Resort~Pool~
2 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
4.89 out of 5 average rating, 72 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
Guest favourite
Home in Santa Rosa
5-Bedroom Creekside Wine Country Retreat
5 bedrooms, 7 beds, 3 bathrooms
7–12 Sept
4.96 out of 5 average rating, 100 reviews