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Search results; Over 1,000 homes in Windsor

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Top guest favourite
Home in Windsor
Casa de la Esperanza:1890s Gem - Hot Tub
5 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 80 reviews
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Top guest favourite
Home in Windsor
The Gilded Bungalow • walk to town green • hot tub
3 bedrooms, 3 beds, 2.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 8 reviews
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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
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Top guest favourite
Home in Windsor
Wine Country Retreat: Pool, Hot Tub, Views & EV
4 bedrooms, 6 beds, 3 bathrooms
21–26 Sept
4.99 out of 5 average rating, 68 reviews
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Guest favourite
Rooms in Windsor
Two-room suite for 1-4 guests
2 bedrooms, 2 queen beds, 1 bathroom
7–12 Sept
4.92 out of 5 average rating, 53 reviews
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Superhost
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
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Guest favourite
Room in Windsor
Wine Country Stay
1 queen bed, 1 bathroom
7–12 Sept
4.9 out of 5 average rating, 214 reviews
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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, 168 reviews
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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
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Superhost
Home in Windsor
Wine Country Escape | Hot Tub & Fire Pit
3 bedrooms, 7 beds, 2 bathrooms
27 Sept – 2 Oct
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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
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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
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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
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Guest favourite
Room in Windsor
Tranquil vineyard retreat
1 queen bed, 1 bathroom
11–16 Sept
4.98 out of 5 average rating, 49 reviews
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Superhost
Home in Healdsburg
Wine Country Gem | Pool | Hot tub | BBQ
4 bedrooms, 7 beds, 3 bathrooms
21–26 Sept
4.95 out of 5 average rating, 66 reviews
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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
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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
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Guest favourite
Home in Santa Rosa
Near Healdsburg, Sonoma County Wine Retreat
4 bedrooms, 4 beds, 2.5 bathrooms
19–24 Sept
4.94 out of 5 average rating, 78 reviews