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Search results; Over 1,000 homes in Windsor

Guest favourite
Serviced apartment in Windsor
WorldMark Windsor Three-Bedroom Condo *Hot Tubs*
3 bedrooms, 5 beds, 2 shared bathrooms
8–13 Nov
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5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Windsor
Casa de la Esperanza:1890s Gem - Hot Tub
5 bedrooms, 6 beds
20–25 Sept
5.0 out of 5 average rating, 81 reviews
Apartment in Windsor
WorldMark Windsor Two-Bedroom Condo
2 bedrooms, 3 beds
7–12 Sept
4.4 out of 5 average rating, 53 reviews
Top guest favourite
Home in Windsor
Wine Country Retreat: Pool, Hot Tub, Views & EV
4 bedrooms, 6 beds
21–26 Sept
4.99 out of 5 average rating, 69 reviews
Top guest favourite
Home in Windsor
The Gilded Bungalow • walk to town green • hot tub
3 bedrooms, 3 beds
4–9 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Windsor
Gorgeous Victorian in the HEART of Windsor
3 bedrooms, 3 beds
27 Sept – 2 Oct
4.99 out of 5 average rating, 134 reviews
Guest favourite
Rooms in Windsor
Two-room suite for 1-4 guests
2 bedrooms, 2 queen beds
7–12 Sept
4.93 out of 5 average rating, 54 reviews
Guest favourite
Home in Windsor
Spacious Windsor Retreat | 4BR Home w/ Patio & BBQ
4 bedrooms, 5 beds
14–19 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Windsor
Gourmet Kitchen in Wine Country w/Hot Tub + Office
4 bedrooms, 7 beds
6–11 Sept
4.95 out of 5 average rating, 116 reviews
Superhost
Home in Windsor
Wine Country Escape | Hot Tub & Fire Pit
3 bedrooms, 7 beds
27 Sept – 2 Oct
Guest favourite
Serviced apartment in Windsor
Windsor/Sonoma 2 Bed/2 Bath Condo Resort~Pool~
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.89 out of 5 average rating, 72 reviews
Guest favourite
Townhouse in Windsor
Wine and Golf Paradise in Windsor, CA (#1)
2 bedrooms, 4 beds
20–25 Sept
4.87 out of 5 average rating, 103 reviews
Guest favourite
Serviced apartment in Windsor
Wine Country 2 Bedroom Sleeps 6!
2 bedrooms, 4 beds
7–12 Sept
4.95 out of 5 average rating, 95 reviews
Flat in Windsor
Enjoy Wine Country
2 bedrooms, 1 queen bed
20–25 Sept
Top guest favourite
Room in Windsor
Rivermind, a Wine Country Retreat #1
1 queen bed
7–12 Sept
4.93 out of 5 average rating, 168 reviews
Luxe
Villa in Healdsburg
New! The Quails Crossing- Healdsburg Vineyard Home
4 bedrooms, 4 beds
7–12 Sept
5.0 out of 5 average rating, 95 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 Windsor
Winelight Vineyard Home With Spa
2 bedrooms, 2 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 445 reviews
Top guest favourite
Home in Fulton
Wine Country Cottage Escape
2 bedrooms, 3 beds
20–25 Sept
4.95 out of 5 average rating, 107 reviews