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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, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 81 reviews
Top guest favourite
Home in Windsor
Pink kitchen • karaoke lounge • hot tub • walkable
3 bedrooms, 3 beds, 2.5 bathrooms
25–30 Sept
5.0 out of 5 average rating, 8 reviews
Apartment in Windsor
WorldMark Windsor One-Bedroom Condo
1 bedroom, 1 king bed, 1 bathroom
12–17 Oct
4.71 out of 5 average rating, 35 reviews
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, 71 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
Rooms in Windsor
Two-room suite for 1-4 guests
2 bedrooms, 2 queen beds, 1 bathroom
25–30 Oct
4.93 out of 5 average rating, 54 reviews
Superhost
Home in Windsor
Wine Country Escape | Hot Tub & Fire Pit
3 bedrooms, 7 beds, 2 bathrooms
27 Sept – 2 Oct
Guest favourite
Home in Windsor
Gourmet Kitchen in Wine Country w/Hot Tub + Office
4 bedrooms, 7 beds, 2.5 bathrooms
21–26 Sept
4.95 out of 5 average rating, 116 reviews
Flat in Windsor
Enjoy Wine Country
2 bedrooms, 1 queen bed, 2 bathrooms
20–25 Sept
Guest favourite
Home in Windsor
Spacious Windsor Retreat | 4BR Home w/ Patio & BBQ
4 bedrooms, 5 beds, 3 bathrooms
14–19 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Serviced apartment in Windsor
Wine Country 2 Bedroom Sleeps 6!
2 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.95 out of 5 average rating, 96 reviews
Superhost
Home in Healdsburg
Wine Country Gem | Pool | Hot tub | BBQ
4 bedrooms, 7 beds, 3 bathrooms
18–23 Sept
4.95 out of 5 average rating, 66 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, 98 reviews
Luxe
Villa in Healdsburg
New! The Quails Crossing- Healdsburg Vineyard Home
4 bedrooms, 4 beds, 4.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 96 reviews
Guest favourite
Room in Windsor
Rivermind, a Wine Country Retreat #1
1 queen bed, 1 bathroom
8–13 Sept
4.93 out of 5 average rating, 170 reviews
Top guest favourite
Room in Windsor
Wine Country Stay
1 queen bed, 1 bathroom
8–13 Sept
4.9 out of 5 average rating, 214 reviews
Guest favourite
Townhouse in Windsor
Wine and Golf Paradise in Windsor, CA (#1)
2 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.88 out of 5 average rating, 104 reviews
Guest favourite
Serviced apartment in Windsor
Windsor 3 Bed/2Bath Condo ~Pool~Hot Tub~Gym
3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.91 out of 5 average rating, 97 reviews