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Search results; Over 1,000 homes in Windsor

Superhost
Apartment in Windsor
Windsor, CA, 2-Bdrm Twin #1
2 bedrooms, 4 beds, 2 private bathrooms
20–25 Sept
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Top guest favourite
Home in Windsor
Pink kitchen • karaoke lounge • hot tub • walkable
3 bedrooms, 3 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 9 reviews
Apartment in Windsor
WorldMark Windsor One-Bedroom Condo
1 bedroom, 1 king bed
4–9 Oct
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
20–25 Sept
5.0 out of 5 average rating, 81 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
Top guest favourite
Home in Windsor
Wine Country Retreat: Pool, Hot Tub, Views & EV
4 bedrooms, 6 beds
27 Sept – 2 Oct
4.99 out of 5 average rating, 72 reviews
Superhost
Home in Windsor
Wine Country Escape | Hot Tub & Fire Pit
3 bedrooms, 7 beds
27 Sept – 2 Oct
Guest favourite
Rooms in Windsor
Two-room suite for 1-4 guests
2 bedrooms, 2 queen beds
25–30 Oct
4.93 out of 5 average rating, 54 reviews
Guest favourite
Home in Windsor
Gourmet Kitchen in Wine Country w/Hot Tub + Office
4 bedrooms, 7 beds
4–9 Oct
4.95 out of 5 average rating, 116 reviews
Flat in Windsor
Enjoy Wine Country
2 bedrooms, 1 queen bed
20–25 Sept
Guest favourite
Townhouse in Windsor
Wine and Golf Paradise in Windsor, CA (#1)
2 bedrooms, 4 beds
20–25 Sept
4.88 out of 5 average rating, 104 reviews
Superhost
Home in Healdsburg
Wine Country Gem | Pool | Hot tub | BBQ
4 bedrooms, 7 beds
4–9 Oct
4.95 out of 5 average rating, 66 reviews
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, 73 reviews
Top guest favourite
Home in Santa Rosa
Pup Friendly GET Away to WINE Country- 3 bdrm Home
3 bedrooms, 3 beds
19–24 Oct
4.96 out of 5 average rating, 298 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
Guest favourite
Apartment in Windsor
Great Wine Country and Golfing Resort Getaway!
2 bedrooms, 4 beds
24–29 Dec
4.95 out of 5 average rating, 98 reviews
Top guest favourite
Room in Windsor
Rivermind, a Wine Country Retreat #2
1 queen bed
14–19 Sept
4.93 out of 5 average rating, 136 reviews
Guest favourite
Home in Windsor
5BR Vineyard Estate | Hot Tub | Near Healdsburg
5 bedrooms, 6 beds
11–16 Oct
4.88 out of 5 average rating, 60 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