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Search results; Over 1,000 homes in Windsor

Guest favourite
Flat in Windsor
Sonoma Windsor Wine Country 2 bedroom sleeps 6!
2 bedrooms, 3 beds, 2 private bathrooms
27 Sept – 2 Oct
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4.95 out of 5 average rating, 37 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
Pink kitchen • karaoke lounge • hot tub • walkable
3 bedrooms, 3 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 9 reviews
Guest favourite
Room in Windsor
Rivermind, a Wine Country Retreat #1
1 queen bed
9–14 Sept
4.93 out of 5 average rating, 170 reviews
Room in Windsor
Beautiful Windsor Resort - Spacious 1 Bedroom Unit
2 beds
4–9 Oct
4.82 out of 5 average rating, 11 reviews
Guest favourite
Flat in Windsor
Exemplary Windsor 2 Bedroom +Amenities!
2 bedrooms, 4 beds
20–25 Sept
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Flat in Windsor
Pool + 4 Hot Tubs! Gym, Luxury 2 bedroom villa.
2 bedrooms, 4 beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 113 reviews
Top guest favourite
Room in Windsor
Wine Country Stay
1 queen bed
9–14 Sept
4.9 out of 5 average rating, 214 reviews
Flat in Windsor
Enjoy Wine Country
2 bedrooms, 1 queen bed
20–25 Sept
Guest favourite
Flat 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
Superhost
Apartment in Windsor
Resort Living w/ Pools - 2 Bdm Condo Slps 6
2 bedrooms, 4 beds
13–18 Sept
4.92 out of 5 average rating, 106 reviews
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
Flat in Windsor
Wine Country 2 Bedroom Sleeps 6!
2 bedrooms, 4 beds
9–14 Sept
4.95 out of 5 average rating, 96 reviews
Flat in Windsor
Relax in Wine Country | Spacious 2BR Resort Condo
2 bedrooms, 3 beds
9–14 Sept
New place to stay
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
Flat in Windsor
Request Dates - 6 Guests 2BDR - 1K 1Q 2Twin
2 bedrooms, 3 beds
10–15 Sept
Superhost
Flat in Windsor
Windsor 2 Bed/2 Bath Condo ~Pool~Hot Tub~Gym
2 bedrooms, 4 beds
20–25 Sept
4.86 out of 5 average rating, 201 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
Townhouse in Windsor
Wine and Golf Paradise in Windsor, CA (#2)
2 bedrooms, 3 beds
13–18 Sept
4.92 out of 5 average rating, 78 reviews