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Search results; Over 1,000 homes in Windsor

Guest favourite
Home in Windsor
Hot Tub Oasis: Unwind in this beautiful home near
3 bedrooms, 5 beds, 2 private bathrooms
14–19 Sept
,
4.95 out of 5 average rating, 130 reviews
Top guest favourite
Guest house in Windsor
Walk to Lake, Restaurants, & Pickleball.
1 bed
21–26 Sept
5.0 out of 5 average rating, 118 reviews
Top guest favourite
Room in Windsor
Cozy Windsor Queen Guest Bedroom #1
1 queen bed
19–24 Sept
4.96 out of 5 average rating, 26 reviews
Guest favourite
Home in Windsor
The Windsor Exchange Retreat
3 bedrooms, 5 beds
20–25 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Guest suite in Windsor
Guest Suite
1 bedroom, 1 bed
13–18 Sept
4.97 out of 5 average rating, 63 reviews
Top guest favourite
Home in Windsor
King size bed! 5-Bedroom Home W/ Outdoor Pergola!
5 bedrooms, 6 beds
27 Nov – 2 Dec
4.95 out of 5 average rating, 167 reviews
Guest favourite
Guest suite in Windsor
Swanky Downtown Getaway!
2 bedrooms, 2 beds
9–14 Jan
4.93 out of 5 average rating, 235 reviews
Top guest favourite
Home in Windsor
Locust Estates Luxury Home – Downtown Windsor
6 bedrooms, 11 beds
13–18 Sept
4.96 out of 5 average rating, 123 reviews
Guest favourite
Guest suite in Windsor
Cheerful Pet-Friendly Lower Level Stay
2 bedrooms, 12 beds
15–20 Sept
4.9 out of 5 average rating, 30 reviews
Guest favourite
Home in Windsor
Windsor Getaway
4 bedrooms, 5 beds
19–24 Oct
4.92 out of 5 average rating, 83 reviews
Top guest favourite
Home in Windsor
Courtside Estates • Luxury Stay w/ Pickleball
7 bedrooms, 12 beds
22–27 Sept
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Home in Windsor
Quiet peaceful home near Chimney Park
3 bedrooms, 3 beds
22–27 Oct
4.94 out of 5 average rating, 201 reviews
Guest favourite
Guest house in Windsor
Private Apt in Heart of Windsor
1 bedroom, 1 bed
7–12 Sept
4.88 out of 5 average rating, 8 reviews
Superhost
Guest suite in Windsor
Neighborhood Nest
3 bedrooms, 3 queen beds
13–18 Sept
4.89 out of 5 average rating, 54 reviews
Guest favourite
Home in Windsor
Windsor Peaceful Escape!
3 bedrooms, 4 beds
20–25 Sept
4.82 out of 5 average rating, 56 reviews
Top guest favourite
Apartment in Windsor
Skyline Escape (B) at Windsor Lake
2 bedrooms, 2 beds
19–24 Oct
4.98 out of 5 average rating, 62 reviews
Guest favourite
Home in Windsor
Windsor Escape - Sophisticated 2/Br Condo
2 bedrooms, 3 beds
15–20 Sept
4.83 out of 5 average rating, 30 reviews
Guest favourite
Room in Windsor
Comfortable & beautiful house
1 bed
10–15 Sept
4.85 out of 5 average rating, 82 reviews
Top guest favourite
Flat in Windsor
Lake Life on Birch ~ Boardwalk Park
2 bedrooms, 2 beds
22–27 Sept
4.95 out of 5 average rating, 126 reviews