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Search results; Over 1,000 homes in Windsor

Top guest favourite
Guest house in Windsor
Walk to Lake, Restaurants, & Pickleball.
1 bed, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 118 reviews
Guest favourite
Home in Windsor
The Windsor Exchange Retreat
3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Room in Windsor
Cozy Windsor Queen Guest Bedroom #2
1 queen bed, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Windsor
Windsor Getaway
4 bedrooms, 5 beds, 2.5 bathrooms
19–24 Oct
4.91 out of 5 average rating, 85 reviews
Top guest favourite
Home in Windsor
King size bed! 5-Bedroom Home W/ Outdoor Pergola!
5 bedrooms, 6 beds, 2 bathrooms
27 Nov – 2 Dec
4.95 out of 5 average rating, 168 reviews
Top guest favourite
Guest suite in Windsor
Guest Suite
1 bedroom, 1 bed, 1 bathroom
26 Sept – 1 Oct
4.97 out of 5 average rating, 63 reviews
Guest favourite
Guest suite in Windsor
Swanky Downtown Getaway!
2 bedrooms, 2 beds, 1 bathroom
9–14 Jan
4.93 out of 5 average rating, 235 reviews
Guest favourite
Home in Windsor
Windsor Peaceful Escape!
3 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
4.82 out of 5 average rating, 56 reviews
Top guest favourite
Flat in Windsor
Lake Life on Birch ~ Boardwalk Park
2 bedrooms, 2 beds, 1.5 bathrooms
22–27 Sept
4.95 out of 5 average rating, 126 reviews
Guest favourite
Room in Windsor
Comfortable & beautiful house
1 bed, 1 bathroom
10–15 Sept
4.85 out of 5 average rating, 82 reviews
Top guest favourite
Home in Windsor
Quiet peaceful home near Chimney Park
3 bedrooms, 3 beds, 2 bathrooms
22–27 Oct
4.94 out of 5 average rating, 201 reviews
Guest favourite
Home in Windsor
Windsor Escape - Sophisticated 2/Br Condo
2 bedrooms, 3 beds, 2 bathrooms
15–20 Sept
4.83 out of 5 average rating, 30 reviews
Top guest favourite
Guest house in Windsor
Ranch Retreat
1 bedroom, 2 beds, 1 bathroom
13–18 Oct
4.98 out of 5 average rating, 94 reviews
Guest favourite
Guest suite in Windsor
Simple Serenity
1 bedroom, 1 queen bed, 1 bathroom
7–12 Sept
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Apartment in Windsor
Skyline Escape (B) at Windsor Lake
2 bedrooms, 2 beds, 1 bathroom
19–24 Oct
4.98 out of 5 average rating, 62 reviews
Top guest favourite
Room in Windsor
Private room in our quiet home - no chores!
1 queen bed, 1 bathroom
8–13 Sept
4.95 out of 5 average rating, 85 reviews
Top guest favourite
Home in Windsor
Locust Estates Luxury Home – Downtown Windsor
6 bedrooms, 11 beds, 3.5 bathrooms
18–23 Sept
4.96 out of 5 average rating, 123 reviews
Top guest favourite
Home in Windsor
Courtside Estates • Luxury Stay w/ Pickleball
7 bedrooms, 12 beds, 5 bathrooms
22–27 Sept
4.95 out of 5 average rating, 22 reviews