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Search results; Over 1,000 homes in Windsor

Top guest favourite
Apartment in Windsor
*Chic & Colorful Condo near Lake & Trails!*
2 bedrooms, 2 beds, 2 private bathrooms
12–17 Sept
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4.98 out of 5 average rating, 61 reviews
Top guest favourite
Guest house in Windsor
Walk to Lake, Restaurants, & Pickleball.
1 bed, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 116 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, 5 reviews
Top guest favourite
Home in Windsor
King size bed! 5-Bedroom Home W/ Outdoor Pergola!
5 bedrooms, 6 beds, 2 bathrooms
17–22 Nov
4.95 out of 5 average rating, 166 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, 81 reviews
Guest favourite
Guest suite in Windsor
Swanky Downtown Getaway!
2 bedrooms, 2 beds, 1 bathroom
1–6 Nov
4.93 out of 5 average rating, 234 reviews
Top guest favourite
Guest suite in Windsor
Guest Suite
1 bedroom, 1 bed, 1 bathroom
1–6 Sept
4.97 out of 5 average rating, 59 reviews
Top guest favourite
Home in Windsor
Quiet peaceful home near Chimney Park
3 bedrooms, 3 beds, 2 bathrooms
25–30 Sept
4.94 out of 5 average rating, 200 reviews
Guest favourite
Home in Windsor
Fantastic for Families or Working Professionals!
4 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
4.88 out of 5 average rating, 16 reviews
Top guest favourite
Room in Windsor
Cozy Windsor Queen Guest Bedroom #1
1 queen bed, 1 bathroom
19–24 Sept
4.96 out of 5 average rating, 26 reviews
Top guest favourite
Apartment in Windsor
Skyline Escape (B) at Windsor Lake
2 bedrooms, 2 beds, 1 bathroom
19–24 Sept
4.98 out of 5 average rating, 62 reviews
Top guest favourite
Flat in Windsor
Lake Life on Birch ~ Boardwalk Park
2 bedrooms, 2 beds, 1.5 bathrooms
2–7 Sept
4.95 out of 5 average rating, 125 reviews
Guest favourite
Home in Windsor
Perfect Home Base | Walk to Downtown | Sleeps 11!
4 bedrooms, 5 beds, 2.5 bathrooms
1–6 Sept
4.75 out of 5 average rating, 12 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
Guest favourite
Room in Windsor
Private room in our quiet home - no chores!
1 queen bed, 1 bathroom
1–6 Sept
4.95 out of 5 average rating, 83 reviews
Guest favourite
Room in Windsor
Five Star Space On Windsor Lake @ Boardwalk Park
1 queen bed, 1 bathroom
1–6 Sept
4.84 out of 5 average rating, 31 reviews
Guest favourite
Home in Windsor
Windsor Escape - Sophisticated 2/Br Condo
2 bedrooms, 3 beds, 2 bathrooms
15–20 Sept
4.82 out of 5 average rating, 28 reviews
Guest favourite
Place to stay in Windsor
Private, Two Bedroom Suite in Modern Home
2 bedrooms, 2 beds, 1 bathroom
5–10 Oct
4.89 out of 5 average rating, 56 reviews
Guest favourite
Guest suite in Windsor
Cheerful Pet-Friendly Lower Level Stay
2 bedrooms, 12 beds, 1 bathroom
14–19 Sept
4.9 out of 5 average rating, 30 reviews