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Search results; Over 1,000 homes in Windsor

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Top guest favourite
Apartment in Windsor
Skyline Escape (B) at Windsor Lake
2 bedrooms, 2 beds, 1 private bathroom
19–24 Sept
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4.98 out of 5 average rating, 62 reviews
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Guest house in Windsor
Walk to Lake, Restaurants, & Pickleball.
1 bed, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 118 reviews
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Home in Windsor
Locust Estates Luxury Home – Downtown Windsor
6 bedrooms, 11 beds, 3.5 bathrooms
1–6 Sept
4.96 out of 5 average rating, 123 reviews
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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
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Room in Windsor
Cozy Windsor Queen Guest Bedroom #2
1 queen bed, 1 bathroom
4–9 Sept
5.0 out of 5 average rating, 14 reviews
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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, 201 reviews
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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
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Top 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, 84 reviews
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Guest suite in Windsor
Guest Suite
1 bedroom, 1 bed, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 61 reviews
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Home in Windsor
Windsor Getaway
4 bedrooms, 5 beds, 2.5 bathrooms
19–24 Oct
4.91 out of 5 average rating, 81 reviews
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Guest favourite
Guest suite in Windsor
Simple Serenity
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
4.95 out of 5 average rating, 22 reviews
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Home in Windsor
King size bed! 5-Bedroom Home W/ Outdoor Pergola!
5 bedrooms, 6 beds, 2 bathrooms
26 Sept – 1 Oct
4.95 out of 5 average rating, 166 reviews
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Guest favourite
Guest suite in Windsor
Spectacular Studio
2 beds, 1 bathroom
1–6 Sept
4.86 out of 5 average rating, 66 reviews
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Guest favourite
Home in Windsor
Windsor Peaceful Escape!
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
4.84 out of 5 average rating, 55 reviews
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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, 21 reviews
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Townhouse in Windsor
Family-Friendly Townhome ~ 2 Mi to Windsor Lake!
4 bedrooms, 4 beds, 3.5 bathrooms
1–6 Sept
4.96 out of 5 average rating, 25 reviews
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Guest suite in Windsor
Neighborhood Nest
3 bedrooms, 3 queen beds, 1 bathroom
1–6 Sept
4.89 out of 5 average rating, 54 reviews
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Guest suite in Loveland
Lake House Guest Suite - Perfect Location!!!
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.98 out of 5 average rating, 264 reviews
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Guest suite in Windsor
Cheerful Pet-Friendly Lower Level Stay
2 bedrooms, 12 beds, 1 bathroom
15–20 Sept
4.9 out of 5 average rating, 30 reviews