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Search results; Over 1,000 homes in Windsor

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Guest favourite
Guest suite in Windsor
Swanky Downtown Getaway!
2 bedrooms, 2 beds, 1 private bathroom
9–14 Jan
,
4.93 out of 5 average rating, 235 reviews
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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
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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, 166 reviews
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Home in Windsor
The Windsor Exchange Retreat
3 bedrooms, 5 beds
20–25 Sept
5.0 out of 5 average rating, 8 reviews
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Home in Windsor
Windsor Getaway
4 bedrooms, 5 beds
19–24 Oct
4.91 out of 5 average rating, 82 reviews
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Flat in Windsor
Lake Life on Birch ~ Boardwalk Park
2 bedrooms, 2 beds
2–7 Sept
4.95 out of 5 average rating, 126 reviews
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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
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Apartment in Windsor
Skyline Escape (B) at Windsor Lake
2 bedrooms, 2 beds
19–24 Sept
4.98 out of 5 average rating, 62 reviews
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Top guest favourite
Guest suite in Windsor
Guest Suite
1 bedroom, 1 bed
13–18 Sept
4.97 out of 5 average rating, 62 reviews
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Home in Windsor
Downtown Retreat with Outdoor Oasis
3 bedrooms, 5 beds
1–6 Sept
5.0 out of 5 average rating, 9 reviews
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Home in Windsor
Locust Estates Luxury Home – Downtown Windsor
6 bedrooms, 11 beds
1–6 Sept
4.96 out of 5 average rating, 123 reviews
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Guest favourite
Home in Windsor
Windsor Peaceful Escape!
3 bedrooms, 4 beds
20–25 Sept
4.82 out of 5 average rating, 56 reviews
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Room in Windsor
Cozy Windsor Queen Guest Bedroom #1
1 queen bed
19–24 Sept
4.96 out of 5 average rating, 26 reviews
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Guest favourite
Home in Windsor
Park Views~Affordable Comfort~Walk to Downtown
3 bedrooms, 4 beds
14–19 Sept
4.91 out of 5 average rating, 34 reviews
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Apartment in Windsor
*Chic & Colorful Condo near Lake & Trails!*
2 bedrooms, 2 queen beds
12–17 Sept
4.98 out of 5 average rating, 61 reviews
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Home in Windsor
Timberline Retreat - Great for teams & families!
3 bedrooms, 7 beds
13–18 Sept
5.0 out of 5 average rating, 53 reviews
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Room in Windsor
Private room in our quiet home - no chores!
1 queen bed
1–6 Sept
4.95 out of 5 average rating, 85 reviews
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Home in Windsor
Prime Location | EV Outlet | Pets Ok - Sleeps 14
6 bedrooms, 8 beds
7–12 Sept
5.0 out of 5 average rating, 24 reviews
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Home in Windsor
Cozy Family Home with Game Room and Big Yard
4 bedrooms, 5 beds
4–9 Sept
5.0 out of 5 average rating, 7 reviews