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Search results; Over 1,000 homes in Caledon

Top guest favourite
Flat in Caledon
Separate apartment with pool, on golf course.
Studio, 1 bed, 1 private bathroom
9–14 Sept
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4.95 out of 5 average rating, 109 reviews
Guest favourite
Home in Caledon
Modern- Cozy House by Nature for Full Family of 13
5 bedrooms, 7 beds, 4.5 bathrooms
14–19 Sept
4.91 out of 5 average rating, 22 reviews
Top guest favourite
Home in Caledon
Modern Family Home•Fireplace•Backyard•NearBrampton
3 bedrooms, 3 beds, 2.5 bathrooms
27 Sept – 2 Oct
4.93 out of 5 average rating, 87 reviews
Home in Caledon
Charming Home Near Caledon Trails
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Caledon
Luxury - Sleeps 10 - Smart Home - PS5 - 85” OLED
4 bedrooms, 6 beds, 3.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Palgrave
Relaxing Luxury Palgrave Cottage w/pool on 3 acres
4 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Home in Bolton West
Perfect Group Getaway Large House with Style
6 bedrooms, 7 queen beds, 6.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Caledon
Modern 2BR Private Suite | Prime Location
2 bedrooms, 2 queen beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 9 reviews
Flat in Brampton
Fresh Splendor Basement Apartment
2 bedrooms, 2 queen beds, 1 bathroom
12–17 Sept
New place to stay
Guest favourite
Home in Brampton
Five-Star Comfort in a Luxury Home
4 bedrooms, 4 queen beds, 5 bathrooms
20–25 Sept
4.71 out of 5 average rating, 17 reviews
Guest favourite
Guest house in Orangeville
Hideaway newly built
1 bedroom, 4 beds, 1 bathroom
30 Sept – 5 Oct
5.0 out of 5 average rating, 7 reviews
Home in Brampton
Spacious 4BR Family Home • Private Yard & Parking
4 bedrooms, 4 beds, 3 bathrooms
10–15 Oct
New place to stay
Guest favourite
Home in Brampton
Cozy opened-space concept house on three levels
5 bedrooms, 5 beds, 4.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Orangeville
Elba Haus | 63-Acre Private Retreat + Hot Tub
5 bedrooms, 5 beds, 4 bathrooms
11–16 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Townhouse in Vaughan
Cozy Kleinburg Home near YYZ/Wonderland
3 bedrooms, 4 beds, 2.5 bathrooms
8–13 Sept
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Home in Bolton West
Bright 3-Bedroom Main Floor Suite in Bolton West
3 bedrooms, 3 beds, 1 bathroom
21–26 Oct
5.0 out of 5 average rating, 26 reviews
Home in Caledon
Beautiful private bungalow off King
3 bedrooms, 2 beds, 1 bathroom
9–14 Sept
New place to stay
Home in Mulmur
Experience peace in the rolling hills of Mulmur!
7 bedrooms, 9 beds, 3.5 bathrooms
13–18 Sept
New place to stay
Superhost
Apartment in Mississauga
Sunset Retreat | 2BR/2BA | CN Tower View + Parking
2 bedrooms, 3 beds, 2 bathrooms
9–14 Oct
New place to stay