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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
15–20 Sept
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4.95 out of 5 average rating, 109 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
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
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 Palgrave
Relaxing Luxury Palgrave Cottage w/pool on 3 acres
4 bedrooms, 5 beds, 3 bathrooms
4–9 Oct
4.97 out of 5 average rating, 38 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 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
Home in Brampton
Convenient 3-bedroom House
3 bedrooms, 3 beds, 1 bathroom
21–26 Sept
New place to stay
Guest favourite
Home in Caledon
Modern 2BR Private Suite | Prime Location
2 bedrooms, 2 queen beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 9 reviews
Home in Caledon
A comfortable peaceful home!
3 bedrooms, 3 queen beds, 3.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Guest suite in Brampton
Lake Guest Suit> 15 mins YYZ>private whole place
1 bedroom, 1 king bed, 1 bathroom
21–26 Sept
4.96 out of 5 average rating, 166 reviews
Guest favourite
Home in Brampton
Five-Star Comfort in a Luxury Home
4 bedrooms, 4 queen beds, 5 bathrooms
20–25 Sept
4.72 out of 5 average rating, 18 reviews
Guest favourite
Guest suite in Bolton West
Guests praise:Spotlessly Clean, SelfCheck-In, WiFi
2 bedrooms, 2 queen beds, 1.5 bathrooms
27 Sept – 2 Oct
4.99 out of 5 average rating, 91 reviews
Top guest favourite
Flat in Brampton
Elegant 2BR Basement Retreat – Private & Cozy.
2 bedrooms, 2 queen beds, 1 bathroom
12–17 Oct
4.99 out of 5 average rating, 68 reviews
Barn in Caledon Village
The Caledon Barn Home
3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Feb
5.0 out of 5 average rating, 3 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
Flat in Brampton
Walk-out Basement with Private Entrance
2 bedrooms, 2 beds, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Bolton West
Bright 3-Bedroom Main Floor Suite in Bolton West
3 bedrooms, 3 beds, 1 bathroom
31 Oct – 5 Nov
5.0 out of 5 average rating, 26 reviews
Flat in Mississauga
Modern 2BR Luxury Suite | Spacious & Comfortable
2 bedrooms, 2 beds, 1 bathroom
4–9 Nov
New place to stay