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Search results; Over 1,000 homes in Caledon

Guest favourite
Boutique hotel in Caledon
Cheltenham Suites - The Escarpment Suite
2 bedrooms, 2 beds, 1 private bathroom
31 Aug – 5 Sept
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4.9 out of 5 average rating, 164 reviews
Top guest favourite
Home in Caledon
Modern-Detached 5 Bedroom~100% Spotless-Sleeps 13
5.0 out of 5 average rating, 17 reviews, 5 bedrooms, 7 beds, 4.5 bathrooms
14–19 Sept
Guest favourite
Home in Caledon
Luxury Family Home•Fireplace•Backyard•NearBrampton
4.92 out of 5 average rating, 79 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
27 Sept – 2 Oct
Top guest favourite
Guest suite in Bolton West
Guests praise:Spotlessly Clean, SelfCheck-In, WiFi
4.99 out of 5 average rating, 82 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
20–25 Jul
Guest favourite
Flat in Alton
The Potters Retreat
4.97 out of 5 average rating, 37 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
27 Jul – 1 Aug
Home in Caledon
Family Home
New place to stay, 3 bedrooms, 3 beds, 1 bathroom
5–10 Aug
Room in Caledon
Private Queen Room with Ensuite Bath
New place to stay, 1 queen bed, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Home in Bradford West Gwillimbury
Cottage Retreat, Sauna, campfire, full disconnect
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
26–31 Jul
Top guest favourite
Bungalow in Orangeville
The Green Lodge - Upper Level Raised Bungalow
5.0 out of 5 average rating, 16 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
Guest favourite
Home in Bolton West
Perfect Group Getaway Large House with Style
5.0 out of 5 average rating, 7 reviews, 6 bedrooms, 7 beds, 6.5 bathrooms
20–25 Jul
Home in Caledon
Cozy 3BR Caledon Retreat with Patio & Outdoor BBQ
New place to stay, 3 bedrooms, 3 beds, 2.5 bathrooms
16–21 Aug
Guest favourite
Home in Orangeville
The Crown Suite
5.0 out of 5 average rating, 13 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Guest suite in Brampton
Lake Guest Suit> 15 mins YYZ>private whole place
4.95 out of 5 average rating, 151 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Townhouse in Brampton
Spacious 3Bed, 3Bath 2Parking, Pvt Yard, Fast Wifi
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 3 beds, 2 bathrooms
1–6 Nov
Guest favourite
Home in Brampton
Spacious Family Home w/Backyard & BBQ
5.0 out of 5 average rating, 10 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Dome in Guelph/Eramosa
Sunset Dome in Wellington County
5.0 out of 5 average rating, 15 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
7–12 Aug
Guest suite in Halton Hills
Heritage designated home with pool & big garden
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Aug
Guest favourite
Flat in Brampton
Luxury Basement in Brampton
5.0 out of 5 average rating, 11 reviews, 2 bedrooms, 3 beds, 1 bathroom
11–16 Sept
Top guest favourite
Home in Orangeville
Elba Haus | 63-Acre Private Retreat + Hot Tub
5.0 out of 5 average rating, 12 reviews, 5 bedrooms, 5 beds, 4 bathrooms
17–22 Aug