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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
8–13 Nov
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4.89 out of 5 average rating, 169 reviews
Guest favourite
Home in Caledon
Modern- Cozy House by Nature for Full Family of 13
5 bedrooms, 7 beds, 4.5 bathrooms
15–20 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 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
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
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
Boutique hotel in Orangeville
The Nest Suites - Blue Jay Suite
1 bedroom, 1 queen bed, 1 bathroom
30 Oct – 4 Nov
5.0 out of 5 average rating, 9 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
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
Guest suite in Orangeville
Garden Studio Orangeville
1 bedroom, 1 queen bed, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 202 reviews
Guest favourite
Home in Caledon
Stylish Caledon Retreat | Bright&Peaceful 5BR Stay
5 bedrooms, 6 beds, 3.5 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 9 reviews
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
Guest favourite
Home in Alton
Close to TPC Toronto, Alton Mill & Millcroft Inn
4 bedrooms, 4 beds, 3.5 bathrooms
7–12 Dec
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Milton
Cozy Campbellville
4 bedrooms, 5 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 63 reviews
Guest favourite
Flat in Caledon
Entire Private one bedroom apartment Alton, Ont
1 bedroom, 2 beds, 1 bathroom
14–19 Sept
4.95 out of 5 average rating, 44 reviews
Top guest favourite
Home in Orangeville
Memory Lane
1 bedroom, 1 bed, 1 bathroom
16–21 Dec
4.94 out of 5 average rating, 18 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
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
Guest suite in Brampton
This Is Home
2 bedrooms, 3 beds, 1 bathroom
13–18 Oct
5.0 out of 5 average rating, 49 reviews