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Search results; Over 1,000 homes in Caledon

Top guest favourite
Guest suite in Caledon
Beautiful Retreat in Caledon
3 bedrooms, 3 beds, 2 private bathrooms
22–27 Sept
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5.0 out of 5 average rating, 53 reviews
Home in Caledon
Charming Home Near Caledon Trails
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
New place to stay
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
A comfortable peaceful home!
3 bedrooms, 3 queen beds, 3.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Guest suite in Orangeville
"Country Escape" Guest Suite
2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.97 out of 5 average rating, 76 reviews
Top guest favourite
Townhouse in Orangeville
Lightweight Townhouse
3 bedrooms, 3 queen beds, 2.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 8 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
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
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
Top guest favourite
Home in Orangeville
Elba Haus | 63-Acre Private Retreat + Hot Tub
5 bedrooms, 5 beds, 4 bathrooms
8–13 Sept
5.0 out of 5 average rating, 17 reviews
Room in Brampton
Stylish Queen Room with Private Ensuite
1 queen bed, 1.5 bathrooms
3–8 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Brampton
Elegant 2BR Basement Retreat – Private & Cozy.
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Sept
4.99 out of 5 average rating, 68 reviews
Guest favourite
Home in Caledon
Modern 2BR Private Suite | Prime Location
2 bedrooms, 2 queen beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Townhouse in Vaughan
Cozy Kleinburg Home near YYZ/Wonderland
3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Farm stay in Loretto
Character-filled farm guest house on 8 acres
2 bedrooms, 3 beds, 1 bathroom
14–19 Sept
4.95 out of 5 average rating, 85 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
Featured hotel
Room in Mississauga
King jacuzzi suite with living room
1 bathroom
15–20 Sept
Guest favourite
Guest suite in Bolton West
Guests praise:Spotlessly Clean, SelfCheck-In, WiFi
2 bedrooms, 2 queen beds, 1.5 bathrooms
17–22 Sept
4.99 out of 5 average rating, 91 reviews