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Search results; Over 1,000 homes in Caledon

Guest favourite
Home in Caledon
Fab 2 Bedroom home 3 minutes to Caledon Ski Club!
2 bedrooms, 2 beds, 1 private bathroom
1–6 Sept
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5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Caledon
Relaxed-Cozy House by Nature for Full Family of 13
5 bedrooms, 7 beds, 4.5 bathrooms
25–30 Aug
4.9 out of 5 average rating, 20 reviews
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, 81 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, 11 reviews
Guest favourite
Home in Caledon
Modern 2BR Private Suite | Prime Location
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Orangeville
The Crown Suite
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.95 out of 5 average rating, 20 reviews
Guest favourite
Guest suite in Bolton West
Guests praise:Spotlessly Clean, SelfCheck-In, WiFi
2 bedrooms, 2 queen beds, 1.5 bathrooms
26–31 Aug
4.99 out of 5 average rating, 89 reviews
Top guest favourite
Room in Erin
McMillan Room @ Woolen Mill Kitchen BnB
1 queen bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Orangeville
A bright & modern urban studio
1 queen bed, 1 bathroom
30 Sept – 5 Oct
4.96 out of 5 average rating, 101 reviews
Guest favourite
Home in Grand Valley
Relax & Recharge: Hot Tub Haven in Grand Valley
2 bedrooms, 2 beds, 2.5 bathrooms
23–28 Aug
4.93 out of 5 average rating, 14 reviews
Home in Shelburne
Modern Designer Retreat Near Orangeville
5 bedrooms, 5 beds, 2.5 bathrooms
17–22 Aug
New place to stay
Top guest favourite
Flat in Halton Hills
Stylish In-Law Suite in Georgetown
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 103 reviews
Top guest favourite
Flat in Kettleby
Forest Retreat • King Bed • Private Entrance
1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
4.97 out of 5 average rating, 38 reviews
Top guest favourite
Bungalow in Guelph
Metcalfe Manor
3 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 90 reviews
Guest favourite
Flat in Orangeville
The Green Lodge - Upper Level Raised Bungalow
2 bedrooms, 2 queen beds, 1 bathroom
8–13 Sept
4.95 out of 5 average rating, 20 reviews
Home in Caledon
A comfortable peaceful home!
3 bedrooms, 3 queen beds, 3.5 bathrooms
18–23 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Townhouse in Orangeville
Lightweight Townhouse
3 bedrooms, 3 queen beds, 2.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Caledon
Stylish Caledon Retreat | Bright&Peaceful 5BR Stay
5 bedrooms, 6 beds, 3.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Hotel room in Erin
Tailwinds - Century
1 bedroom, 1 king bed, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 84 reviews