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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, 82 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, 6 reviews
Home in Caledon
Charming Home Near Caledon Trails
3 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
New place to stay
Home in Orangeville
Home Away From Home.
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Guest house in Orangeville
Hideaway newly built
1 bedroom, 4 beds, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 7 reviews
Top 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
Home in Vaughan
The Woodbridge Block House
2 bedrooms, 2 queen beds, 1 bathroom
6–11 Sept
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
Guest suite in Orangeville
"Country Escape" Guest Suite
2 bedrooms, 3 beds, 1 bathroom
24–29 Aug
4.97 out of 5 average rating, 75 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
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
Room in Brampton
Private Entrance | Queen Bed | Full Bath
1 queen bed, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in King City
Luxurious 8000 Sq with pool and cabana
7 bedrooms, 6 beds, 6.5 bathrooms
24–29 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Townhouse in Orangeville
Lightweight Townhouse
3 bedrooms, 3 queen beds, 2.5 bathrooms
3–8 Sept
5.0 out of 5 average rating, 7 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
Top guest favourite
Tiny home in East Gwillimbury
Tiny Home Farm Stay
1 bedroom, 2 beds, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 64 reviews