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Search results; Over 1,000 homes in Caledon

Top guest favourite
Flat in Caledon
Separate apartment with pool, on golf course.
Studio, 1 bed, 1 private bathroom
5–10 Sept
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4.95 out of 5 average rating, 107 reviews
Guest favourite
Home in Caledon
Modern-Detached 5 Bedroom~100% Spotless-Sleeps 13
5 bedrooms, 7 beds
25–30 Aug
4.9 out of 5 average rating, 20 reviews
Home in Caledon
Gorgeous Caledon Getaway!
2 bedrooms, 2 beds
20–25 Aug
New place to stay
Guest favourite
Home in Caledon
Modern Family Home•Fireplace•Backyard•NearBrampton
3 bedrooms, 3 beds
27 Sept – 2 Oct
4.93 out of 5 average rating, 81 reviews
Guest favourite
Home in Orangeville
The Crown Suite
1 bedroom, 2 beds
16–21 Aug
4.95 out of 5 average rating, 19 reviews
Guest favourite
Guest suite in Bolton West
Guests praise:Spotlessly Clean, SelfCheck-In, WiFi
2 bedrooms, 2 queen beds
26–31 Aug
4.99 out of 5 average rating, 88 reviews
Top guest favourite
Home in Caledon
Luxury - Sleeps 10 - Smart Home - PS5 - 85” OLED
4 bedrooms, 6 beds
20–25 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Caledon
Modern 2BR Private Suite | Prime Location
2 bedrooms, 2 queen beds
22–27 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Townhouse in Orangeville
Lightweight Townhouse
3 bedrooms, 3 queen beds
23–28 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Halton Hills
Stylish In-Law Suite in Georgetown
1 bedroom, 2 beds
11–16 Sept
4.94 out of 5 average rating, 103 reviews
Cabin in Mono
Mono Centre Trail Side Doe Cabin
1 bedroom, 1 queen bed
14–19 Aug
New place to stay
Top guest favourite
Guest suite in Orangeville
"Country Escape" Guest Suite
2 bedrooms, 3 beds
17–22 Aug
4.97 out of 5 average rating, 74 reviews
Guest favourite
Guest house in Orangeville
Hideaway newly built
1 bedroom, 4 beds
14–19 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Flat in Alton
The Potters Retreat
2 bedrooms, 2 king beds
17–22 Aug
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Flat in Orangeville
A bright & modern urban studio
1 queen bed
30 Sept – 5 Oct
4.96 out of 5 average rating, 101 reviews
Top guest favourite
Bungalow in Guelph
Metcalfe Manor
3 bedrooms, 4 beds
16–21 Aug
4.97 out of 5 average rating, 90 reviews
Guest favourite
Home in Grand Valley
Relax & Recharge: Hot Tub Haven in Grand Valley
2 bedrooms, 2 beds
16–21 Aug
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Erin
Countryside Escape PoolTable Firepit Basketball
2 bedrooms, 2 queen beds
21–27 Sept
5.0 out of 5 average rating, 47 reviews
Room in Brampton
1 Bedroom- 1 Washroom, Specious Basement Apartment
1 queen bed
17–22 Aug