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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
20–25 Sept
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4.9 out of 5 average rating, 165 reviews
Guest favourite
Home in Caledon
Modern-Detached 5 Bedroom~100% Spotless-Sleeps 13
5 bedrooms, 7 beds, 4.5 bathrooms
25–30 Aug
4.9 out of 5 average rating, 20 reviews
Home in Caledon
Gorgeous Caledon Getaway!
2 bedrooms, 2 beds, 2 bathrooms
10–15 Aug
New place to stay
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, 88 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, 80 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, 9 reviews
Guest favourite
Home in Caledon
Modern 2BR Private Suite | Prime Location
2 bedrooms, 2 queen beds, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Orangeville
The Green Lodge - Upper Level Raised Bungalow
2 bedrooms, 2 queen beds, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Orangeville
The Crown Suite
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.95 out of 5 average rating, 19 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, 37 reviews
Top guest favourite
Townhouse in Orangeville
Lightweight Townhouse
3 bedrooms, 3 queen beds, 2.5 bathrooms
16–21 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, 1 bathroom
11–16 Aug
4.94 out of 5 average rating, 102 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
Flat in Alton
The Potters Retreat
2 bedrooms, 2 king beds, 1.5 bathrooms
17–22 Aug
4.97 out of 5 average rating, 37 reviews
Room in Vaughan
New Private room on the second floor in Vaughan
1 queen bed, 1.5 bathrooms
1–6 Oct
New place to stay
Guest favourite
Flat in Brampton
Walk-out Basement with Private Entrance
2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 9 reviews
Home in Brampton
Luxury Detached Home2200 sq ft up to 6 guests
3 bedrooms, 3 queen beds, 3 bathrooms
30 Aug – 4 Sept
New place to stay
Top guest favourite
Tiny home in Schomberg
RAVEN CABIN(rustic, 'off-the-grid')
1 bedroom, 1 double bed, WC
24–29 Aug
4.99 out of 5 average rating, 320 reviews
Top guest favourite
Flat in Brampton
Elegant 2BR Basement Retreat – Private & Cozy.
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Sept
4.98 out of 5 average rating, 62 reviews