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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
31 Aug – 5 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
4.89 out of 5 average rating, 19 reviews, 5 bedrooms, 7 beds, 4.5 bathrooms
14–19 Sept
Guest favourite
Home in Caledon
Luxury Family Home•Fireplace•Backyard•NearBrampton
4.93 out of 5 average rating, 80 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
27 Sept – 2 Oct
Guest favourite
Home in Caledon
Stylish Caledon Retreat | 3BR • Office • Treadmil
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
4–9 Aug
Top guest favourite
Bungalow in Orangeville
The Green Lodge - Upper Level Raised Bungalow
5.0 out of 5 average rating, 17 reviews, 2 bedrooms, 2 beds, 1 bathroom
8–13 Aug
Home in Caledon
Modern 2BR Private Suite | Prime Location
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Guest favourite
Flat in Alton
The Potters Retreat
4.97 out of 5 average rating, 37 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
1–6 Aug
Top guest favourite
Guest suite in Bolton West
Guests praise:Spotlessly Clean, SelfCheck-In, WiFi
4.99 out of 5 average rating, 83 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
3–8 Aug
Home in Caledon
Family Home
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 4 beds, 1 bathroom
9–14 Aug
Guest favourite
Home in Orangeville
The Crown Suite
5.0 out of 5 average rating, 14 reviews, 1 bedroom, 2 beds, 1 bathroom
9–14 Aug
Home in Brampton
Comfy Spacious Home | 30 min YYZ
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
9–14 Aug
Top guest favourite
Farm stay in Guelph/Eramosa
Cozy Farm B&B - Hot tub, Getaway 20 Min From Elora
5.0 out of 5 average rating, 32 reviews, 4 bedrooms, 5 beds, 2 bathrooms
10–15 Aug
Guest favourite
Home in Grand Valley
Relax & Recharge: Hot Tub Haven in Grand Valley
4.92 out of 5 average rating, 12 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
9–14 Aug
Guest favourite
Hotel room in Erin
Tailwinds - Century
4.96 out of 5 average rating, 83 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Home in Alton
Golf & Spa Retreat w/ Jacuzzi near TPC Toronto
3 bedrooms, 3 beds, 2.5 bathrooms
15–20 Aug
Top guest favourite
Home in Bolton West
Bright 3-Bedroom Main Floor Suite in Bolton West
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 3 beds, 1 bathroom
1–6 Oct
Townhouse in Orangeville
Lightweight Townhouse
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
9–14 Aug
Top guest favourite
Flat in Kettleby
Forest Retreat • King Bed • Private Entrance
4.97 out of 5 average rating, 36 reviews, 1 bedroom, 2 beds, 1 bathroom
23–28 Aug
Superhost
Home in Milton
Cozy 4BR Stay | 2Parking | Fenced Yard | Game Room
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 4 beds, 3 bathrooms
3–8 Aug