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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 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
Bungalow in Orangeville
The Green Lodge - Upper Level Raised Bungalow
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Guest suite in Bolton West
Guests praise:Spotlessly Clean, SelfCheck-In, WiFi
2 bedrooms, 2 queen beds, 1.5 bathrooms
3–8 Aug
4.99 out of 5 average rating, 84 reviews
Home in Caledon
Modern 2BR Private Suite | Prime Location
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Caledon
Stylish Caledon Retreat | 3BR • Office • Treadmil
3 bedrooms, 3 beds, 3.5 bathrooms
4–9 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Orangeville
The Crown Suite
1 bedroom, 2 beds, 1 bathroom
14–19 Aug
5.0 out of 5 average rating, 14 reviews
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, 5 reviews
Guest favourite
Guest house in Orangeville
Hideaway newly built
1 bedroom, 4 beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 6 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
Guest favourite
Home in Grand Valley
Relax & Recharge: Hot Tub Haven in Grand Valley
2 bedrooms, 2 beds, 2.5 bathrooms
9–14 Aug
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Townhouse in Brampton
Spacious 3Bed, 3Bath 2Parking, Pvt Yard, Fast Wifi
3 bedrooms, 3 beds, 2 bathrooms
1–6 Nov
5.0 out of 5 average rating, 22 reviews
Guest favourite
Home in Brampton
Spacious Family Home w/Backyard & BBQ
1 bedroom, 1 bed, 1 bathroom
5–10 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Bolton West
Perfect Group Getaway Large House with Style
6 bedrooms, 7 queen beds, 6.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 8 reviews
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, 83 reviews
Top guest favourite
Tiny home in Schomberg
RAVEN CABIN(rustic, 'off-the-grid')
1 bedroom, 1 double bed, WC
10–15 Aug
4.99 out of 5 average rating, 319 reviews
Top guest favourite
Guest suite in Guelph
Luik's Landing! Country Oasis - King Bed!
1 bedroom, 1 king bed, 1 bathroom
21–26 Sept
4.96 out of 5 average rating, 240 reviews
Top guest favourite
Bungalow in Guelph
Metcalfe Manor
3 bedrooms, 4 beds, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 89 reviews
Guest favourite
Home in Orangeville
Elba Haus | 63-Acre Private Retreat + Hot Tub
5 bedrooms, 5 beds, 4 bathrooms
17–22 Aug
5.0 out of 5 average rating, 13 reviews