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Search results; Over 1,000 homes in Caledon

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Guest favourite
Boutique hotel in Caledon
Cheltenham Suites - The Escarpment Suite
2 bedrooms, 2 beds, 1 private bathroom
4–9 Oct
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4.89 out of 5 average rating, 170 reviews
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Top guest favourite
Home in Caledon
Modern Family Home•Fireplace•Backyard•NearBrampton
3 bedrooms, 3 beds, 2.5 bathrooms
11–16 Oct
4.93 out of 5 average rating, 91 reviews
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Guest favourite
Home in Caledon
Modern- Cozy House by Nature for Full Family of 13
5 bedrooms, 7 beds, 4.5 bathrooms
29 Sept – 4 Oct
4.91 out of 5 average rating, 22 reviews
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Top guest favourite
Home in Palgrave
Relaxing Luxury Palgrave Cottage w/pool on 3 acres
4 bedrooms, 5 beds, 3 bathrooms
4–9 Oct
4.97 out of 5 average rating, 38 reviews
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Top guest favourite
Home in Bolton West
Perfect Group Getaway Large House with Style
6 bedrooms, 7 queen beds, 6.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 11 reviews
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Barn in Caledon Village
The Caledon Barn Home
3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Feb
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in Brampton
Five-Star Comfort in a Luxury Home
4 bedrooms, 4 queen beds, 5 bathrooms
20–25 Sept
4.74 out of 5 average rating, 19 reviews
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Home in Caledon
Family Home | Parking | Kitchen | Kid-Friendly
3 bedrooms, 5 beds, 2.5 bathrooms
1–6 Feb
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Top guest favourite
Guest suite in Bolton West
Guests praise:Spotlessly Clean, SelfCheck-In, WiFi
2 bedrooms, 2 queen beds, 1.5 bathrooms
27 Sept – 2 Oct
4.99 out of 5 average rating, 93 reviews
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Top guest favourite
Home in Mississauga
4 bed luxury home
4 bedrooms, 4 beds, 3.5 bathrooms
8–13 Oct
4.96 out of 5 average rating, 53 reviews
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Top guest favourite
Home in Orangeville
The Blooming House
3 bedrooms, 4 beds, 1 bathroom
29 Sept – 4 Oct
5.0 out of 5 average rating, 10 reviews
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Guest favourite
Home in Brampton
Cozy opened-space concept house on three levels
5 bedrooms, 5 beds, 4.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Flat in Shelburne
L&S Comfy Suite
2 bedrooms, 2 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.93 out of 5 average rating, 171 reviews
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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, 31 reviews
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Top guest favourite
Guest suite in Brampton
Lake Guest Suit> 15 mins YYZ>private whole place
1 bedroom, 1 king bed, 1 bathroom
2–7 Oct
4.96 out of 5 average rating, 167 reviews
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Home in Brampton
Spacious & Elegant 4BR/4.5BA Home | 3 Car Parking
4 bedrooms, 4 beds, 4.5 bathrooms
27 Sept – 2 Oct
New place to stay
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Guest favourite
Guest house in Brampton
Entire Guest Suite in Brampton
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
4.79 out of 5 average rating, 146 reviews
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Top guest favourite
Home in Bolton West
Bright 3-Bedroom Main Floor Suite in Bolton West
3 bedrooms, 3 beds, 1 bathroom
28 Oct – 2 Nov
5.0 out of 5 average rating, 26 reviews
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Home in Orangeville
Elba Haus | 63-Acre Private Retreat + Hot Tub
5 bedrooms, 5 beds, 4 bathrooms
19–24 Oct
5.0 out of 5 average rating, 18 reviews