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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
8–13 Nov
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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
27 Sept – 2 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
17–22 Sept
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 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, 13 reviews
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Guest favourite
Home in Caledon
Modern 2BR Private Suite | Prime Location
2 bedrooms, 2 queen beds, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 9 reviews
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Home in Caledon
Charming Home Near Caledon Trails
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.75 out of 5 average rating, 4 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
17–22 Sept
5.0 out of 5 average rating, 11 reviews
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Guest suite in Orangeville
Garden Studio Orangeville
1 bedroom, 1 queen bed, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 203 reviews
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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, 92 reviews
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Top guest favourite
Tiny home in Schomberg
RAVEN CABIN(rustic, 'off-the-grid')
1 bedroom, 1 double bed, WC
21–26 Sept
4.99 out of 5 average rating, 322 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
24–29 Sept
4.96 out of 5 average rating, 166 reviews
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Superhost
Cabin in Bradford West Gwillimbury
The Maple Lodge
2 bedrooms, 3 queen beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 3 reviews
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Home in Brampton
Convenient 3-bedroom House
3 bedrooms, 3 beds, 1 bathroom
21–26 Sept
New place to stay
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Flat in Alton
Serene historic village retreat.
1 bedroom, 1 bed, 1 bathroom
18–23 Sept
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Guest favourite
Room in Erin
Tale of Two Cities Room at Woolen Mill Kitchen BnB
1 queen bed, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Home in Orangeville
Home Away From Home.
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 10 reviews
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Guest suite in Orangeville
"Country Escape" Guest Suite
2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.97 out of 5 average rating, 77 reviews
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Top guest favourite
Home in Alton
Close to TPC Toronto, Alton Mill & Millcroft Inn
4 bedrooms, 4 beds, 3.5 bathrooms
7–12 Dec
5.0 out of 5 average rating, 10 reviews