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Search results; Over 1,000 homes in Caledon

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Guest favourite
Guest house in Caledon
Cozy Private Basement Bedroom with ensuite
1 bedroom, 1 bed, 1 private bathroom
18–23 Oct
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4.94 out of 5 average rating, 32 reviews
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Top guest favourite
Home in Caledon
Modern Family Home•Fireplace•Backyard•NearBrampton
3 bedrooms, 3 beds
27 Sept – 2 Oct
4.93 out of 5 average rating, 91 reviews
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Home in Caledon
Modern- Cozy House by Nature for Full Family of 13
5 bedrooms, 7 beds
29 Sept – 4 Oct
4.91 out of 5 average rating, 22 reviews
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Home in Caledon
Luxury - Sleeps 10 - Smart Home - PS5 - 85” OLED
4 bedrooms, 6 beds
12–17 Oct
5.0 out of 5 average rating, 14 reviews
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Home in Bolton West
Perfect Group Getaway Large House with Style
6 bedrooms, 7 queen beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 11 reviews
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Home in Palgrave
Relaxing Luxury Palgrave Cottage w/pool on 3 acres
4 bedrooms, 5 beds
4–9 Oct
4.97 out of 5 average rating, 38 reviews
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Guest favourite
Home in Caledon
Modern 2BR Private Suite | Prime Location
2 bedrooms, 2 queen beds
20–25 Sept
4.9 out of 5 average rating, 10 reviews
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Guest suite in Bolton West
Guests praise:Spotlessly Clean, SelfCheck-In, WiFi
2 bedrooms, 2 queen beds
27 Sept – 2 Oct
4.99 out of 5 average rating, 93 reviews
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Home in Caledon
Family Home | Parking | Kitchen | Kid-Friendly
3 bedrooms, 5 beds
1–6 Feb
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Guest suite in Orangeville
"Country Escape" Guest Suite
2 bedrooms, 3 beds
21–26 Sept
4.97 out of 5 average rating, 77 reviews
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Guest favourite
Room in Erin
Tale of Two Cities Room at Woolen Mill Kitchen BnB
1 queen bed
20–25 Sept
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Farm stay in Loretto
Character-filled farm guest house on 8 acres
2 bedrooms, 3 beds
21–26 Sept
4.95 out of 5 average rating, 86 reviews
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Guest suite in Orangeville
Garden Studio Orangeville
1 bedroom, 1 queen bed
18–23 Oct
5.0 out of 5 average rating, 203 reviews
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Guest house in Orangeville
Hideaway newly built
1 bedroom, 4 beds
30 Sept – 5 Oct
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Flat in Brampton
Modern 2BR Suite • Near Pearson Airport/ Sleeps 4
2 bedrooms, 2 queen beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 17 reviews
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Home in Alton
Close to TPC Toronto, Alton Mill & Millcroft Inn
4 bedrooms, 4 beds
7–12 Dec
5.0 out of 5 average rating, 10 reviews
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Home in Orangeville
The Blooming House
3 bedrooms, 4 beds
29 Sept – 4 Oct
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Shipping container in Mono
The White House
1 bedroom, 1 double bed
20–25 Sept
5.0 out of 5 average rating, 26 reviews
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Home in Caledon
Beautiful private bungalow off King
3 bedrooms, 3 beds
19–24 Sept
New place to stay