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Search results; Over 1,000 homes in Caledon

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Guest favourite
Shipping container in Caledon
High Meadows Escape
1 bedroom, 1 bed, 1 private bathroom
6–11 Sept
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4.94 out of 5 average rating, 64 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
14–19 Sept
4.91 out of 5 average rating, 22 reviews
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Home in Caledon
Charming Home Near Caledon Trails
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
New place to stay
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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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Superhost
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, 85 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
13–18 Sept
4.97 out of 5 average rating, 35 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
15–20 Sept
5.0 out of 5 average rating, 10 reviews
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Guest favourite
Home in Caledon
Modern 2BR Private Suite | Prime Location
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Townhouse in Orangeville
Lightweight Townhouse
3 bedrooms, 3 queen beds, 2.5 bathrooms
3–8 Sept
5.0 out of 5 average rating, 8 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
8–13 Sept
5.0 out of 5 average rating, 13 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, 29 reviews
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Home in Brampton
Spacious 4 Bed 3.5 Bath Family Home with BBQ
4 bedrooms, 4 beds, 3.5 bathrooms
7–12 Sept
New place to stay
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Home in Brampton
A Castle in Brampton, On., 3 Acres 17,000 sq. ft.
12 bedrooms, 12 queen beds, 7 bathrooms
17–22 Sept
4.18 out of 5 average rating, 11 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
2–7 Sept
4.99 out of 5 average rating, 90 reviews
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Guest favourite
Room in Brampton
The Perfect Getaway
1 queen bed, 1 bathroom
1–6 Sept
4.98 out of 5 average rating, 42 reviews
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Home in Markham
7BR Ravine Estate · Sleeps 16 · 2 Kitchens
7 bedrooms, 11 beds, 5.5 bathrooms
8–13 Sept
4.75 out of 5 average rating, 4 reviews
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Home in Caledon
A comfortable peaceful home!
3 bedrooms, 3 queen beds, 3.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 3 reviews
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Home in Oakville
Spacious 3BR WalkUp Basement Suite Sleeps 6+
3 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
New place to stay
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Guest house in Orangeville
Hideaway newly built
1 bedroom, 4 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 7 reviews