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Search results; Over 1,000 homes in Caledon

Top guest favourite
Guest suite in Caledon
Beautiful Retreat in Caledon
3 bedrooms, 3 beds, 2 private bathrooms
22–27 Sept
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5.0 out of 5 average rating, 53 reviews
Guest favourite
Home in Caledon
Modern- Cozy House by Nature for Full Family of 13
5 bedrooms, 7 beds
14–19 Sept
4.91 out of 5 average rating, 22 reviews
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, 86 reviews
Home in Caledon
Charming Home Near Caledon Trails
3 bedrooms, 3 beds
4–9 Sept
New place to stay
Top guest favourite
Home in Caledon
Luxury - Sleeps 10 - Smart Home - PS5 - 85” OLED
4 bedrooms, 6 beds
20–25 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Palgrave
Relaxing Luxury Palgrave Cottage w/pool on 3 acres
4 bedrooms, 5 beds
13–18 Sept
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Home in Bolton West
Perfect Group Getaway Large House with Style
6 bedrooms, 7 queen beds
15–20 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Townhouse in Orangeville
Lightweight Townhouse
3 bedrooms, 3 queen beds
3–8 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Caledon
Modern 2BR Private Suite | Prime Location
2 bedrooms, 2 queen beds
6–11 Sept
5.0 out of 5 average rating, 8 reviews
Home in Brampton
Modern Cozy Home | Spacious | Near Airport | + AC
4 bedrooms, 4 beds
6–11 Sept
New place to stay
Guest favourite
Guest suite in Bolton West
Guests praise:Spotlessly Clean, SelfCheck-In, WiFi
2 bedrooms, 2 queen beds
17–22 Sept
4.99 out of 5 average rating, 90 reviews
Home in Brampton
Spacious 4BR Family Home • Private Yard & Parking
4 bedrooms, 4 beds
10–15 Oct
New place to stay
Guest favourite
Home in Brampton
Cozy opened-space concept house on three levels
5 bedrooms, 5 beds
8–13 Sept
5.0 out of 5 average rating, 14 reviews
Guest favourite
Guest house in Orangeville
Hideaway newly built
1 bedroom, 4 beds
3–8 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Townhouse in Brampton
Spacious 3Bed, 3Bath 2Parking, Pvt Yard, Fast Wifi
3 bedrooms, 3 beds
1–6 Nov
5.0 out of 5 average rating, 30 reviews
Home in Caledon
A comfortable peaceful home!
3 bedrooms, 3 queen beds
3–8 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Brampton
Elegant 2BR Basement Retreat – Private & Cozy.
2 bedrooms, 2 queen beds
23–28 Sept
4.99 out of 5 average rating, 68 reviews
Home in Shelburne
Modern Designer Retreat Near Orangeville
5 bedrooms, 6 beds
7–12 Sept
5.0 out of 5 average rating, 5 reviews
Home in Oakville
Spacious 3BR WalkUp Basement Suite Sleeps 6+
3 bedrooms, 3 beds
6–11 Sept
5.0 out of 5 average rating, 4 reviews