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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
2–7 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, 4.5 bathrooms
14–19 Sept
4.91 out of 5 average rating, 22 reviews
Home in Caledon
Charming Home Near Caledon Trails
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
New place to stay
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
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, 86 reviews
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
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
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
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
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
Guest favourite
Home in Caledon
Modern 2BR Private Suite | Prime Location
2 bedrooms, 2 queen beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 8 reviews
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, 14 reviews
Home in Brampton
Modern Cozy Home | Spacious | Near Airport | + AC
4 bedrooms, 4 beds, 2.5 bathrooms
6–11 Sept
New place to stay
Home in Brampton
Spacious 4BR Family Home • Private Yard & Parking
4 bedrooms, 4 beds, 3 bathrooms
10–15 Oct
New place to stay
Guest favourite
Guest house in Orangeville
Hideaway newly built
1 bedroom, 4 beds, 1 bathroom
2–7 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Orangeville
Elba Haus | 63-Acre Private Retreat + Hot Tub
5 bedrooms, 5 beds, 4 bathrooms
8–13 Sept
5.0 out of 5 average rating, 17 reviews
Home in Oakville
Spacious 3BR WalkUp Basement Suite Sleeps 6+
3 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
New place to stay
Guest favourite
Apartment in Mississauga
High-Rise 3BR Oasis | Free Parking | City Views
3 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Brampton
Elegant 2BR Basement Retreat – Private & Cozy.
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Sept
4.99 out of 5 average rating, 68 reviews