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Search results; Over 1,000 homes in Caledon

Guest favourite
Camper van/Motorhome in Caledon
Cozy 4 person trailer by river with free parking
2 bedrooms, 2 beds, 1 private bathroom
24–29 Oct
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4.9 out of 5 average rating, 20 reviews
Home in Caledon
Charming Home Near Caledon Trails
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 3 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
A comfortable peaceful home!
3 bedrooms, 3 queen beds, 3.5 bathrooms
10–15 Sept
5.0 out of 5 average rating, 3 reviews
Featured hotel
Room in Mississauga
King jacuzzi suite with living room
1 bathroom
19–24 Sept
Top guest favourite
Guest suite in Orangeville
Garden Studio Orangeville
1 bedroom, 1 queen bed, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 202 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, 87 reviews
Top guest favourite
Guest suite in Orangeville
"Country Escape" Guest Suite
2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.97 out of 5 average rating, 76 reviews
Top guest favourite
Home in Orangeville
Elba Haus | 63-Acre Private Retreat + Hot Tub
5 bedrooms, 5 beds, 4 bathrooms
12–17 Sept
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Caledon
Modern 2BR Private Suite | Prime Location
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Guest suite in Brampton
This Is Home
2 bedrooms, 3 beds, 1 bathroom
13–18 Oct
5.0 out of 5 average rating, 49 reviews
Guest favourite
Flat in Caledon
Entire Private one bedroom apartment Alton, Ont
1 bedroom, 2 beds, 1 bathroom
9–14 Sept
4.95 out of 5 average rating, 44 reviews
Top guest favourite
Home in Bolton West
Bright 3-Bedroom Main Floor Suite in Bolton West
3 bedrooms, 3 beds, 1 bathroom
21–26 Oct
5.0 out of 5 average rating, 26 reviews
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
Cabin in Schomberg
Harvest Haven Cabin - Working Farm & Gardens
1 bedroom, 2 beds, 1 bathroom
9–14 Sept
4.95 out of 5 average rating, 39 reviews
Superhost
Tiny home in Bradford West Gwillimbury
Serene Getaway on Farm - Stargaze in quiet luxury
1 bedroom, 1 bed, 1 bathroom
26–31 Oct
New place to stay
Top guest favourite
Farm stay in Loretto
Character-filled farm guest house on 8 acres
2 bedrooms, 3 beds, 1 bathroom
14–19 Sept
4.95 out of 5 average rating, 85 reviews
Top guest favourite
Room in Schomberg
Studio Apartment on Beautiful Horse Farm
1 queen bed, 1.5 bathrooms
14–19 Sept
4.99 out of 5 average rating, 80 reviews
Top guest favourite
Home in Milton
Cozy Campbellville
4 bedrooms, 5 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 62 reviews