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Search results; Over 1,000 homes in Caledon

Guest favourite
Home in Caledon
Fab 2 Bedroom home 3 minutes to Caledon Ski Club!
2 bedrooms, 2 beds, 1 private bathroom
1–6 Sept
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5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Caledon
Relaxed-Cozy House by Nature for Full Family of 13
5 bedrooms, 7 beds, 4.5 bathrooms
25–30 Aug
4.9 out of 5 average rating, 21 reviews
Guest favourite
Home in Caledon
Modern 2BR Private Suite | Prime Location
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 6 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, 11 reviews
Home in Caledon
Charming Home Near Caledon Trails
3 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
New place to stay
Home in Caledon
A comfortable peaceful home!
3 bedrooms, 3 queen beds, 3.5 bathrooms
20–25 Aug
5.0 out of 5 average rating, 3 reviews
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, 82 reviews
Guest favourite
Room in Brampton
Private Entrance | Queen Bed | Full Bath
1 queen bed, 1 bathroom
19–24 Sept
4.83 out of 5 average rating, 6 reviews
Top guest favourite
Home in Bradford West Gwillimbury
Cottage Retreat, Sauna, campfire, full disconnect
2 bedrooms, 3 queen beds, 1.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 17 reviews
Room in Caledon
Modern Luxury Home in Caledon
1 bed, 1 bathroom
22–27 Sept
New place to stay
Top guest favourite
Room in Brampton
Clean-peaceful stay & Go station - 350 meter
1 queen bed, 1 bathroom
15–20 Sept
4.97 out of 5 average rating, 59 reviews
Top guest favourite
Cabin in Schomberg
Harvest Haven Cabin - Working Farm & Gardens
1 bedroom, 2 beds, 1 bathroom
21–26 Aug
4.95 out of 5 average rating, 37 reviews
Guest favourite
Home in Richmond Hill
Luxury Brand-New, Spacious Apartment Richmond Hill
2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
4.93 out of 5 average rating, 56 reviews
Top guest favourite
Home in Grand Valley
Lower level 2 bdrm large apt
2 bedrooms, 2 queen beds, 1 bathroom
5–10 Sept
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Guest suite in Brampton
Lake Guest Suit> 15 mins YYZ>private whole place
1 bedroom, 1 king bed, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 159 reviews
Home in Orangeville
Home Away From Home.
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Guest suite in Orangeville
Garden Studio Orangeville
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 201 reviews
Guest favourite
Home in Caledon
Stylish Caledon Retreat | Bright&Peaceful 5BR Stay
5 bedrooms, 6 beds, 3.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Guest suite in Orangeville
"Country Escape" Guest Suite
2 bedrooms, 3 beds, 1 bathroom
24–29 Aug
4.97 out of 5 average rating, 75 reviews