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Search results; Over 1,000 homes in Caledon

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Top guest favourite
Flat in Caledon
Separate apartment with pool, on golf course.
Studio, 1 bed, 1 private bathroom
17–22 Sept
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4.95 out of 5 average rating, 109 reviews
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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, 91 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
17–22 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
27 Sept – 2 Oct
4.75 out of 5 average rating, 4 reviews
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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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Top guest favourite
Home in Palgrave
Relaxing Luxury Palgrave Cottage w/pool on 3 acres
4 bedrooms, 5 beds, 3 bathrooms
4–9 Oct
4.97 out of 5 average rating, 38 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
16–21 Sept
5.0 out of 5 average rating, 11 reviews
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Guest favourite
Home in Caledon
Modern 2BR Private Suite | Prime Location
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 9 reviews
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Guest favourite
Home in Caledon
Stylish Caledon Retreat | Bright&Peaceful 5BR Stay
5 bedrooms, 6 beds, 3.5 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 9 reviews
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Flat in Mississauga
Modern 2BR Luxury Suite | Spacious & Comfortable
2 bedrooms, 2 beds, 1 bathroom
4–9 Nov
5.0 out of 5 average rating, 3 reviews
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Home in Brampton
Luxury 4 Bed 3.5 Bath Home | Sleeps 8 | LGBackyard
4 bedrooms, 4 queen beds, 3.5 bathrooms
20–25 Sept
New place to stay
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Guest favourite
Flat in Halton Hills
Stylish In-Law Suite in Georgetown
1 bedroom, 2 beds, 1 bathroom
17–22 Sept
4.94 out of 5 average rating, 106 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
27 Sept – 2 Oct
4.99 out of 5 average rating, 92 reviews
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Top guest favourite
Flat in Brampton
Elegant 2BR Basement Retreat – Private & Cozy.
2 bedrooms, 2 queen beds, 1 bathroom
12–17 Oct
4.99 out of 5 average rating, 69 reviews
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Top guest favourite
Guest suite in Brampton
Lake Guest Suit> 15 mins YYZ>private whole place
1 bedroom, 1 king bed, 1 bathroom
21–26 Sept
4.96 out of 5 average rating, 166 reviews
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Guest favourite
Guest house in Orangeville
Hideaway newly built
1 bedroom, 4 beds, 1 bathroom
30 Sept – 5 Oct
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Cabin in Fergus
Wellington House Cottage
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 20 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, 31 reviews
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Guest favourite
Home in Brampton
Five-Star Comfort in a Luxury Home
4 bedrooms, 4 queen beds, 5 bathrooms
20–25 Sept
4.72 out of 5 average rating, 18 reviews