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Search results; Over 1,000 homes in Caledon

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Guest favourite
Boutique hotel in Caledon
Cheltenham Suites - The Escarpment Suite
2 bedrooms, 2 beds, 1 private bathroom
4–9 Oct
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4.89 out of 5 average rating, 171 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
1–6 Oct
4.91 out of 5 average rating, 22 reviews
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Top guest favourite
Home in Caledon
Modern Family Home•Fireplace•Backyard•NearBrampton
3 bedrooms, 3 beds, 2.5 bathrooms
11–16 Oct
4.93 out of 5 average rating, 92 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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Guest favourite
Home in Caledon
100% privacy 7 bed 6 bath with 7 beds Brand new
7 bedrooms, 7 beds, 5.5 bathrooms
25–30 Oct
4.96 out of 5 average rating, 26 reviews
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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, 203 reviews
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Home in Erin
Country Farm Stay in Erin, Ontario
4 bedrooms, 4 beds, 2.5 bathrooms
1–6 Nov
New place to stay
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Top guest favourite
Guest suite in Bolton West
Guests praise:Spotlessly Clean, SelfCheck-In, WiFi
2 bedrooms, 2 queen beds, 1.5 bathrooms
3–8 Oct
4.99 out of 5 average rating, 94 reviews
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Barn in Caledon Village
The Caledon Barn Home
3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Feb
5.0 out of 5 average rating, 3 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
1–6 Oct
5.0 out of 5 average rating, 11 reviews
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Guest favourite
Room in Erin
Tale of Two Cities Room at Woolen Mill Kitchen BnB
1 queen bed, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Tiny home in Schomberg
RAVEN CABIN(rustic, 'off-the-grid')
1 bedroom, 1 double bed, WC
26–31 Oct
4.99 out of 5 average rating, 322 reviews
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Top guest favourite
Guest suite in Halton Hills
Heritage home with pool & huge garden
2 bedrooms, 2 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Boutique hotel in Orangeville
The Nest Suites - Blue Jay Suite
1 bedroom, 1 queen bed, 1 bathroom
31 Oct – 5 Nov
5.0 out of 5 average rating, 9 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
2–7 Oct
4.96 out of 5 average rating, 167 reviews
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Home in Brampton
Spacious 4BR Family Home • Private Yard & Parking
4 bedrooms, 4 beds, 3 bathrooms
10–17 Oct
New place to stay
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Top guest favourite
Guest suite in Orangeville
"Country Escape" Guest Suite
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
4.97 out of 5 average rating, 78 reviews
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Guest favourite
Guest house in Orangeville
Hideaway newly built
1 bedroom, 4 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 7 reviews
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Flat in Caledon
Entire Private one bedroom apartment Alton, Ont
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
4.95 out of 5 average rating, 44 reviews