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Search results; Over 1,000 homes

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Top guest favourite
Cottage in Palgrave
Hockley valley, up country guest cottage
1 bedroom, 2 beds, 1 private bathroom
22–27 Sept
,
4.99 out of 5 average rating, 239 reviews
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Top guest favourite
Home in Caledon East
Caledon East Retreat
20-min drive
19–24 Sept
4.97 out of 5 average rating, 33 reviews
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Guest favourite
Home in Adjala-Tosorontio
Spacious 4BR House | Golf • Spa • Private & Serene
20-min drive
18–23 Sept
4.95 out of 5 average rating, 37 reviews
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Top guest favourite
Home in Palgrave
Relaxing Luxury Palgrave Cottage w/pool on 3 acres
20-min drive
4–9 Oct
4.97 out of 5 average rating, 38 reviews
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Top guest favourite
Guest house in Bolton West
Adorable 1-bedroom guesthouse with gas fireplace.
10-min drive
5–10 Oct
4.94 out of 5 average rating, 31 reviews
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Top guest favourite
Flat in Caledon
Separate apartment with pool, on golf course.
10-min drive
27 Sept – 2 Oct
4.95 out of 5 average rating, 109 reviews
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Top guest favourite
Home in Kleinburg
Charming Log Home - 25 private acres in Caledon
30-min drive
24–29 Sept
4.99 out of 5 average rating, 84 reviews
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Top guest favourite
Guest suite in Caledon
Beautiful Retreat in Caledon
20-min drive
19–24 Sept
5.0 out of 5 average rating, 55 reviews
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Home in Caledon
Beautiful private bungalow off King
20-min drive
18–23 Sept
New place to stay
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Top guest favourite
Home in Bond Head
3BR Spacious Home - KING BED
40-min drive
23–28 Sept
4.97 out of 5 average rating, 116 reviews
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Guest favourite
Barn in Loretto
The Loft
20-min drive
28 Sept – 3 Oct
4.9 out of 5 average rating, 40 reviews
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Guest favourite
Shipping container in Caledon
High Meadows Escape
10-min drive
20–25 Sept
4.94 out of 5 average rating, 65 reviews
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Top guest favourite
Tiny home in Schomberg
SNAKE CABIN(rustic, 'off-the-grid')
30-min drive
18–23 Sept
4.99 out of 5 average rating, 241 reviews
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Guest favourite
Townhouse in New Tecumseth
Perfect Picturesque Getaway 40min from Toronto
20-min drive
20–25 Sept
4.85 out of 5 average rating, 160 reviews
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Top guest favourite
Tiny home in Palgrave
Lavender Farm Century Cabin
30-min drive
21–26 Sept
4.92 out of 5 average rating, 52 reviews
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Superhost
Cabin in Bradford West Gwillimbury
The Maple Lodge
40-min drive
4–9 Oct
4.0 out of 5 average rating, 4 reviews
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Top guest favourite
Guest suite in Orangeville
"Country Escape" Guest Suite
20-min drive
21–26 Sept
4.97 out of 5 average rating, 77 reviews
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Guest favourite
Villa in Kettleby
Entire Villa with beautiful fenced backyard
40-min drive
23–28 Sept
4.98 out of 5 average rating, 98 reviews
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Guest favourite
Home in Caledon
Modern- Cozy House by Nature for Full Family of 13
20-min drive
29 Sept – 4 Oct
4.91 out of 5 average rating, 22 reviews