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Search results; Over 1,000 homes in Grey Highlands

Top guest favourite
Cottage in Grey Highlands
Hilltop garden cottage
3 bedrooms, 6 beds, 2 private bathrooms
28 Aug – 2 Sept
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4.93 out of 5 average rating, 190 reviews
Top guest favourite
Tiny home in Kimberley
Hand-Crafted Cabin in Stunning Beaver Valley
1 double bed, 1 bathroom
10–15 Aug
4.98 out of 5 average rating, 177 reviews
Top guest favourite
Yurt in Meaford
Quiet Retreat for Two
1 bedroom, 1 bed, 1 bathroom
25–30 Sept
5.0 out of 5 average rating, 207 reviews
Guest favourite
Tiny home in Meaford
Tiny Home Nestled between Thornbury & Meaford
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.87 out of 5 average rating, 445 reviews
Guest favourite
Cabin in Clarksburg
Tiny A-Frame near the Bruce Trail
1 bedroom, 2 single beds, No bathroom
31 Aug – 5 Sept
4.94 out of 5 average rating, 141 reviews
Guest favourite
Home in Grey Highlands
Rosewood Parlour AFrame - by The Post Office Motel
4 bedrooms, 4 beds, 2 bathrooms
29 Aug – 3 Sept
4.98 out of 5 average rating, 49 reviews
Top guest favourite
Dome in Priceville
Dream Capsule | Stargazing Glamping Escape
1 bedroom, 1 queen bed, WC
16–21 Aug
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Chalet in Markdale
Grey Highlands Lodge
2 bedrooms, 2 beds, 2 bathrooms
3–8 Nov
4.97 out of 5 average rating, 116 reviews
Top guest favourite
Guest house in Meaford
From A to Zen - a refined glamp
1 bedroom, 1 bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 91 reviews
Superhost
Place to stay in Maxwell
Waterfront Cabin on private trout Lake
3 beds, WC
9–14 Aug
4.76 out of 5 average rating, 174 reviews
Top guest favourite
Cabin in Kimberley
Kimberley Creek Cabin
2 bedrooms, 4 beds, 1.5 bathrooms
18–23 Sept
4.98 out of 5 average rating, 423 reviews
Home in Grey Highlands
*Lake House Escape* 4 BR Family Cottage on Water
4 bedrooms, 5 beds, 2 bathrooms
8–13 Aug
New place to stay
Guest favourite
Flat in Markdale
Dee’s Hideaway
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.95 out of 5 average rating, 37 reviews
Superhost
Room in The Blue Mountains
2nd Floor Room + Private balcony
1 bed, 2 bathrooms
23–28 Aug
4.79 out of 5 average rating, 78 reviews
Top guest favourite
Cottage in Kimberley
Vintage School House ~ Family, Pets, Hiking
5 bedrooms, 8 beds, 2 bathrooms
14–20 Sept
4.91 out of 5 average rating, 372 reviews
Top guest favourite
Cabin in Kimberley
Private Luxury Creekside Cabin with Sauna
1 bedroom, 2 beds, 1 bathroom
25–30 Sept
4.99 out of 5 average rating, 103 reviews
Superhost
Tiny home in Maxwell
New waterfront bunkie with loft
1 bed, 1 bathroom
23–28 Aug
4.65 out of 5 average rating, 49 reviews
Guest favourite
Guest suite in Kimberley
The Post Office Motel & Spa in the ❤️ of Kimberley
1 bedroom, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.94 out of 5 average rating, 848 reviews
Guest favourite
Cottage in Flesherton
Private Waterfront, Dock — Lake Eugenia Escape
3 bedrooms, 6 beds, 1 bathroom
9–14 Sept
4.93 out of 5 average rating, 46 reviews