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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
27 Oct – 1 Nov
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4.93 out of 5 average rating, 192 reviews
Top 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, 53 reviews
Top guest favourite
Chalet in Markdale
Grey Highlands Lodge
2 bedrooms, 2 beds, 2 bathrooms
6–11 Nov
4.97 out of 5 average rating, 118 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, 143 reviews
Top guest favourite
Dome in Priceville
Dream Capsule | Stargazing Glamping Escape
1 bedroom, 1 queen bed, WC
30 Aug – 4 Sept
5.0 out of 5 average rating, 37 reviews
Guest favourite
Camper van/Motorhome in Lisle
Givi’s Cozy Camper: Warm & Welcoming
2 bedrooms, 10 beds, 1 bathroom
7–12 Sept
4.92 out of 5 average rating, 116 reviews
Top guest favourite
Tiny home in Kimberley
Hand-Crafted Cabin in Stunning Beaver Valley
1 double bed, 1 bathroom
22–27 Aug
4.98 out of 5 average rating, 180 reviews
Top guest favourite
Yurt in Meaford
Quiet Retreat for Two
1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 211 reviews
Guest favourite
Guest house in Meaford
From A to Zen - a refined glamp
1 bedroom, 1 bed, 1 bathroom
23–28 Aug
4.97 out of 5 average rating, 95 reviews
Top guest favourite
Cottage in Kimberley
Vintage School House ~ Family, Pets, Hiking
5 bedrooms, 8 beds, 2 bathrooms
5–11 Oct
4.91 out of 5 average rating, 374 reviews
Top guest favourite
Cabin in Singhampton
Cabin in the Woods
3 bedrooms, 5 beds, 1 bathroom
23–28 Aug
4.97 out of 5 average rating, 33 reviews
Superhost
Place to stay in Maxwell
Waterfront Cabin on private trout Lake
3 beds, WC
30 Aug – 4 Sept
4.76 out of 5 average rating, 176 reviews
Top guest favourite
Cottage in Southgate
Luxurious Creek Retreat With Hot Tub
2 bedrooms, 2 beds, 1 bathroom
2–7 Nov
4.98 out of 5 average rating, 188 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
Guest favourite
Hut in Singhampton
Joes Lookout Bunkie near Bruce Trail!
2 beds, WC
23–28 Aug
4.84 out of 5 average rating, 82 reviews
Superhost
Tiny home in Maxwell
New waterfront bunkie with loft
1 bed, 1 bathroom
23–28 Aug
4.67 out of 5 average rating, 51 reviews
Top guest favourite
Guest suite in Kimberley
"Wine Down" in Scenic Grey Highlands
2 bedrooms, 5 beds, 1 bathroom
30 Oct – 4 Nov
4.96 out of 5 average rating, 278 reviews
Guest favourite
Room in Glencairn
Cozy bedroom for 1 traveller!
1 bed, 1 bathroom
20–25 Aug
5.0 out of 5 average rating, 27 reviews
Home in Flesherton
Luxury Lakefront Log Retreat On 100 Acres
3 bedrooms, 3 beds, 2.5 bathrooms
30 Aug – 4 Sept
4.8 out of 5 average rating, 15 reviews