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Search results; Over 1,000 homes in Grey Highlands

Top guest favourite
Loft in Grey Highlands
The Carriage House @ Trillium Shores, Lake Eugenia
3 bedrooms, 5 beds, 1.5 private bathrooms
7–12 Sept
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4.9 out of 5 average rating, 127 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, 209 reviews
Superhost
Place to stay in Maxwell
Waterfront Cabin on private trout Lake
3 beds, WC
19–24 Aug
4.76 out of 5 average rating, 175 reviews
Top guest favourite
Dome in Priceville
Dream Capsule | Stargazing Glamping Escape
1 bedroom, 1 queen bed, WC
25–30 Aug
5.0 out of 5 average rating, 35 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
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, 118 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
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, 178 reviews
Home in Flesherton
Luxury Lakefront Log Retreat On 100 Acres
3 bedrooms, 3 beds, 2.5 bathrooms
23–28 Aug
4.79 out of 5 average rating, 14 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
Home in West Grey
Woodland River Retreat With Hot Tub
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 26 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
Guest favourite
Flat in Flesherton
Green Highlands
1 bedroom, 1 queen bed, 1 bathroom
25–30 Aug
4.85 out of 5 average rating, 13 reviews
Guest favourite
Guest suite in Kimberley
The Post Office Motel & Spa in the ❤️ of Kimberley
1 bedroom, 3 beds, 1 bathroom
31 Aug – 5 Sept
4.94 out of 5 average rating, 852 reviews
Superhost
Room in The Blue Mountains
2nd Floor Room + Private balcony
1 bed, 2 bathrooms
23–28 Aug
4.8 out of 5 average rating, 79 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
Camper van/Motorhome in Markdale
Glamping with the animals
1 bedroom, 2 beds, WC
17–22 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Room in The Blue Mountains - Nottawa
Cardinals Roost Nature Retreat~ South King Room
2 king beds, 1.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 227 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