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Search results; Over 1,000 homes in Grey Highlands

Descriptions are based on details hosts provide
Guest favourite
Cottage in Grey Highlands
Private 5 Acre Chalet with Bunkie & Sauna
2 bedrooms, 5 beds, 2 private bathrooms
19–24 Jul
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4.95 out of 5 average rating, 158 reviews
Top guest favourite
Cabin in Kimberley
Creekside cabin with sauna and fire pit
1 bedroom, 2 beds, 1 bathroom
7–12 Aug
4.99 out of 5 average rating, 99 reviews
Superhost
Tiny home in Maxwell
Waterfront bunkie with sauna and fire pit
1 bed, 1 bathroom
9–14 Aug
4.64 out of 5 average rating, 45 reviews
Guest favourite
Cabin in Grey County
Beaver Valley Hike, Bike & Ski Cottage
3 bedrooms, 3 beds, 1 bathroom
5–10 Aug
4.89 out of 5 average rating, 35 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, 42 reviews
Superhost
Place to stay in Maxwell
Waterfront cabin on a private trout lake
3 beds, WC
30 Aug – 4 Sept
4.76 out of 5 average rating, 172 reviews
Home in Mulmur
Escarpment House | Modern Country Retreat
3 bedrooms, 4 beds, 3.5 bathrooms
15–20 Jul
New place to stay
Guest favourite
Guest suite in Kimberley
Historic post office with hot tub
1 bedroom, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.94 out of 5 average rating, 838 reviews
Tiny home in Flesherton
Hot tub and sauna on a forested lot
1 bedroom, 2 beds, 1 bathroom
26–31 Jul
4.81 out of 5 average rating, 197 reviews
Top guest favourite
Dome in Priceville
Dream Capsule | Stargazing Glamping Escape
1 bedroom, 1 queen bed, WC
15–20 Jul
5.0 out of 5 average rating, 31 reviews
Superhost
Home in Meaford
Greystone Lavender Farm-Hot Tub|Pool Table|KoiPond
4 bedrooms, 9 beds, 3.5 bathrooms
26–31 Jul
New place to stay
Top guest favourite
Tiny home in Kimberley
Boho Beaver Cabin 2 with saltwater hot tub & sauna
1 bedroom, 1 bed, 1 bathroom
26–31 Jul
4.97 out of 5 average rating, 37 reviews
Guest favourite
Tiny home in Meaford
Tiny Home Nestled between Thornbury & Meaford
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.86 out of 5 average rating, 436 reviews
Top guest favourite
Cottage in Kimberley
Vintage school house in Beaver Valley
5 bedrooms, 8 beds, 2 bathrooms
14–20 Sept
4.91 out of 5 average rating, 370 reviews
Top guest favourite
Chalet in The Blue Mountains
Stylish Log Chalet w/ Hot tub Minutes to Village
3 bedrooms, 6 beds, 1.5 bathrooms
19–24 Jul
4.92 out of 5 average rating, 107 reviews
Guest favourite
Cottage in Kimberley
Indoor hot tub and floor-to-ceiling windows
5 bedrooms, 7 queen beds, 5 bathrooms
26–31 Jul
4.85 out of 5 average rating, 378 reviews
Top guest favourite
Dome in Markdale
Geodesic dome with fire pit in forest
1 bedroom, 1 queen bed, 1.5 bathrooms
16–21 Aug
4.95 out of 5 average rating, 265 reviews
Guest favourite
Cottage in Flesherton
Private Waterfront, Dock — Lake Eugenia Escape
3 bedrooms, 6 beds, 1 bathroom
24–29 Aug
4.95 out of 5 average rating, 43 reviews
Top guest favourite
Barn in Eugenia
Blue Barn Bed n Bale / Blue Mountain
2 bedrooms, 2 queen beds, 1 bathroom
19–24 Jul
4.98 out of 5 average rating, 209 reviews