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Search results; Over 1,000 homes in Grey Highlands

Guest favourite
Cottage in Grey Highlands
Private 5 Acre Chalet with Bunkie & Sauna
2 bedrooms, 5 beds, 2 private baths
Sep 9–14
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4.95 out of 5 average rating, 160 reviews
Top guest favourite
Tiny homes in Kimberley
Hand-Crafted Cabin in Stunning Beaver Valley
1 double bed, 1 bath
Aug 22–27
4.98 out of 5 average rating, 178 reviews
Guest favourite
Cottage in Flesherton
Modern all-season cottage overlooking Lake Eugenia
3 bedrooms, 4 beds, 1 bath
Aug 24–29
4.95 out of 5 average rating, 102 reviews
Guest favourite
Cabin in Grey County
Beaver Valley Hike, Bike & Ski Cottage
3 bedrooms, 3 beds, 1 bath
Aug 22–27
4.89 out of 5 average rating, 36 reviews
Superhost
Tiny homes in Maxwell
New waterfront bunkie with loft
1 bed, 1 bath
Aug 23–28
4.65 out of 5 average rating, 49 reviews
Top guest favourite
Apartment in Meaford
Scenic Stable Apartment on 147-Acre Horse Farm
3 bedrooms, 3 queen beds, Half-bath
Aug 17–22
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Grey Highlands
Rosewood Parlour AFrame - by The Post Office Motel
4 bedrooms, 4 beds, 2 baths
Aug 29–Sep 3
4.98 out of 5 average rating, 49 reviews
Superhost
Place to stay in Maxwell
Waterfront Cabin on private trout Lake
3 beds, Half-bath
Aug 30–Sep 4
4.76 out of 5 average rating, 175 reviews
Top guest favourite
Loft in Grey Highlands
The Carriage House @ Trillium Shores, Lake Eugenia
3 bedrooms, 5 beds, 1.5 baths
Sep 7–12
4.9 out of 5 average rating, 128 reviews
Top guest favourite
Dome in Priceville
Dream Capsule | Stargazing Glamping Escape
1 bedroom, 1 queen bed, Half-bath
Aug 25–30
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Yurt in Meaford
Quiet Retreat for Two
1 bedroom, 1 bed, 1 bath
Sep 25–30
5.0 out of 5 average rating, 209 reviews
Guest favourite
Farm stay in Southgate
Loft Where City Meets Country With Hot Tub
1 bedroom, 2 king beds, 1 bath
Sep 13–18
4.86 out of 5 average rating, 224 reviews
Top guest favourite
Home in Flesherton
Eugenia Escape
3 bedrooms, 4 beds, 1 bath
Sep 7–12
4.97 out of 5 average rating, 74 reviews
Guest favourite
Tiny homes in Meaford
Tiny Home Nestled between Thornbury & Meaford
1 bedroom, 1 queen bed, 1 bath
Sep 20–25
4.87 out of 5 average rating, 446 reviews
Top guest favourite
Cabin in Singhampton
Cabin in the Woods
3 bedrooms, 5 beds, 1 bath
Aug 23–28
4.97 out of 5 average rating, 33 reviews
Guest favourite
Camper/RV in Markdale
Glamping with the animals
1 bedroom, 2 beds, Half-bath
Aug 17–22
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Meaford
Greystone Lavender Farm-Hot Tub|Pool Table|KoiPond
4 bedrooms, 9 beds, 3.5 baths
Sep 7–12
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Barn in Eugenia
Blue Barn Bed n Bale / Blue Mountain
2 bedrooms, 2 queen beds, 1 bath
Aug 22–27
4.98 out of 5 average rating, 214 reviews
Home in Grey Highlands
*Lake House Escape* 4 BR Family Cottage on Water
4 bedrooms, 5 beds, 2 baths
Aug 17–22
New place to stay