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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 bathrooms
9–14 Sept
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4.95 out of 5 average rating, 158 reviews
Top guest favourite
Cottage in Flesherton
Lake Eugenia all season cottage
3 bedrooms, 6 beds, 2 bathrooms
12–17 Aug
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Yurt in Meaford
Quiet Retreat for Two
1 bedroom, 1 bed, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 200 reviews
Top guest favourite
Home in Flesherton
Renovated 3-BR Home Near Old Baldy | BBQ & Hot Tub
3 bedrooms, 3 queen beds, 1.5 bathrooms
24–29 Aug
4.98 out of 5 average rating, 46 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, 371 reviews
Home in Flesherton
Peaceful Family Retreat by Eugenia Falls
4 bedrooms, 6 beds, 2 bathrooms
12–17 Aug
New place to stay
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, 439 reviews
Guest favourite
Cottage in Flesherton
Lake Eugenia-Private, Quiet Retreat
3 bedrooms, 5 beds, 1.5 bathrooms
7–12 Sept
4.82 out of 5 average rating, 95 reviews
Top guest favourite
Cabin in Flesherton
MapleHaven Cabin @ Lake Eugenia
3 bedrooms, 3 beds, 2 bathrooms
12–17 Sept
4.96 out of 5 average rating, 123 reviews
Guest favourite
Home in Markdale
TnG’s Country Airbnb
4 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 5 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, 44 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, 172 reviews
Superhost
Cabin in Kimberley
Deer Park, Cozy Cabin with Hot Tub, Amazing View
3 bedrooms, 3 beds, 1 bathroom
9–14 Aug
4.81 out of 5 average rating, 255 reviews
Flat in Flesherton
Green Highlands
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.67 out of 5 average rating, 6 reviews
Top guest favourite
Barn in Eugenia
Blue Barn Bed n Bale / Blue Mountain
2 bedrooms, 2 queen beds, 1 bathroom
10–15 Aug
4.98 out of 5 average rating, 210 reviews
Home in Grey Highlands
*Lake House Escape* 4 BR Family Cottage on Water
4 bedrooms, 5 beds, 2 bathrooms
4–9 Aug
New place to stay
Top guest favourite
Apartment in Collingwood
Modern & Chic Sanctuary Suite in Collingwood
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 838 reviews
Top guest favourite
Home in West Grey
Woodland River Retreat With Hot Tub
2 bedrooms, 2 beds, 1 bathroom
10–15 Sept
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Farm stay in Markdale
Experience Country Living at Firefly Ridge
2 bedrooms, 4 beds, 1 bathroom
8–13 Sept
4.99 out of 5 average rating, 153 reviews