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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
16–21 Aug
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4.93 out of 5 average rating, 187 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
Cottage in Flesherton
Lake Eugenia all season cottage
3 bedrooms, 6 beds, 2 bathrooms
7–12 Aug
5.0 out of 5 average rating, 24 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
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
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, 45 reviews
Home in Flesherton
Luxury Lakefront Log Retreat On 100 Acres
3 bedrooms, 3 beds, 2.5 bathrooms
9–14 Aug
4.82 out of 5 average rating, 11 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, 439 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
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
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
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
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, 45 reviews
Guest favourite
Cottage in Berkeley
Fortress of Solitude
3 bedrooms, 2 queen beds, 2 bathrooms
13–18 Aug
4.89 out of 5 average rating, 84 reviews
Top guest favourite
Home in Markdale
The Lake House at Irish
2 bedrooms, 3 beds, 1.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Cabin in Kimberley
Private Luxury Creekside Cabin with Sauna
1 bedroom, 2 beds, 1 bathroom
21–27 Sept
4.99 out of 5 average rating, 100 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
Guest favourite
Cottage in Grey Highlands
Private 5 Acre Chalet with Bunkie & Sauna
2 bedrooms, 5 beds, 2 bathrooms
9–14 Sept
4.95 out of 5 average rating, 158 reviews
Home in Flesherton
Waterfront Escape on Lake Eugenia
5 bedrooms, 5 beds, 3.5 bathrooms
24–29 Aug
New place to stay