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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
12–17 Jul
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4.95 out of 5 average rating, 157 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
11–16 Jul
4.98 out of 5 average rating, 44 reviews
Home in Flesherton
Luxury Lakefront Log Retreat On 100 Acres
3 bedrooms, 3 beds, 2.5 bathrooms
9–14 Aug
4.8 out of 5 average rating, 10 reviews
Cottage in Flesherton
Cozy 3 Bedroom Cottage Retreat
3 bedrooms, 4 beds, 1 bathroom
9–14 Jul
4.69 out of 5 average rating, 65 reviews
Top guest favourite
Cabin in Kimberley
Private Luxury Creekside Cabin with Sauna
1 bedroom, 2 beds, 1 bathroom
7–12 Aug
4.99 out of 5 average rating, 98 reviews
Home in Flesherton
Escape to our cozy family cottage
4 bedrooms, 6 beds, 2 bathrooms
27 Jul – 1 Aug
New place to stay
Top guest favourite
Cottage in Grey Highlands
Hilltop garden cottage
3 bedrooms, 6 beds, 2 bathrooms
8–13 Sept
4.93 out of 5 average rating, 187 reviews
Top guest favourite
Loft in Grey Highlands
The Carriage House @ Trillium Shores, Lake Eugenia
3 bedrooms, 5 beds, 1.5 bathrooms
9–14 Aug
4.9 out of 5 average rating, 125 reviews
Top guest favourite
Cottage in Kimberley
Cozy Summer Getaway | Hot Tub Sauna BBQ & Firepit
5 bedrooms, 10 beds, 2.5 bathrooms
19–24 Jul
4.89 out of 5 average rating, 127 reviews
Top guest favourite
Cabin in Singhampton
Cabin in the Woods
3 bedrooms, 5 beds, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 26 reviews
Top guest favourite
Cabin in Grey Highlands
The Cabin in the Woods
4 bedrooms, 4 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Kimberley
Beaver Valley Vista: Secluded w Hot Tub, Fire Pit
4 bedrooms, 7 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 49 reviews
Superhost
Home in Singhampton
Brewster's Lake Escape | Lakefront in Singhampton
5 bedrooms, 7 beds, 3 bathrooms
19–24 Jul
4.83 out of 5 average rating, 24 reviews
Top guest favourite
Guest suite in Kimberley
"Wine Down" in Scenic Grey Highlands
2 bedrooms, 5 beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 271 reviews
Home in Singhampton
Blue Mountain Riverside Lodge | Hottub & Sauna
1 bedroom, 2 beds, 1 bathroom
10–15 Jul
4.86 out of 5 average rating, 56 reviews
Top guest favourite
Cottage in Flesherton
All-Season Cottage on the Lake
3 bedrooms, 6 beds, 2 bathrooms
8–13 Sept
4.95 out of 5 average rating, 151 reviews
Guest favourite
Cottage in Flesherton
Family Oasis on Lake Eugenia
5 bedrooms, 8 beds, 3.5 bathrooms
31 Aug – 5 Sept
4.96 out of 5 average rating, 70 reviews
Top guest favourite
Chalet in Flesherton
Cozy cottage in the woods near trails & waterfalls
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.97 out of 5 average rating, 89 reviews
Home in Markdale
TnG’s Country Airbnb
4 bedrooms, 4 beds, 2 bathrooms
18–23 Jul
5.0 out of 5 average rating, 3 reviews