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Search results; Over 1,000 homes in Grey Highlands

Top guest favourite
Loft in Grey Highlands
The Carriage House @ Trillium Shores, Lake Eugenia
3 bedrooms, 5 beds, 1.5 private bathrooms
9–14 Aug
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4.9 out of 5 average rating, 125 reviews
Guest favourite
Home in Grey Highlands
Rosewood Parlour AFrame - by The Post Office Motel
4.98 out of 5 average rating, 41 reviews, 4 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
Home in Flesherton
Luxury Lakefront Log Retreat On 100 Acres
4.8 out of 5 average rating, 10 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
9–14 Aug
Top guest favourite
Home in Flesherton
Renovated 3-BR Home Near Old Baldy | BBQ & Hot Tub
4.98 out of 5 average rating, 44 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
25–30 Jul
Top guest favourite
Cabin in Singhampton
Cabin in the Woods
4.96 out of 5 average rating, 27 reviews, 3 bedrooms, 5 beds, 1 bathroom
16–21 Aug
Top guest favourite
Guest suite in Kimberley
"Wine Down" in Scenic Grey Highlands
4.97 out of 5 average rating, 271 reviews, 2 bedrooms, 5 beds, 1 bathroom
11–16 Oct
Top guest favourite
Home in Kimberley
Beaver Valley Vista: Secluded w Hot Tub, Fire Pit
5.0 out of 5 average rating, 50 reviews, 4 bedrooms, 7 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Cottage in Kimberley
Cozy Summer Getaway | Hot Tub Sauna BBQ & Firepit
4.89 out of 5 average rating, 127 reviews, 5 bedrooms, 10 beds, 2.5 bathrooms
19–24 Jul
Guest favourite
Home in Kimberley
Heart of Kimberley - with views and a hot tub
4.88 out of 5 average rating, 211 reviews, 6 bedrooms, 9 beds, 2 bathrooms
19–24 Jul
Guest favourite
Cottage in Flesherton
Modern all-season cottage overlooking Lake Eugenia
4.95 out of 5 average rating, 99 reviews, 3 bedrooms, 4 beds, 1 bathroom
9–14 Aug
Top guest favourite
Chalet in Flesherton
Cozy cottage in the woods near trails & waterfalls
4.97 out of 5 average rating, 89 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Cabin in Kimberley
Private Luxury Creekside Cabin with Sauna
4.99 out of 5 average rating, 99 reviews, 1 bedroom, 2 beds, 1 bathroom
7–12 Aug
Top guest favourite
Cottage in Flesherton
All-Season Cottage on the Lake
4.95 out of 5 average rating, 151 reviews, 3 bedrooms, 6 beds, 2 bathrooms
8–13 Sept
Guest favourite
Home in Flesherton
The Hidden Haven Cottage
4.87 out of 5 average rating, 15 reviews, 4 bedrooms, 6 beds, 2 bathrooms
25–30 Jul
Guest favourite
Cottage in Markdale
Blue Jay Estates - 2 Acres with Private Pool
5.0 out of 5 average rating, 29 reviews, 4 bedrooms, 7 beds, 2.5 bathrooms
27 Aug – 1 Sept
Guest favourite
Cabin in Kimberley
Beaver Valley Escape - HotTub & Outdoor Pizza Oven
4.96 out of 5 average rating, 98 reviews, 4 bedrooms, 6 beds, 3 bathrooms
5–10 Aug
Top guest favourite
Farm stay in Kimberley
Valley View Farm Retreat ~ Family, Pets, Hiking
4.95 out of 5 average rating, 122 reviews, 4 bedrooms, 6 beds, 2 bathrooms
8–13 Sept
Home in Markdale
TnG’s Country Airbnb
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 4 beds, 2 bathrooms
18–23 Jul
Guest favourite
Cottage in Grey Highlands
Private 5 Acre Chalet with Bunkie & Sauna
4.95 out of 5 average rating, 158 reviews, 2 bedrooms, 5 beds, 2 bathrooms
12–17 Jul