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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 bedrooms, 4 beds
31 Aug – 5 Sept
4.98 out of 5 average rating, 41 reviews
Top guest favourite
Cabin in Kimberley
Private Luxury Creekside Cabin with Sauna
1 bedroom, 2 beds
7–12 Aug
4.99 out of 5 average rating, 99 reviews
Top guest favourite
Guest suite in Kimberley
"Wine Down" in Scenic Grey Highlands
2 bedrooms, 5 beds
11–16 Oct
4.97 out of 5 average rating, 271 reviews
Top guest favourite
Cottage in Grey Highlands
Hilltop garden cottage
3 bedrooms, 6 beds
8–13 Sept
4.93 out of 5 average rating, 187 reviews
Superhost
Tiny home in Maxwell
New waterfront bunkie with loft
1 bed
2–7 Aug
4.64 out of 5 average rating, 44 reviews
Home in Markdale
Luxury Beaver Valley Chalet | Hot Tub, Sauna, View
4 bedrooms, 7 beds
11–16 Jul
Top guest favourite
Home in Flesherton
Renovated 3-BR Home Near Old Baldy | BBQ & Hot Tub
3 bedrooms, 3 queen beds
25–30 Jul
4.98 out of 5 average rating, 44 reviews
Tiny home in Flesherton
The Hideaway - Tiny House
1 bedroom, 2 beds
26–31 Jul
4.81 out of 5 average rating, 197 reviews
Top guest favourite
Barn in Eugenia
Blue Barn Bed n Bale / Blue Mountain
2 bedrooms, 2 queen beds
12–17 Jul
4.98 out of 5 average rating, 209 reviews
Superhost
Place to stay in Maxwell
Waterfront Cabin on private trout Lake
3 beds
19–24 Jul
4.76 out of 5 average rating, 172 reviews
Top guest favourite
Home in Flesherton
Eugenia Escape
3 bedrooms, 4 beds
7–12 Sept
4.97 out of 5 average rating, 73 reviews
Guest favourite
Tiny home in Meaford
Tiny Home Nestled between Thornbury & Meaford
1 bedroom, 1 queen bed
23–28 Aug
4.86 out of 5 average rating, 436 reviews
Home in Singhampton
Blue Mountain Riverside Lodge | Hottub & Sauna
1 bedroom, 2 beds
17–22 Aug
4.86 out of 5 average rating, 56 reviews
Top guest favourite
Dome in Priceville
Dream Capsule | 3-Season Glamping Escape in Nature
1 bedroom, 1 bed
12–17 Jul
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Tiny home in Kimberley
Hand-Crafted Cabin in Stunning Beaver Valley
1 double bed
18–23 Jul
4.98 out of 5 average rating, 174 reviews
Guest favourite
Guest suite in Kimberley
The Post Office Motel & Spa in the ❤️ of Kimberley
1 bedroom, 3 beds
30 Aug – 4 Sept
4.94 out of 5 average rating, 835 reviews
Top guest favourite
Cottage in Southgate
Luxurious Creek Retreat With Hot Tub
2 bedrooms, 2 beds
21–26 Oct
4.99 out of 5 average rating, 181 reviews
Home in Flesherton
Luxury Lakefront Log Retreat On 100 Acres
3 bedrooms, 3 beds
9–14 Aug
4.8 out of 5 average rating, 10 reviews