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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
Cabin in Kimberley
Private Luxury Creekside Cabin with Sauna
1 bedroom, 2 beds
7–12 Aug
4.99 out of 5 average rating, 98 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
Guest favourite
Cabin in Clarksburg
Tiny A-Frame near the Bruce Trail
1 bedroom, 2 single beds
31 Aug – 5 Sept
4.95 out of 5 average rating, 132 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
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
Guest favourite
Cottage in Flesherton
Modern all-season cottage overlooking Lake Eugenia
3 bedrooms, 4 beds
9–14 Aug
4.95 out of 5 average rating, 99 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
Home in Singhampton
Blue Mountain Riverside Lodge | Hottub & Sauna
1 bedroom, 2 beds
11–16 Jul
4.86 out of 5 average rating, 56 reviews
Top guest favourite
Dome in Markdale
Forest Dome
1 bedroom, 1 queen bed
3–8 Aug
4.95 out of 5 average rating, 263 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
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
Top guest favourite
Cottage in Kimberley
Vintage School House ~ Family, Pets, Hiking
5 bedrooms, 8 beds
14–20 Sept
4.91 out of 5 average rating, 369 reviews
Top guest favourite
Yurt in Meaford
Quiet Retreat for Two
1 bedroom, 1 bed
16–21 Aug
4.99 out of 5 average rating, 197 reviews
Superhost
Home in Meaford
Greystone Lavender Farm-Hot Tub|Pool Table|KoiPond
4 bedrooms, 9 beds
26–31 Jul
New place to stay
Home in Markdale
TnG’s Country Airbnb
4 bedrooms, 4 beds
18–23 Jul
5.0 out of 5 average rating, 3 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
Tiny home in Kimberley
Hand-Crafted Cabin in Stunning Beaver Valley
1 double bed
18–23 Jul
4.98 out of 5 average rating, 173 reviews