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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
27 Oct – 1 Nov
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4.93 out of 5 average rating, 189 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, 49 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
10–15 Aug
4.98 out of 5 average rating, 46 reviews
Guest favourite
Cabin in Grey County
Beaver Valley Hike, Bike & Ski Cottage
3 bedrooms, 3 beds, 1 bathroom
22–27 Aug
4.89 out of 5 average rating, 36 reviews
Superhost
Tiny home in Maxwell
New waterfront bunkie with loft
1 bed, 1 bathroom
9–14 Aug
4.65 out of 5 average rating, 49 reviews
Top guest favourite
Cabin in Kimberley
Private Luxury Creekside Cabin with Sauna
1 bedroom, 2 beds, 1 bathroom
26–31 Aug
4.99 out of 5 average rating, 100 reviews
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, 372 reviews
Top guest favourite
Cabin in Flesherton
MapleHaven Cabin @ Lake Eugenia
3 bedrooms, 3 beds, 2 bathrooms
12–17 Sept
4.96 out of 5 average rating, 124 reviews
Guest favourite
Flat in Flesherton
Green Highlands
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.75 out of 5 average rating, 8 reviews
Superhost
Home in Meaford
Greystone Lavender Farm-Hot Tub|Pool Table|KoiPond
4 bedrooms, 9 beds, 3.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Markdale
TnG’s Country Airbnb
4 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 7 reviews
Farm stay in Meaford
Hill Top Sunset House
3 bedrooms, 3 beds, 2.5 bathrooms
11–16 Aug
New place to stay
Top guest favourite
Dome in Priceville
Dream Capsule | Stargazing Glamping Escape
1 bedroom, 1 queen bed, WC
9–14 Aug
5.0 out of 5 average rating, 33 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
Top guest favourite
Cabin in Kimberley
Kimberley Creek Cabin
2 bedrooms, 4 beds, 1.5 bathrooms
18–23 Sept
4.98 out of 5 average rating, 422 reviews
Top guest favourite
Barn in Eugenia
Blue Barn Bed n Bale / Blue Mountain
2 bedrooms, 2 queen beds, 1 bathroom
22–27 Aug
4.98 out of 5 average rating, 212 reviews
Top guest favourite
Chalet in The Blue Mountains
Stylish Log Chalet w/ Hot tub Minutes to Village
3 bedrooms, 6 beds, 1.5 bathrooms
9–14 Aug
4.92 out of 5 average rating, 109 reviews
Guest favourite
Home in Collingwood
The Light House
2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
4.93 out of 5 average rating, 15 reviews
Guest favourite
Cottage in Kimberley
A Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi
5 bedrooms, 7 queen beds, 5 bathrooms
16–21 Aug
4.85 out of 5 average rating, 379 reviews