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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, 42 reviews, 4 bedrooms, 4 beds, 2 bathrooms
29 Aug – 3 Sept
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
26–31 Aug
Guest favourite
Guest suite in Kimberley
The Post Office Motel & Spa in the ❤️ of Kimberley
4.94 out of 5 average rating, 838 reviews, 1 bedroom, 3 beds, 1 bathroom
30 Aug – 4 Sept
Home in Markdale
TnG’s Country Airbnb
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
Superhost
Home in Meaford
Greystone Lavender Farm-Hot Tub|Pool Table|KoiPond
New place to stay, 4 bedrooms, 9 beds, 3.5 bathrooms
26–31 Jul
Guest favourite
Cabin in Grey County
Beaver Valley Hike, Bike & Ski Cottage
4.89 out of 5 average rating, 35 reviews, 3 bedrooms, 3 beds, 1 bathroom
9–14 Aug
Top guest favourite
Tiny home in Kimberley
Hand-Crafted Cabin in Stunning Beaver Valley
4.98 out of 5 average rating, 174 reviews, 1 bed, 1 bathroom
18–23 Jul
Top guest favourite
Dome in Markdale
Forest Dome
4.95 out of 5 average rating, 265 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
16–21 Aug
Top guest favourite
Dome in Priceville
Dream Capsule | Stargazing Glamping Escape
5.0 out of 5 average rating, 31 reviews, 1 bedroom, 1 bed, WC
16–21 Jul
Home in Mulmur
Escarpment House | Modern Country Retreat
New place to stay, 3 bedrooms, 4 beds, 3.5 bathrooms
15–20 Jul
Top guest favourite
Yurt in Meaford
Quiet Retreat for Two
5.0 out of 5 average rating, 200 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Sept
Top guest favourite
Chalet in The Blue Mountains
Stylish Log Chalet w/ Hot tub Minutes to Village
4.92 out of 5 average rating, 107 reviews, 3 bedrooms, 6 beds, 1.5 bathrooms
19–24 Jul
Top guest favourite
Cottage in Kimberley
Vintage School House ~ Family, Pets, Hiking
4.91 out of 5 average rating, 370 reviews, 5 bedrooms, 8 beds, 2 bathrooms
14–20 Sept
Guest favourite
Tiny home in Meaford
Tiny Home Nestled between Thornbury & Meaford
4.86 out of 5 average rating, 436 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Guest favourite
Cottage in Kimberley
A Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi
4.85 out of 5 average rating, 378 reviews, 5 bedrooms, 7 beds, 5 bathrooms
26–31 Jul
Guest favourite
Tiny home in Maxwell
Cute waterfront bunkie
5.0 out of 5 average rating, 17 reviews, 2 beds, WC
26–31 Jul
Guest favourite
Cottage in Flesherton
Modern all-season cottage overlooking Lake Eugenia
4.95 out of 5 average rating, 100 reviews, 3 bedrooms, 4 beds, 1 bathroom
9–14 Aug
Superhost
Place to stay in Maxwell
Waterfront Cabin on private trout Lake
4.76 out of 5 average rating, 172 reviews, 3 beds, WC
30 Aug – 4 Sept