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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
26–31 Jul
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4.95 out of 5 average rating, 158 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, 45 reviews
Top guest favourite
Yurt in Meaford
Quiet Retreat for Two
1 bedroom, 1 bed, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 200 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, 35 reviews
Top guest favourite
Cabin in Kimberley
Private Luxury Creekside Cabin with Sauna
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 100 reviews
Guest favourite
Guest suite in Kimberley
The Post Office Motel & Spa in the ❤️ of Kimberley
1 bedroom, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.94 out of 5 average rating, 839 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, 371 reviews
Home in Grey Highlands
*Lake House Escape* 4 BR Family Cottage on Water
4 bedrooms, 5 beds, 2 bathrooms
20–25 Jul
New place to stay
Top guest favourite
Home in Flesherton
Renovated 3-BR Home Near Old Baldy | BBQ & Hot Tub
3 bedrooms, 3 queen beds, 1.5 bathrooms
25–30 Jul
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Cottage in Southgate
Luxurious Creek Retreat With Hot Tub
2 bedrooms, 2 beds, 1 bathroom
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, 2.5 bathrooms
9–14 Aug
4.82 out of 5 average rating, 11 reviews
Superhost
Tiny home in Maxwell
New waterfront bunkie with loft
1 bed, 1 bathroom
9–14 Aug
4.66 out of 5 average rating, 47 reviews
Top guest favourite
Loft in Grey Highlands
The Carriage House @ Trillium Shores, Lake Eugenia
3 bedrooms, 5 beds, 1.5 bathrooms
9–14 Aug
4.9 out of 5 average rating, 125 reviews
Guest favourite
Chalet in Flesherton
FALLS One, The Flesherton Mill (BVSC Suite Haus)
3 bedrooms, 5 beds, 2 bathrooms
17–22 Aug
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Home in Kimberley
Beaver Valley Vista: Secluded w Hot Tub, Fire Pit
4 bedrooms, 7 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 50 reviews
Guest favourite
Flat in Markdale
Dee’s Hideaway
1 bedroom, 2 beds, 1 bathroom
26–31 Jul
4.95 out of 5 average rating, 37 reviews
Top guest favourite
Cabin in Singhampton
Cabin in the Woods
3 bedrooms, 5 beds, 1 bathroom
23–28 Aug
4.97 out of 5 average rating, 29 reviews
Cabin in Flesherton
Peaceful Country House with Hot Tub
3 bedrooms, 5 beds, 2 bathrooms
30 Aug – 4 Sept
4.72 out of 5 average rating, 46 reviews
Top guest favourite
Cottage in Grey Highlands
Hilltop garden cottage
3 bedrooms, 6 beds, 2 bathrooms
16–21 Aug
4.93 out of 5 average rating, 187 reviews