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Search results; Over 1,000 homes in Grey Highlands

Top guest favourite
Home in Grey Highlands
Newly Renovated! Charming Beaver Valley Farmhouse
4 bedrooms, 6 beds, 3 private bathrooms
1–6 Jan
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4.97 out of 5 average rating, 144 reviews
Top guest favourite
Yurt in Meaford
Quiet Retreat for Two
1 bedroom, 1 bed, 1 bathroom
25–30 Sept
5.0 out of 5 average rating, 206 reviews
Top guest favourite
Guest house in Meaford
From A to Zen - a refined glamp
1 bedroom, 1 bed, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 91 reviews
Guest favourite
Cabin in Clarksburg
Tiny A-Frame near the Bruce Trail
1 bedroom, 2 single beds, No bathroom
31 Aug – 5 Sept
4.94 out of 5 average rating, 141 reviews
Top guest favourite
Dome in Priceville
Dream Capsule | Stargazing Glamping Escape
1 bedroom, 1 queen bed, WC
16–21 Aug
5.0 out of 5 average rating, 34 reviews
Superhost
Place to stay in Maxwell
Waterfront Cabin on private trout Lake
3 beds, WC
30 Aug – 4 Sept
4.76 out of 5 average rating, 174 reviews
Top guest favourite
Tiny home in Kimberley
Hand-Crafted Cabin in Stunning Beaver Valley
1 double bed, 1 bathroom
10–15 Aug
4.98 out of 5 average rating, 177 reviews
Top 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
Chalet in Markdale
Grey Highlands Lodge
2 bedrooms, 2 beds, 2 bathrooms
3–8 Nov
4.97 out of 5 average rating, 116 reviews
Farm stay in Meaford
Hill Top Sunset House
3 bedrooms, 3 beds, 2.5 bathrooms
24–29 Aug
New place to stay
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, 423 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, 848 reviews
Superhost
Tiny home in Maxwell
New waterfront bunkie with loft
1 bed, 1 bathroom
23–28 Aug
4.65 out of 5 average rating, 49 reviews
Top guest favourite
Cottage in Berkeley
Fortress of Solitude
3 bedrooms, 2 queen beds, 2 bathrooms
25–30 Aug
4.89 out of 5 average rating, 84 reviews
Guest favourite
Flat in Markdale
Dee’s Hideaway
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.95 out of 5 average rating, 37 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
Guest favourite
Cottage in Flesherton
Private Waterfront, Dock — Lake Eugenia Escape
3 bedrooms, 6 beds, 1 bathroom
9–14 Sept
4.93 out of 5 average rating, 46 reviews
Top guest favourite
Guest suite in Kimberley
"Wine Down" in Scenic Grey Highlands
2 bedrooms, 5 beds, 1 bathroom
30 Oct – 4 Nov
4.96 out of 5 average rating, 274 reviews
Top guest favourite
Cottage in Flesherton
All-Season Cottage on the Lake
3 bedrooms, 6 beds, 2 bathrooms
31 Aug – 5 Sept
4.95 out of 5 average rating, 156 reviews