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Search results; Over 1,000 homes in Grey Highlands

Descriptions are based on details hosts provide
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
Top guest favourite
Cabin in Kimberley
Creekside cabin with sauna and fire pit
4.99 out of 5 average rating, 99 reviews, 1 bedroom, 2 beds, 1 bathroom
7–12 Aug
Superhost
Tiny home in Maxwell
New waterfront bunkie with loft
4.64 out of 5 average rating, 45 reviews, 1 bed, 1 bathroom
9–14 Aug
Guest favourite
Cabin in Grey County
1860s chalet right on the Bruce Trail
4.89 out of 5 average rating, 35 reviews, 3 bedrooms, 3 beds, 1 bathroom
5–10 Aug
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
Superhost
Place to stay in Maxwell
Waterfront cabin on a private trout lake
4.76 out of 5 average rating, 172 reviews, 3 beds, WC
30 Aug – 4 Sept
Home in Mulmur
Sweeping valley views and soaring ceilings
New place to stay, 3 bedrooms, 4 beds, 3.5 bathrooms
15–20 Jul
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
Superhost
Home in Meaford
A 95-acre lavender farm with hot tub
New place to stay, 4 bedrooms, 9 beds, 3.5 bathrooms
26–31 Jul
Tiny home in Flesherton
Hot tub and sauna on a forested lot
4.81 out of 5 average rating, 197 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Jul
Top guest favourite
Dome in Priceville
Stargaze from bed on 72 acres
5.0 out of 5 average rating, 31 reviews, 1 bedroom, 1 bed, WC
15–20 Jul
Top guest favourite
Tiny home in Kimberley
Saltwater hot tub and sauna on 80 acres
4.97 out of 5 average rating, 37 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 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
Guest favourite
Tiny home in Meaford
Quiet country escape near Blue Mountain
4.86 out of 5 average rating, 436 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Top guest favourite
Cottage in Kimberley
Vintage school house in Beaver Valley
4.91 out of 5 average rating, 370 reviews, 5 bedrooms, 8 beds, 2 bathrooms
14–20 Sept
Top guest favourite
Chalet in The Blue Mountains
Log chalet with a hot tub and fireplace
4.92 out of 5 average rating, 107 reviews, 3 bedrooms, 6 beds, 1.5 bathrooms
19–24 Jul
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
Cottage in Flesherton
Private Waterfront, Dock — Lake Eugenia Escape
4.95 out of 5 average rating, 43 reviews, 3 bedrooms, 6 beds, 1 bathroom
24–29 Aug
Top guest favourite
Barn in Eugenia
Blue Barn Bed n Bale / Blue Mountain
4.98 out of 5 average rating, 209 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Jul