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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
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
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
Home in Flesherton
Renovated 3-BR Home Near Old Baldy | BBQ & Hot Tub
4.98 out of 5 average rating, 44 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
25–30 Jul
Top guest favourite
Guest suite in Kimberley
"Wine Down" in Scenic Grey Highlands
4.96 out of 5 average rating, 272 reviews, 2 bedrooms, 5 beds, 1 bathroom
11–16 Oct
Top guest favourite
Home in Kimberley
Beaver Valley Vista: Secluded w Hot Tub, Fire Pit
5.0 out of 5 average rating, 50 reviews, 4 bedrooms, 7 beds, 2 bathrooms
9–14 Aug
Home in Flesherton
Luxury Lakefront Log Retreat On 100 Acres
4.8 out of 5 average rating, 10 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
9–14 Aug
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
5–10 Aug
Guest favourite
Home in Flesherton
The Hidden Haven Cottage
4.87 out of 5 average rating, 15 reviews, 4 bedrooms, 6 beds, 2 bathrooms
25–30 Jul
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
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
Top guest favourite
Cottage in Kimberley
Cozy Summer Getaway | Hot Tub Sauna BBQ & Firepit
4.89 out of 5 average rating, 127 reviews, 5 bedrooms, 10 beds, 2.5 bathrooms
19–24 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
Top guest favourite
Cabin in Kimberley
Beaver Valley Escape - HotTub & Outdoor Pizza Oven
4.96 out of 5 average rating, 99 reviews, 4 bedrooms, 6 beds, 3 bathrooms
5–10 Aug
Top guest favourite
Cabin in Singhampton
Cabin in the Woods
4.96 out of 5 average rating, 27 reviews, 3 bedrooms, 5 beds, 1 bathroom
23–28 Aug
Superhost
Cabin in Kimberley
Deer Park, Cozy Cabin with Hot Tub, Amazing View
4.81 out of 5 average rating, 255 reviews, 3 bedrooms, 3 beds, 1 bathroom
21–26 Jul
Guest favourite
Cottage in Flesherton
Lake Eugenia-Private, Quiet Retreat
4.82 out of 5 average rating, 95 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
7–12 Sept
Top guest favourite
Cabin in Grey Highlands
The Cabin in the Woods
5.0 out of 5 average rating, 11 reviews, 4 bedrooms, 4 beds, 2 bathrooms
29 Aug – 3 Sept
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