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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
15–20 Sept
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4.9 out of 5 average rating, 132 reviews
Top guest favourite
Home in Grey Highlands
Rosewood Parlour A-Frame by The Post Office Motel
4 bedrooms, 4 beds
20–25 Sept
4.98 out of 5 average rating, 63 reviews
Home in Flesherton
Luxury Lakefront Log Retreat On 100 Acres
3 bedrooms, 3 beds
27 Sept – 2 Oct
4.78 out of 5 average rating, 18 reviews
Top guest favourite
Home in Flesherton
Eugenia Escape
3 bedrooms, 4 beds
29 Sept – 4 Oct
4.97 out of 5 average rating, 78 reviews
Top guest favourite
Cottage in Kimberley
Cozy Fall Getaway | Hot Tub Sauna BBQ & Firepit
5 bedrooms, 10 beds
20–25 Sept
4.9 out of 5 average rating, 135 reviews
Guest favourite
Cottage in Flesherton
Newly Renovated Waterfront Cottage on Lake Eugenia
3 bedrooms, 4 beds
17–23 Sept
4.87 out of 5 average rating, 23 reviews
Guest favourite
Home in Kimberley
Charming Kimberley~Kimbuktu Guest House & Retreat
3 bedrooms, 5 beds
15–20 Sept
4.91 out of 5 average rating, 70 reviews
Guest favourite
Cottage in Flesherton
Modern all-season cottage overlooking Lake Eugenia
3 bedrooms, 4 beds
15–20 Sept
4.95 out of 5 average rating, 105 reviews
Guest favourite
Cottage in Grey Highlands
Private 5 Acre Chalet with Bunkie & Sauna
3 bedrooms, 5 beds
5–10 Oct
4.95 out of 5 average rating, 164 reviews
Guest favourite
Cottage in Flesherton
Lake Eugenia Fall Escape with Hot tub and Firepit
3 bedrooms, 6 beds
15–20 Sept
4.94 out of 5 average rating, 47 reviews
Guest favourite
Home in Flesherton
Cottage Escape on Lake Eugenia
3 bedrooms, 6 beds
15–20 Sept
4.88 out of 5 average rating, 56 reviews
Guest favourite
Cottage in Flesherton
All-Season Cottage on the Lake
3 bedrooms, 6 beds
30 Nov – 5 Dec
4.95 out of 5 average rating, 159 reviews
Top guest favourite
Guest suite in Kimberley
"Wine Down" in Scenic Grey Highlands
2 bedrooms, 5 beds
30 Oct – 4 Nov
4.96 out of 5 average rating, 282 reviews
Home in Flesherton
Peaceful Family Retreat by Eugenia Falls
4 bedrooms, 6 beds
15–20 Sept
Superhost
Cabin in Maxwell
Charming Pioneer Cabin in the Woods
2 bedrooms, 4 beds
15–20 Nov
4.81 out of 5 average rating, 480 reviews
Top guest favourite
Cabin in Singhampton
Cabin in the Woods
3 bedrooms, 5 beds
20–25 Sept
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Cottage in Flesherton
Lake Eugenia Renovated Waterfront Cottage
3 bedrooms, 3 beds
20–25 Sept
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Home in Flesherton
Renovated 3-BR Home Near Old Baldy | BBQ & Hot Tub
3 bedrooms, 3 queen beds
20–25 Sept
4.98 out of 5 average rating, 52 reviews
Superhost
Cottage in Markdale
Cozy Farmhouse in Beaver Valley
3 bedrooms, 4 beds
20–25 Sept
4.79 out of 5 average rating, 52 reviews