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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
3 bedrooms, 5 beds, 2 private bathrooms
5–10 Oct
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4.95 out of 5 average rating, 164 reviews
Top guest favourite
Home in Grey Highlands
Rosewood Parlour A-Frame by The Post Office Motel
4 bedrooms, 4 beds, 2 bathrooms
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, 2.5 bathrooms
27 Sept – 2 Oct
4.78 out of 5 average rating, 18 reviews
Guest favourite
Cottage in Flesherton
Newly Renovated Waterfront Cottage on Lake Eugenia
3 bedrooms, 4 beds, 1 bathroom
16–22 Sept
4.87 out of 5 average rating, 23 reviews
Top guest favourite
Cottage in Kimberley
Cozy Fall Getaway | Hot Tub Sauna BBQ & Firepit
5 bedrooms, 10 beds, 2.5 bathrooms
20–25 Sept
4.9 out of 5 average rating, 135 reviews
Top guest favourite
Home in Flesherton
Eugenia Escape
3 bedrooms, 4 beds, 1 bathroom
15–20 Sept
4.97 out of 5 average rating, 78 reviews
Guest favourite
Chalet in Flesherton
The Red House – Private Wooded Oasis & Hot Tub
3 bedrooms, 5 beds, 1 bathroom
1–6 Oct
4.82 out of 5 average rating, 125 reviews
Guest favourite
Cottage in Flesherton
All-Season Cottage on the Lake
3 bedrooms, 6 beds, 2 bathrooms
30 Nov – 5 Dec
4.95 out of 5 average rating, 159 reviews
Top guest favourite
Cabin in Singhampton
Cabin in the Woods
3 bedrooms, 5 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 37 reviews
Guest favourite
Cottage in Flesherton
Modern all-season cottage overlooking Lake Eugenia
3 bedrooms, 4 beds, 1 bathroom
14–19 Sept
4.95 out of 5 average rating, 105 reviews
Guest favourite
Cottage in Flesherton
Lake Eugenia Fall Escape with Hot tub and Firepit
3 bedrooms, 6 beds, 1 bathroom
14–19 Sept
4.94 out of 5 average rating, 47 reviews
Home in Flesherton
Peaceful Family Retreat by Eugenia Falls
4 bedrooms, 6 beds, 2 bathrooms
14–19 Sept
Guest favourite
Home in Flesherton
Cottage Escape on Lake Eugenia
3 bedrooms, 6 beds, 1 bathroom
15–20 Sept
4.88 out of 5 average rating, 56 reviews
Guest favourite
Home in Kimberley
Charming Kimberley~Kimbuktu Guest House & Retreat
3 bedrooms, 5 beds, 1 bathroom
14–19 Sept
4.91 out of 5 average rating, 70 reviews
Superhost
Cabin in Maxwell
Charming Pioneer Cabin in the Woods
2 bedrooms, 4 beds, 1 bathroom
9–14 Nov
4.81 out of 5 average rating, 480 reviews
Cottage in Flesherton
Cozy 3 Bedroom Cottage Retreat
3 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.68 out of 5 average rating, 72 reviews
Top guest favourite
Cottage in Grey Highlands
Hilltop garden cottage
3 bedrooms, 6 beds, 2 bathrooms
27 Oct – 1 Nov
4.93 out of 5 average rating, 196 reviews
Home in Markdale
Luxury Beaver Valley Chalet | Hot Tub, Sauna, View
4 bedrooms, 7 beds, 3 bathrooms
22–27 Sept
4.9 out of 5 average rating, 10 reviews
Top guest favourite
Home in Flesherton
Renovated 3-BR Home Near Old Baldy | BBQ & Hot Tub
3 bedrooms, 3 queen beds, 1.5 bathrooms
20–25 Sept
4.98 out of 5 average rating, 52 reviews