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Search results; Over 1,000 homes in Grey Highlands

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Guest favourite
Cottage in Grey Highlands
Private 5 Acre Chalet with Bunkie & Sauna
3 bedrooms, 5 beds, 2 private bathrooms
24–29 Oct
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4.95 out of 5 average rating, 164 reviews
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Top guest favourite
Home in Grey Highlands
Rosewood Parlour A-Frame by The Post Office Motel
4 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.98 out of 5 average rating, 66 reviews
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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, 38 reviews
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Top guest favourite
Home in Flesherton
Renovated 3-BR Home Near Old Baldy | BBQ & Hot Tub
3 bedrooms, 3 queen beds, 1.5 bathrooms
22–27 Sept
4.98 out of 5 average rating, 52 reviews
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Top guest favourite
Cottage in Kimberley
Cozy Fall Getaway | Hot Tub Sauna BBQ & Firepit
5 bedrooms, 10 beds, 2.5 bathrooms
21–26 Sept
4.9 out of 5 average rating, 135 reviews
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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
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Guest favourite
Cottage in Flesherton
Newly Renovated Waterfront Cottage on Lake Eugenia
3 bedrooms, 4 beds, 1 bathroom
22–28 Sept
4.88 out of 5 average rating, 24 reviews
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Guest favourite
Cottage in Flesherton
Lake Eugenia-Private, Quiet Retreat
3 bedrooms, 5 beds, 1.5 bathrooms
18–23 Oct
4.84 out of 5 average rating, 104 reviews
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Guest favourite
Cabin in Kimberley
Beaver Valley Escape - HotTub & Outdoor Pizza Oven
4 bedrooms, 6 beds, 3 bathrooms
19–24 Oct
4.96 out of 5 average rating, 103 reviews
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Guest favourite
Home in Flesherton
Cottage Escape on Lake Eugenia
3 bedrooms, 6 beds, 1 bathroom
28 Sept – 3 Oct
4.88 out of 5 average rating, 57 reviews
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Guest favourite
Cottage in Flesherton
Modern all-season cottage overlooking Lake Eugenia
3 bedrooms, 4 beds, 1 bathroom
26–31 Oct
4.95 out of 5 average rating, 105 reviews
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Guest favourite
Cottage in Flesherton
Lake Eugenia Fall Escape with Hot tub and Firepit
3 bedrooms, 6 beds, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 47 reviews
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Superhost
Cabin in Maxwell
Charming Pioneer Cabin in the Woods
2 bedrooms, 4 beds, 1 bathroom
15–20 Nov
4.81 out of 5 average rating, 481 reviews
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Top guest favourite
Cabin in Grey Highlands
The Cabin in the Woods
4 bedrooms, 4 beds, 2 bathrooms
28 Oct – 2 Nov
5.0 out of 5 average rating, 17 reviews
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Cabin in Flesherton
Peaceful Country House with Hot Tub
3 bedrooms, 5 beds, 2 bathrooms
21–26 Sept
4.69 out of 5 average rating, 49 reviews
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Tiny home in Flesherton
The Hideaway - Tiny House
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.8 out of 5 average rating, 207 reviews
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Guest favourite
Home in Flesherton
The Hidden Haven Cottage
4 bedrooms, 6 beds, 2 bathrooms
21–26 Sept
4.92 out of 5 average rating, 26 reviews
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Top guest favourite
Yurt in Meaford
Quiet Retreat for Two
1 bedroom, 1 bed, 1 bathroom
4–9 Oct
4.99 out of 5 average rating, 218 reviews
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Guest favourite
Cabin in Clarksburg
Tiny A-Frame near the Bruce Trail
1 bedroom, 2 single beds, No bathroom
19–24 Oct
4.94 out of 5 average rating, 148 reviews