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Search results; Over 1,000 homes in Grey Highlands

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Top guest favourite
Cottage in Grey Highlands
Private 5 Acre Chalet with Bunkie & Sauna
2 bedrooms, 5 beds, 2 private bathrooms
9–14 Sept
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4.95 out of 5 average rating, 162 reviews
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Top guest favourite
Cottage in Flesherton
All-Season Cottage on the Lake
3 bedrooms, 6 beds, 2 bathrooms
8–13 Sept
4.95 out of 5 average rating, 159 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
14–19 Sept
4.98 out of 5 average rating, 57 reviews
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Home in Grey Highlands
*Lake House Escape* 4 BR Family Cottage on Water
4 bedrooms, 6 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 3 reviews
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Home in Flesherton
Luxury Lakefront Log Retreat On 100 Acres
3 bedrooms, 3 beds, 2.5 bathrooms
13–18 Sept
4.8 out of 5 average rating, 15 reviews
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Top guest favourite
Cottage in Flesherton
Newly Renovated Waterfront Cottage on Lake Eugenia
3 bedrooms, 4 beds, 1 bathroom
5–11 Sept
4.95 out of 5 average rating, 21 reviews
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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, 104 reviews
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Home in Markdale
Luxury Beaver Valley Chalet | Hot Tub, Sauna, View
4 bedrooms, 7 beds, 4.5 bathrooms
1–6 Sept
4.86 out of 5 average rating, 7 reviews
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Home in Flesherton
Waterfront Escape on Lake Eugenia
5 bedrooms, 5 beds, 3.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 3 reviews
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Cottage in Flesherton
Cozy 3 Bedroom Cottage Retreat
3 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.68 out of 5 average rating, 71 reviews
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Guest favourite
Home in Kimberley
Sweeping Views - Beaver Valley Farmhouse & Pool
4 bedrooms, 7 beds, 2.5 bathrooms
1–6 Sept
4.97 out of 5 average rating, 58 reviews
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Guest favourite
Cottage in Kimberley
A Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi
5 bedrooms, 7 queen beds, 5 bathrooms
6–11 Sept
4.85 out of 5 average rating, 384 reviews
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Guest favourite
Cottage in Flesherton
Lake Eugenia-Private, Quiet Retreat
3 bedrooms, 5 beds, 1.5 bathrooms
7–12 Sept
4.83 out of 5 average rating, 102 reviews
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Top guest favourite
Cabin in Singhampton
Cabin in the Woods
3 bedrooms, 5 beds, 1 bathroom
9–14 Sept
4.97 out of 5 average rating, 35 reviews
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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
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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
8–13 Sept
4.98 out of 5 average rating, 50 reviews
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Guest favourite
Home in Flesherton
Cottage Escape on Lake Eugenia
3 bedrooms, 6 beds, 1 bathroom
7–12 Sept
4.87 out of 5 average rating, 55 reviews
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Guest favourite
Home in Meaford
Greystone Lavender Farm-Hot Tub|Pool Table|KoiPond
4 bedrooms, 9 beds, 3.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Home in Kimberley
Charming Kimberley~Kimbuktu Guest House & Retreat
3 bedrooms, 5 beds, 1 bathroom
1–6 Sept
4.91 out of 5 average rating, 69 reviews