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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
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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Guest favourite
Flat in Markdale
Dee’s Hideaway
1 bedroom, 2 beds, 1 bathroom
1–6 Sept
4.93 out of 5 average rating, 40 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, 20 reviews
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Top guest favourite
Guest suite in Kimberley
"Wine Down" in Scenic Grey Highlands
2 bedrooms, 5 beds, 1 bathroom
30 Oct – 4 Nov
4.96 out of 5 average rating, 280 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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Home in Flesherton
Waterfront Escape on Lake Eugenia
5 bedrooms, 5 beds, 3.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 3 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
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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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Superhost
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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Top guest favourite
Cottage in Flesherton
All-Season Cottage on the Lake
3 bedrooms, 6 beds, 2 bathrooms
4–9 Sept
4.95 out of 5 average rating, 159 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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Guest favourite
Flat in Flesherton
Green Highlands
1 bedroom, 1 queen bed, 1 bathroom
7–12 Sept
4.88 out of 5 average rating, 17 reviews
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Home in Markdale
TnG’s Country Airbnb
4 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 12 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
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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Guest favourite
Guest suite in Kimberley
The Post Office Motel & Spa in the ❤️ of Kimberley
1 bedroom, 3 beds, 1 bathroom
20–25 Sept
4.93 out of 5 average rating, 858 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