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Search results; Over 1,000 homes in Grey Highlands

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Top guest favourite
Loft in Grey Highlands
The Carriage House @ Trillium Shores, Lake Eugenia
3 bedrooms, 5 beds, 1.5 private bathrooms
25–30 Oct
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4.9 out of 5 average rating, 132 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
1–6 Oct
4.98 out of 5 average rating, 52 reviews
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Top guest favourite
Cabin in Singhampton
Cabin in the Woods
3 bedrooms, 5 beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 39 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
1–6 Nov
4.97 out of 5 average rating, 67 reviews
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Top guest favourite
Home in Flesherton
Eugenia Escape
3 bedrooms, 4 beds, 1 bathroom
18–23 Oct
4.97 out of 5 average rating, 78 reviews
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Home in Flesherton
Luxury Lakefront Log Retreat On 100 Acres
3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Oct
4.79 out of 5 average rating, 19 reviews
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Top guest favourite
Bungalow in Markdale
Waterfront Cottage on Irish Lake
4 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
4.92 out of 5 average rating, 73 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
1–6 Oct
4.9 out of 5 average rating, 136 reviews
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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, 197 reviews
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Guest favourite
Cottage in Flesherton
Newly Renovated Waterfront Cottage on Lake Eugenia
3 bedrooms, 4 beds, 1 bathroom
10–16 Oct
4.88 out of 5 average rating, 24 reviews
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Top guest favourite
Apartment in The Blue Mountains
Maple & Mountain | Pool/Hot Tub/Shuttle/WalkToBlue
2 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
4.96 out of 5 average rating, 1028 reviews
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Guest favourite
Home in Kimberley
Beaver Valley Vista: Secluded w Hot Tub, Fire Pit
4 bedrooms, 7 beds, 2 bathrooms
2–7 Oct
5.0 out of 5 average rating, 60 reviews
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Home in Markdale
Luxury Beaver Valley Chalet | Hot Tub, Sauna, View
4 bedrooms, 7 beds, 3 bathrooms
1–6 Oct
4.9 out of 5 average rating, 10 reviews
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Cabin in Holland Centre
Chill Private Cabin (with Ladder)
1 bedroom, 1 bed, WC
1–6 Oct
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Cottage in Flesherton
*Lakefront Log Home* 7BR • Fire Pit • Games • Gym
7 bedrooms, 8 beds, 5.5 bathrooms
1–6 Oct
4.91 out of 5 average rating, 22 reviews
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Superhost
Cabin in Maxwell
Charming Pioneer Cabin in the Woods
2 bedrooms, 4 beds, 1 bathroom
15–20 Nov
4.82 out of 5 average rating, 482 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
Guest suite in Kimberley
The Post Office Motel & Spa in the ❤️ of Kimberley
1 bedroom, 3 beds, 1 bathroom
19–24 Oct
4.94 out of 5 average rating, 868 reviews
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Guest favourite
Home in Flesherton
The Hidden Haven Cottage
4 bedrooms, 6 beds, 2 bathrooms
11–16 Oct
4.92 out of 5 average rating, 26 reviews