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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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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, 70 reviews
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Top guest favourite
Cabin in Singhampton
Cabin in the Woods
3 bedrooms, 5 beds, 1 bathroom
4–9 Oct
4.98 out of 5 average rating, 40 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
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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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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Guest favourite
Chalet in Flesherton
The Red House – Private Wooded Oasis & Hot Tub
3 bedrooms, 5 beds, 1 bathroom
4–9 Oct
4.82 out of 5 average rating, 125 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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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 Flesherton
The Hidden Haven Cottage
4 bedrooms, 6 beds, 2 bathrooms
11–16 Oct
4.92 out of 5 average rating, 26 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
Cottage in Flesherton
Lake Eugenia-Private, Quiet Retreat
3 bedrooms, 5 beds, 1.5 bathrooms
12–17 Oct
4.84 out of 5 average rating, 105 reviews
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Home in Flesherton
Peaceful Family Retreat by Eugenia Falls
4 bedrooms, 6 beds, 2 bathrooms
12–17 Oct
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Home in The Blue Mountains
True Blue Retreat
8 bedrooms, 4 bathrooms
5–10 Oct
New place to stay
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Home in Singhampton
Blue Mountain Riverside Lodge | Hottub & Sauna
1 bedroom, 2 beds, 1 bathroom
19–24 Oct
4.87 out of 5 average rating, 62 reviews
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Guest favourite
Cabin in Grey County
Beaver Valley Hike, Bike & Ski Cottage
3 bedrooms, 3 beds, 1 bathroom
1–6 Oct
4.9 out of 5 average rating, 39 reviews
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Top guest favourite
Cottage in Markdale
Blue Jay Estates - 2 Acres with Private Pool
4 bedrooms, 7 beds, 2.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 36 reviews
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Home in The Blue Mountains
True Blue Escape
7 bedrooms, 14 queen beds, 2 bathrooms
4–9 Oct
New place to stay
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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