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Search results; Over 1,000 homes in Grey Highlands

Top guest favourite
Loft in Grey Highlands
The Carriage House @ Trillium Shores, Lake Eugenia
3 bedrooms, 5 beds, 1.5 private bathrooms
9–14 Aug
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4.9 out of 5 average rating, 125 reviews
Top guest favourite
Cabin in Kimberley
Private Luxury Creekside Cabin with Sauna
4.99 out of 5 average rating, 99 reviews, 1 bedroom, 2 beds, 1 bathroom
7–12 Aug
Home in Markdale
Luxury Beaver Valley Chalet | Hot Tub, Sauna, View
4.67 out of 5 average rating, 3 reviews, 4 bedrooms, 7 beds, 4.5 bathrooms
9–14 Aug
Top guest favourite
Chalet in Flesherton
RIVER One, The Flesherton Mill (BVSC Suite Haus)
5.0 out of 5 average rating, 39 reviews, 3 bedrooms, 7 beds, 2 bathrooms
7–12 Sept
Top guest favourite
Chalet in Markdale
Grey Highlands Lodge
4.97 out of 5 average rating, 115 reviews, 2 bedrooms, 2 beds, 2 bathrooms
26–31 Oct
Cottage in Flesherton
Sunset Cottage on Lake Eugenia -Hot Tub-4 Seasons
4.84 out of 5 average rating, 131 reviews, 4 bedrooms, 8 beds, 2 bathrooms
17–24 Jul
Top guest favourite
Cottage in Flesherton
All-Season Cottage on the Lake
4.95 out of 5 average rating, 151 reviews, 3 bedrooms, 6 beds, 2 bathrooms
8–13 Sept
Top guest favourite
Cottage in Kimberley
Vintage School House ~ Family, Pets, Hiking
4.91 out of 5 average rating, 370 reviews, 5 bedrooms, 8 beds, 2 bathrooms
14–20 Sept
Top guest favourite
Cottage in Grey Highlands
Hilltop garden cottage
4.93 out of 5 average rating, 187 reviews, 3 bedrooms, 6 beds, 2 bathrooms
8–13 Sept
Superhost
Cabin in Kimberley
Deer Park, Cozy Cabin with Hot Tub, Amazing View
4.81 out of 5 average rating, 255 reviews, 3 bedrooms, 3 beds, 1 bathroom
13–18 Jul
Home in Flesherton
Luxury Lakefront Log Retreat On 100 Acres
4.8 out of 5 average rating, 10 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
9–14 Aug
Guest favourite
Cottage in Flesherton
Family Oasis on Lake Eugenia
4.96 out of 5 average rating, 70 reviews, 5 bedrooms, 8 beds, 3.5 bathrooms
31 Aug – 5 Sept
Guest favourite
Cottage in Flesherton
Lake Eugenia-Private, Quiet Retreat
4.82 out of 5 average rating, 95 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
18–23 Aug
Guest favourite
Guest suite in Kimberley
The Post Office Motel & Spa in the ❤️ of Kimberley
4.94 out of 5 average rating, 835 reviews, 1 bedroom, 3 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Cottage in Flesherton
*Lakefront Log Home* 7BR • Fire Pit • Games • Gym
5.0 out of 5 average rating, 17 reviews, 7 bedrooms, 9 beds, 5.5 bathrooms
4–9 Aug
Guest favourite
Cabin in Kimberley
Beaver Valley Escape - HotTub & Outdoor Pizza Oven
4.96 out of 5 average rating, 98 reviews, 4 bedrooms, 6 beds, 3 bathrooms
5–10 Aug
Superhost
Home in Meaford
Greystone Lavender Farm-Hot Tub|Pool Table|KoiPond
New place to stay, 4 bedrooms, 9 beds, 3.5 bathrooms
26–31 Jul
Top guest favourite
Home in Flesherton
Renovated 3-BR Home Near Old Baldy | BBQ & Hot Tub
4.98 out of 5 average rating, 44 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
25–30 Jul
Top guest favourite
Bungalow in Grey Highlands
The Highlands- 7 Acres Overlooking Lake Eugenia
4.97 out of 5 average rating, 100 reviews, 4 bedrooms, 4 beds, 1.5 bathrooms
31 Jul – 5 Aug