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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
Home in Grey Highlands
*Lake House Escape* 4 BR Family Cottage on Water
4 bedrooms, 5 beds, 2 bathrooms
4–9 Aug
New place to stay
Home in Flesherton
Luxury Lakefront Log Retreat On 100 Acres
3 bedrooms, 3 beds, 2.5 bathrooms
9–14 Aug
4.82 out of 5 average rating, 11 reviews
Top guest favourite
Cottage in Flesherton
Lake Eugenia all season cottage
3 bedrooms, 6 beds, 2 bathrooms
7–12 Aug
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Home in Flesherton
Renovated 3-BR Home Near Old Baldy | BBQ & Hot Tub
3 bedrooms, 3 queen beds, 1.5 bathrooms
24–29 Aug
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Chalet in The Blue Mountains
Modern Airbnb Blue Mountain Village
3 bedrooms, 7 beds, 3 bathrooms
31 Aug – 5 Sept
4.93 out of 5 average rating, 69 reviews
Top guest favourite
Cottage in Kimberley
Vintage School House ~ Family, Pets, Hiking
5 bedrooms, 8 beds, 2 bathrooms
14–20 Sept
4.91 out of 5 average rating, 371 reviews
Home in The Blue Mountains
Soak & Sleep | Chalet with Hot Tub and Games
6 bedrooms, 9 beds, 2 bathrooms
9–14 Aug
New place to stay
Home in West Grey
Dew's Place, Durham (West Grey)
4 bedrooms, 4 queen beds, 1.5 bathrooms
16–21 Aug
New place to stay
Guest favourite
Home in Markdale
TnG’s Country Airbnb
4 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Cabin in Kimberley
Deer Park, Cozy Cabin with Hot Tub, Amazing View
3 bedrooms, 3 beds, 1 bathroom
9–14 Aug
4.81 out of 5 average rating, 255 reviews
Guest favourite
Cottage in Flesherton
Lake Eugenia-Private, Quiet Retreat
3 bedrooms, 5 beds, 1.5 bathrooms
7–12 Sept
4.82 out of 5 average rating, 95 reviews
Top guest favourite
Cottage in Flesherton
Private Waterfront, Dock — Lake Eugenia Escape
3 bedrooms, 6 beds, 1 bathroom
24–29 Aug
4.95 out of 5 average rating, 44 reviews
Top guest favourite
Yurt in Meaford
Quiet Retreat for Two
1 bedroom, 1 bed, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 200 reviews
Home in Flesherton
Waterfront Escape on Lake Eugenia
5 bedrooms, 5 beds, 3.5 bathrooms
24–29 Aug
New place to stay
Guest favourite
Tiny home in Meaford
Tiny Home Nestled between Thornbury & Meaford
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.86 out of 5 average rating, 438 reviews
Guest favourite
Home in Nottawa
Nature Retreat in The Pretty River Valley for 6
3 bedrooms, 4 beds, 3 bathrooms
16–21 Aug
4.94 out of 5 average rating, 18 reviews
Guest favourite
Cottage in Kimberley
A Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi
5 bedrooms, 7 queen beds, 5 bathrooms
2–7 Aug
4.85 out of 5 average rating, 378 reviews
Guest favourite
Home in Grey Highlands
Rosewood Parlour AFrame - by The Post Office Motel
4 bedrooms, 4 beds, 2 bathrooms
29 Aug – 3 Sept
4.98 out of 5 average rating, 45 reviews