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Search results; Over 1,000 homes in Grey Highlands

Guest favourite
Cottage in Grey Highlands
Private 5 Acre Chalet with Bunkie & Sauna
2 bedrooms, 5 beds, 2 private bathrooms
12–17 Jul
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4.95 out of 5 average rating, 157 reviews
Top guest favourite
Cabin in Kimberley
Private Luxury Creekside Cabin with Sauna
1 bedroom, 2 beds, 1 bathroom
4–9 Jul
4.99 out of 5 average rating, 96 reviews
Guest favourite
Home in Grey Highlands
Rosewood Parlour AFrame - by The Post Office Motel
4 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Tiny home in Arthur
Luxury tiny home on peaceful country estate
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 396 reviews
Top guest favourite
Guest suite in Kimberley
"Wine Down" in Scenic Grey Highlands
2 bedrooms, 5 beds, 1 bathroom
29 Aug – 3 Sept
4.97 out of 5 average rating, 268 reviews
Guest favourite
Dome in Utopia
Off-grid Glamping Dome Nestled in the Woods
1 bedroom, 1 king bed, 1.5 bathrooms
12–17 Jul
4.95 out of 5 average rating, 272 reviews
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, 435 reviews
Top guest favourite
Dome in Priceville
Dream Capsule | 3-Season Glamping Escape in Nature
1 bedroom, 1 bed, Toilet with sink
1–6 Jul
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Guest suite in Kimberley
The Post Office Motel & Spa in the ❤️ of Kimberley
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.94 out of 5 average rating, 832 reviews
Top guest favourite
Tiny home in Kimberley
Boho Beaver Cabin 1 with saltwater hot tub
1 bedroom, 1 queen bed, 1 bathroom
4–9 Jul
4.99 out of 5 average rating, 147 reviews
Guest favourite
Tiny home in Maxwell
Cute waterfront bunkie
2 single beds, Toilet with sink
1–6 Jul
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Cabin in Singhampton
Cabin in the Woods
3 bedrooms, 5 beds, 1 bathroom
11–16 Jul
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Chalet in The Blue Mountains
Stylish Log Chalet w/ Hot tub Minutes to Village
3 bedrooms, 6 beds, 1.5 bathrooms
5–10 Jul
4.91 out of 5 average rating, 105 reviews
Home in Collingwood
*NEW*Collingwood Home-Private HotTub FirePit & BBQ
2 bedrooms, 3 queen beds, 1 bathroom
5–10 Jul
New place to stay
Top guest favourite
Yurt in Meaford
Quiet Retreat for Two
1 bedroom, 1 bed, 1 bathroom
18–23 Jul
4.99 out of 5 average rating, 191 reviews
Top guest favourite
Home in Markdale
The Lake House at Irish
2 bedrooms, 3 beds, 1.5 bathrooms
4–9 Jul
5.0 out of 5 average rating, 31 reviews
Flat in Meaford
Scenic Stable Apartment on 147-Acre Horse Farm
3 bedrooms, 3 queen beds, Toilet with sink
5–10 Jul
New place to stay
Top guest favourite
Home in Meaford
Hilltop Mesa- carriage house on acreage
2 bedrooms, 2 king beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Cabin in Grey Highlands
The Cabin in the Woods
4 bedrooms, 4 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 10 reviews