Search results; Over 1,000 homes in Grey Highlands

Flat in Flesherton
Spacious & Beautiful Country Retreat-2hrs from T.O
3 bedrooms, 4 beds, 3.5 private bathrooms
16–21 Jul
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Top guest favourite
Home in Flesherton
Eugenia Escape
4 beds
7–12 Sept
4.97 out of 5 average rating, 73 reviews
Top guest favourite
Cottage in Grey Highlands
Hilltop garden cottage
6 beds
8–13 Sept
4.93 out of 5 average rating, 187 reviews
Home in Flesherton
Escape to our cozy family cottage
6 beds
27 Jul – 1 Aug
New place to stay
Guest favourite
Cottage in Flesherton
Lake Eugenia-Private, Quiet Retreat
5 beds
7–12 Sept
4.82 out of 5 average rating, 95 reviews
Cottage in Flesherton
4 Season Cottage Lakeside to Lake Eugenia
On Eugenia Lake
4–9 Aug
4.76 out of 5 average rating, 25 reviews
Cottage in Flesherton
Modern Cottage by Lake Eugenia
4 beds
9–14 Aug
4.57 out of 5 average rating, 7 reviews
Cabin in Flesherton
Peaceful Country House with Hot Tub
5 beds
17–22 Aug
4.72 out of 5 average rating, 46 reviews
Top guest favourite
Home in Flesherton
Spacious Retreat: 7 BR/5 BA Near Beach & Trails
7 beds
3–8 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Cabin in Flesherton
MapleHaven Cabin @ Lake Eugenia
3 beds
17–22 Apr
4.96 out of 5 average rating, 122 reviews
Guest favourite
Guest suite in Kimberley
The Post Office Motel & Spa in the ❤️ of Kimberley
3 beds
30 Aug – 4 Sept
4.94 out of 5 average rating, 838 reviews
Top guest favourite
Chalet in Markdale
Grey Highlands Lodge
2 beds
26–31 Oct
4.97 out of 5 average rating, 115 reviews
Guest favourite
Home in Flesherton
Eugenia Falls Modern Farmhouse
7 beds
13–18 Sept
4.89 out of 5 average rating, 35 reviews
Top guest favourite
Cabin in Kimberley
Private Luxury Creekside Cabin with Sauna
River views
7–12 Aug
4.99 out of 5 average rating, 99 reviews
Home in Markdale
TnG’s Country Airbnb
4 beds
19–24 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Chalet in Flesherton
Cozy cottage in the woods near trails & waterfalls
4 beds
9–14 Aug
4.97 out of 5 average rating, 91 reviews
Guest favourite
Cabin in Flesherton
Hawthorn Cottages - Bunkie #1
On Eugenia Lake, Kayak, Boat berth
26–31 Jul
4.94 out of 5 average rating, 17 reviews
Top guest favourite
Chalet in The Blue Mountains
Modern Airbnb Blue Mountain Village
7 beds
31 Aug – 5 Sept
4.93 out of 5 average rating, 67 reviews
Guest favourite
Cabin in Grey County
Beaver Valley Hike, Bike & Ski Cottage
3 beds
5–10 Aug
4.89 out of 5 average rating, 35 reviews