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
Home in Flesherton
Renovated 3-BR Home Near Old Baldy | BBQ & Hot Tub
3 queen beds
25–30 Jul
4.98 out of 5 average rating, 44 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
Guest favourite
Cottage in Grey Highlands
Private 5 Acre Chalet with Bunkie & Sauna
5 beds
19–24 Jul
4.95 out of 5 average rating, 158 reviews
Tiny home in Flesherton
The Hideaway - Tiny House
2 beds
26–31 Jul
4.81 out of 5 average rating, 197 reviews
Top guest favourite
Cottage in Kimberley
Vintage School House ~ Family, Pets, Hiking
8 beds
14–20 Sept
4.91 out of 5 average rating, 370 reviews
Guest favourite
Cabin in Clarksburg
Tiny A-Frame near the Bruce Trail
2 single beds
31 Aug – 5 Sept
4.95 out of 5 average rating, 135 reviews
Guest favourite
Home in Flesherton
The Hidden Haven Cottage
On Eugenia Lake, Kayak
25–30 Jul
4.87 out of 5 average rating, 15 reviews
Guest favourite
Home in Grey Highlands
Rosewood Parlour AFrame - by The Post Office Motel
4 beds
29 Aug – 3 Sept
4.98 out of 5 average rating, 42 reviews
Top guest favourite
Cottage in Flesherton
Lake Eugenia all season cottage
On Eugenia Lake, Kayak, Lake views
13–20 Aug
5.0 out of 5 average rating, 24 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
Top guest favourite
Cabin in Grey Highlands
The Cabin in the Woods
4 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Kimberley
Charming Kimberley~Kimbuktu Guest House & Retreat
5 beds
14–19 Jul
4.91 out of 5 average rating, 67 reviews
Guest favourite
Cottage in Flesherton
Modern all-season cottage overlooking Lake Eugenia
On Eugenia Lake, Lake views
9–14 Aug
4.95 out of 5 average rating, 100 reviews
Guest house in Feversham
Guesthouse Getaway
2 double beds
20–25 Jul
4.89 out of 5 average rating, 194 reviews
Top guest favourite
Home in Kimberley
Beaver Valley Vista: Secluded w Hot Tub, Fire Pit
7 beds
9–14 Aug
5.0 out of 5 average rating, 50 reviews
Guest favourite
Cottage in Kimberley
A Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi
7 queen beds
26–31 Jul
4.85 out of 5 average rating, 378 reviews
Guest favourite
Home in Ontario
North of Mad, Singhampton
Waterfront
14–19 Jul
4.78 out of 5 average rating, 40 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