Chalet holiday rentals in Grey Highlands
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Top-rated chalet rentals in Grey Highlands
Guests agree: these chalets are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for chalet rentals in Grey Highlands
Family-friendly chalet rentals
Chalet in The Blue Mountains
4.79 out of 5 average rating, 176 reviewsChalet At Blue - Private chalet with hot tub
15–22 Nov
Chalet in Moonstone
4.89 out of 5 average rating, 235 reviewsPrivate Luxury Chalet at forest’s edge
7–14 Apr
Chalet in Coldwater
4.95 out of 5 average rating, 394 reviewsOakRidge Retreat-HOT TUB 100s of acres WIFI HST in
29 Dec – 5 Jan
Chalet in The Blue Mountains
4.83 out of 5 average rating, 153 reviewsOctagon Chalet firepit, sauna, mins to the Village
18–25 Mar
Chalet in Blue Mountains
4.78 out of 5 average rating, 144 reviewsEscape to Northview Chalet Blue Mountain
10–17 Aug
Chalet in The Blue Mountains
4.88 out of 5 average rating, 67 reviewsStylish Log Chalet w/ Hot tub Minutes to Village
26 May – 2 Jun
Chalet in The Blue Mountains
4.6 out of 5 average rating, 170 reviewsPanoramic Chalet
20–27 Oct
Chalet in The Blue Mountains
4.89 out of 5 average rating, 79 reviewsBeautiful Spanish Style Chalet with hot tub
7–14 Oct
Luxury chalet rentals
Chalet in The Blue Mountains
4.93 out of 5 average rating, 113 reviewsThe Caribou Chalet (hot tub, sauna, 7-bedroom, sle
23–30 Apr
Chalet in Mulmur
5.0 out of 5 average rating, 29 reviewsInto the Woods Log Home
5–12 Oct
Chalet in The Blue Mountains
4.93 out of 5 average rating, 61 reviews⭐ 10 Rooms Sleeps 20 Hot tub Chalet Near Lake
24–31 Oct
Chalet in The Blue Mountains
4.95 out of 5 average rating, 80 reviews⭐ 10 Beds Sleeps 20 Hot tub Chalet Near Resort
27 Jun – 4 Jul
Chalet in The Blue Mountains
4.73 out of 5 average rating, 177 reviewsLarge & Cozy Updated Chalet!! With Mountainviews!!
1–8 Oct
Chalet in The Blue Mountains
4.84 out of 5 average rating, 82 reviewsCozy upgraded Chalet Hot Tubs Sauna Fireplace
31 Dec – 7 Jan
Chalet in The Blue Mountains
4.98 out of 5 average rating, 48 reviewsWalk To Ski Hill- HOT TUB & SAUNA
24 Sep – 1 Oct
Chalet in The Blue Mountains
4.91 out of 5 average rating, 11 reviewsSlopeSide Chalet at Blue Mountains - 6 BR & View!
14–21 Feb
Lakefront chalet rentals
Chalet in The Blue Mountains
4.7 out of 5 average rating, 57 reviewsBlue View 10 - Aqua Center
28 Jun – 5 Jul
Chalet in Mulmur
5.0 out of 5 average rating, 30 reviewsCountry Oasis - Your private 5 acre resort
26 May – 2 Jun
Chalet in Meaford
5.0 out of 5 average rating, 42 reviewsSundance of Blantyre Lodge w/ Hot Tub/Sauna + Pond
26 Aug – 2 Sep
Chalet in Port Severn
4.61 out of 5 average rating, 71 reviewsGorgeous Muskoka 3+1 Lake Front Cottage
29 Nov – 6 Dec
Chalet in Wiarton
New place to staySerene Waterfront Retreat
25 Feb – 4 Mar
Quick stats about chalet rentals in Grey Highlands
Total rentals
210 properties
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
130 properties allow pets
Family-friendly rentals
200 properties are a good fit for families
Total number of reviews
12K reviews
Nightly prices starting at
€ 47 before taxes and fees
Destinations to explore
- Brampton Holiday rentals
- Muskoka Lakes Holiday rentals
- Kitchener Holiday rentals
- Waterloo Holiday rentals
- Oakville Holiday rentals
- Barrie Holiday rentals
- Tobermory Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Guelph Holiday rentals
- Markham Holiday rentals
- London Holiday rentals
- Mississauga Holiday rentals
- Chalet rentals Canada
- Chalet rentals Ontario
- Flat rentals Grey Highlands
- Rentals with a sauna Grey Highlands
- Apartment rentals Grey Highlands
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- Ski-in/ski-out rentals Grey Highlands
- Rentals with beach access Grey Highlands
- Rentals with pools Grey Highlands
- Rentals with a kayak Grey Highlands
- Townhouse rentals Grey Highlands
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- Rentals with an EV charger Grey Highlands
- Rentals with lake access Grey Highlands
- Pet-friendly rentals Grey Highlands
- Family-friendly rentals Grey Highlands
- Rentals with a washing machine and dryer Grey Highlands
- Waterfront rentals Grey Highlands
- Monthly Rentals Grey Highlands
- Cottage rentals Grey Highlands
- Rentals with outdoor seating Grey Highlands
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- Rentals with a patio Grey Highlands
- Loft rentals Grey Highlands
- Rentals with a hot tub Grey Highlands
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