Chalet vacation rentals in Simcoe County
Find and book unique chalets on Airbnb
Top-rated chalet rentals in Simcoe County
Guests agree: these chalets are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Simcoe County chalet rentals
Family-friendly chalet rentals
Chalet in Blue Mountain
4.79 out of 5 average rating, 350 reviewsCozy, 4 Bedroom Chalet, 10 min walk to Village
Chalet in Blue Mountains
4.79 out of 5 average rating, 146 reviewsEscape to Northview Chalet Blue Mountain
Chalet in The Blue Mountains
4.83 out of 5 average rating, 155 reviewsOctagon Chalet firepit, sauna, mins to the Village
Chalet in The Blue Mountains
4.88 out of 5 average rating, 67 reviewsStylish Log Chalet w/ Hot tub Minutes to Village
Chalet in The Blue Mountains
4.77 out of 5 average rating, 201 reviewsExecutive Chalet
Chalet in The Blue Mountains
4.82 out of 5 average rating, 67 reviews8 Bedroom Chalet / private Hot Tub Blue Mountains
Chalet in The Blue Mountains
4.68 out of 5 average rating, 75 reviewsHotTub ☆ Sauna ☆ Basketball ☆ Southwestern Chalet
Chalet in The Blue Mountains
4.79 out of 5 average rating, 154 reviewsEscape to Blue Mountain!
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
Chalet in Minesing
4.89 out of 5 average rating, 37 reviewsPrivate Chalet on 100 Acres w/ Hot Tub Near Wasaga
Chalet in Mulmur
5 out of 5 average rating, 31 reviewsInto the Woods Log Home
Chalet in Shanty Bay
4.92 out of 5 average rating, 13 reviews6 BR Horseshoe Mountain top Luxury chalet
Chalet in The Blue Mountains
4.98 out of 5 average rating, 51 reviewsWalk To Ski Hill- HOT TUB & SAUNA
Chalet in The Blue Mountains
4.95 out of 5 average rating, 80 reviews⭐ 10 Beds Sleeps 20 Hot tub Chalet Near Resort
Chalet in The Blue Mountains
4.72 out of 5 average rating, 181 reviewsLarge & Cozy Updated Chalet!! With Mountainviews!!
Chalet in The Blue Mountains
4.93 out of 5 average rating, 61 reviews⭐ 10 Rooms Sleeps 20 Hot tub Chalet Near Lake
Lakefront chalet rentals
Chalet in Gravenhurst
4.91 out of 5 average rating, 46 reviewsMuskoka Mist
Chalet in The Blue Mountains
4.72 out of 5 average rating, 60 reviewsBlue View 10 - Aqua Center
Chalet in Georgina
5 out of 5 average rating, 7 reviewsCozy 4BR Lakefront Gem | Hot Tub, Paddle Boards
Chalet in Gravenhurst
4.78 out of 5 average rating, 27 reviewsLakeside Retreat: Golf, Shopping, Fish, 1.5hr frTO
Chalet in Mulmur
5 out of 5 average rating, 31 reviewsCountry Oasis with swimming pond & hot tub
Chalet in Gravenhurst
4.94 out of 5 average rating, 18 reviewsLuxury waterfront log home.
Chalet in Port Severn
4.62 out of 5 average rating, 73 reviewsGorgeous Muskoka 3+1 Lake Front Cottage
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