Chalet vacation rentals in Simcoe County
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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 Hawkestone
4.77 out of 5 average rating, 216 reviewsCharming Cottage near Lake Simcoe
Chalet in Blue Mountain
4.79 out of 5 average rating, 348 reviewsCozy, 4 Bedroom Chalet, 10 min walk to Village
Chalet in Blue Mountains
4.78 out of 5 average rating, 144 reviewsEscape to Northview Chalet Blue Mountain
Chalet in The Blue Mountains
4.83 out of 5 average rating, 153 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
4.89 out of 5 average rating, 81 reviewsBeautiful Spanish Style Chalet with hot tub
Chalet in The Blue Mountains
4.77 out of 5 average rating, 198 reviewsExecutive Chalet
Chalet in The Blue Mountains
4.68 out of 5 average rating, 75 reviewsHotTub ☆ Sauna ☆ Basketball ☆ Southwestern Chalet
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 Mulmur
5.0 out of 5 average rating, 30 reviewsInto the Woods Log Home
Chalet in Minesing
4.88 out of 5 average rating, 33 reviewsPrivate Chalet on 100 Acres w/ Hot Tub Near Wasaga
Chalet in Collingwood
4.94 out of 5 average rating, 65 reviewsThe woodlands Sleeps 20! HOT TUB Volleyball Court
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
4.93 out of 5 average rating, 61 reviews⭐ 10 Rooms Sleeps 20 Hot tub Chalet Near Lake
Chalet in The Blue Mountains
4.82 out of 5 average rating, 84 reviewsCozy upgraded Chalet Hot Tubs Sauna Fireplace
Chalet in The Blue Mountains
4.74 out of 5 average rating, 178 reviewsLarge & Cozy Updated Chalet!! With Mountainviews!!
Lakefront chalet rentals
Chalet in Gravenhurst
4.91 out of 5 average rating, 43 reviewsMuskoka Mist
Chalet in Gravenhurst
4.86 out of 5 average rating, 22 reviewsLakeside Retreat: Fire Pit, Fireplace, 1.5hr frTO
Chalet in Mulmur
5.0 out of 5 average rating, 30 reviewsCountry Oasis - Your private 5 acre resort
Chalet in The Blue Mountains
4.7 out of 5 average rating, 57 reviewsBlue View 10 - Aqua Center
Chalet in Georgina
5.0 out of 5 average rating, 4 reviewsCozy 4BR Lakefront Gem | Hot Tub, Paddle Boards
Chalet in Gravenhurst
4.94 out of 5 average rating, 17 reviewsLuxury waterfront log home.
Chalet in Port Severn
4.61 out of 5 average rating, 72 reviewsGorgeous Muskoka 3+1 Lake Front Cottage
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