A marina with modern buildings, calm water, and a clear blue sky.

Chalets in Simcoe County

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Top Cities in Simcoe County

A historic brick building with green shutters and a sign for 'Arcade'.
ChaletsChalets

Collingwood

Collingwood

Our top choices for Simcoe County chalets

A two-story house with a stone facade, large windows, and a driveway leading to a parked car.

1. Blue Mountain Chalet w/ Hot Tub • 5 Min to Village & Skiing • Near Georgian Bay

Blue Mountain Chalet w/ Hot Tub • 5 Min to Village & Skiing • Near Georgian Bay
Collingwood
9.8 out of 10, Exceptional, (9 reviews)
"It was an overall splendid experience. I would definitely recommend this for anyone looking to have a restful stay and an enjoyable experience. The host was so kind and wonderful during the stay."
Canada
Bansy A.
Blue Mountain Chalet w/ Hot Tub • 5 Min to Village & Skiing • Near Georgian Bay
Exterior

2. FOREST COTTAGE A Private Two-Family Ski Retreat Near Blue Mountain

FOREST COTTAGE A Private Two-Family Ski Retreat Near Blue Mountain
Collingwood
10.0 out of 10, Exceptional, (17 reviews)
"Our family and friends truly enjoyed our stay! Andrea, our host, was wonderful and went above and beyond to ensure our trip was pleasant by being very communicative and providing great recommendations for things to do and places to eat. The accommodations were amazing, beautifully decorated, and well suited for our group of 10. We hope to come back again soon!"
United States
Andrew S.
FOREST COTTAGE A Private Two-Family Ski Retreat Near Blue Mountain
A building with a wooden facade, a central entrance with steps, and a brick wall on one side.

3. Moonstone ski Chalet

Moonstone ski Chalet
Moonstone
10.0 out of 10, Exceptional, (8 reviews)
"Location of this chalet was perfect for skiing. We loved everything about this rental. We will definitely be back for another stay."
Canada
Stephanie R.
Moonstone ski Chalet
A wooden house with a porch, number 28, surrounded by iris flowers.

4. Jacuzzi Cabin - 25 min to Blue Mountain, 3 min Walk to Beach

Jacuzzi Cabin - 25 min to Blue Mountain, 3 min Walk to Beach
Wasaga Beach
10.0 out of 10, Exceptional, (1 review)
"The front desk was amazing!! Check in was seemless. Cottage was clean. and nicelt situated towards the back for privacy. Nice front deck with own personal bbq. Would definately rent again."
United States
Paolo C.
Jacuzzi Cabin - 25 min to Blue Mountain, 3 min Walk to Beach
A compact living space with a dining area, kitchenette, and a large wall clock.

5. Cozy Four-Bedroom Cottage - 25 min to Blue Mountain, 3 min Walk to Beach

Cozy Four-Bedroom Cottage - 25 min to Blue Mountain, 3 min Walk to Beach
Wasaga Beach
Cozy Four-Bedroom Cottage - 25 min to Blue Mountain, 3 min Walk to Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Simcoe County Hotel Reviews

Holiday Inn Express & Suites Collingwood by IHG

Holiday Inn Express & Suites Collingwood by IHG

10/10 Excellent
"Great location and seems like a newer property. Well maintained. Would suggest the breakfast area be widened. Gets crowded during rush time. Check in was a little slow. Rooms were excellent and good size"
Shehryar 1-night trip
Posted 5 hours ago
Holiday Inn Express & Suites Collingwood by IHG

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