
Chalet holiday 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.
Holiday 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

Moonstone Valley Chalet

2x King Beds, 2 Baths, Pool, Jacuzzi, Ravine, WiFi

Spacious chalet near Creemore

The Sheds: Victorian Farmhouse 5BR Ski-In Ski-Out

Chalet at the Beach

FireSong-A stunning family friendly country home

Cozy Country Retreat

Bluejay Chalet in the Blue Mountains with Hot Tub
Luxury chalet rentals

Chalet At Blue - Private chalet with hot tub

Starlight Mountain House: Chalet w Hot Tub + Games

1 Lake/Ski Luxury Chalet /HOT TUB

Shale Beach House - 5mins to Blue Mtn Village!

Octagon Chalet fire pit, close to theVillage

Walk to the village at Blue - Regal

Rustic Spanish Chalet inthe Heart of Nature/hottub

Lake/Ski chalet with HOT TUB/SAUNA!
Lakefront chalet rentals

Lakefront Chalet, Kayaks & Fireplace for 8

Muskoka Mist

The Cozy Camp Cottage and Jean Lodge

Private Scenic Muskoka Lakefront Cottage (Hot Tub)

Country Oasis - 5 private acres with hot tub
Destinations to explore
- Rentals with beach access Simcoe County
- Cabin rentals Simcoe County
- Holiday home rentals Simcoe County
- Apartment rentals Simcoe County
- Rentals with a washing machine and dryer Simcoe County
- Rentals with a hot tub Simcoe County
- Rentals with outdoor seating Simcoe County
- Townhouse rentals Simcoe County
- Rentals with a kayak Simcoe County
- Beachfront rentals Simcoe County
- Family-friendly rentals Simcoe County
- Rentals with a sauna Simcoe County
- Guesthouse rentals Simcoe County
- Private suite rentals Simcoe County
- Villa rentals Simcoe County
- Rentals with a patio Simcoe County
- Tiny house rentals Simcoe County
- Ski-in/ski-out rentals Simcoe County
- Boutique hotel rentals Simcoe County
- House rentals Simcoe County
- Rentals with a fireplace Simcoe County
- Rentals with breakfast Simcoe County
- Waterfront rentals Simcoe County
- Bed and breakfasts Simcoe County
- Rentals with a fire pit Simcoe County
- Pet-friendly rentals Simcoe County
- RV rentals Simcoe County
- Fitness-friendly rentals Simcoe County
- Bungalow rentals Simcoe County
- Smoking-friendly rentals Simcoe County
- Loft rentals Simcoe County
- Condo rentals Simcoe County
- Rentals with lake access Simcoe County
- Rentals with an EV charger Simcoe County
- Cottage rentals Simcoe County
- Hotel rentals Simcoe County
- Rentals with pools Simcoe County
- Farmstay rentals Simcoe County
- Chalet rentals Ontario
- Chalet rentals Canada
- Blue Mountain Village
- Horseshoe Resort
- Snow Valley Ski Resort
- Port Carling Golf & Country Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Craigleith Ski Club
- Angus Glen Golf Club
- Hockley Valley Resort - Golf, Spa and Ski
- Beaver Valley Ski Club
- Lakeridge Ski Resort
- Mount St. Louis Moonstone
- Lake Joseph Golf Club
- The Club At Bond Head
- Wooden Sticks Golf Club
- Muskoka Lakes Golf and Country Club
- The Georgian Peaks Club
- Caledon Country Club
- TPC Toronto at Osprey Valley
- Muskoka Bay Resort
- Georgian Bay Islands National Park
- Dagmar Ski Resort
- The Georgian Bay Club
- Windermere Golf & Country Club