
Vacation home rentals in Simcoe County
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Top-rated vacation home rentals in Simcoe County
Guests agree: these vacation home rentals 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 vacation home rentals
Family-friendly vacation home rentals

Spacious Fully Furnished 1-Bedroom Apartment

Lake Simcoe waterfront cottage

Whole Building Beach 1 Suites of Wasaga

Entire House, Luxury Cozy Family Retreat w/ 5 Beds

Innisfil Resort - 3 Bed Condo Amazing Views

Muskoka Charm-Beautiful four bedroom cottage

The Beehive w/ Hot Tub, Sauna & Fireplace

Paradise Manor: Hot Tub + Sauna + Games
Vacation home rentals with a patio

Rustic Party Cabin 7

Queens Down Under

Rustic Party Cabin 5

1 bed Apartment/Cottage resort in Oro. Near Barrie

Qew Garden

Rustic Party Cabin 10
Vacation home rentals with a washer and dryer

A charming 3 bedroom getaway in Muskoka

Spacious Fully Furnished 1-Bedroom Apartment

The Creemore Retreat, A Private Wonderland

Lovely 2 Bedroom Vacation Home in Friday Harbour

Entire House, Luxury Cozy Family Retreat w/ 5 Beds

Innisfil Resort - 3 Bed Condo Amazing Views

Muskoka Charm-Beautiful four bedroom cottage

Cheerful 3 bedroom fully equipped vacation home
Destinations to explore
- Rentals with an EV charger Simcoe County
- Cabin rentals Simcoe County
- Rentals with breakfast Simcoe County
- Rentals with beach access Simcoe County
- Rentals with a washer and dryer Simcoe County
- Fitness-friendly rentals Simcoe County
- Condo rentals Simcoe County
- Rentals with lake access Simcoe County
- Rentals with a hot tub Simcoe County
- Boutique hotel rentals Simcoe County
- Rentals with a sauna Simcoe County
- RV rentals Simcoe County
- Pet-friendly rentals Simcoe County
- Rentals with a fireplace Simcoe County
- Smoking-friendly rentals Simcoe County
- Rentals with a patio Simcoe County
- Tiny house rentals Simcoe County
- Chalet rentals Simcoe County
- Waterfront rentals Simcoe County
- Beachfront rentals Simcoe County
- Farmstay rentals Simcoe County
- House rentals Simcoe County
- Hotel rentals Simcoe County
- Rentals with pools Simcoe County
- Rentals with a kayak Simcoe County
- Dome rentals Simcoe County
- Bungalow rentals Simcoe County
- Apartment rentals Simcoe County
- Loft rentals Simcoe County
- Townhouse rentals Simcoe County
- Guesthouse rentals Simcoe County
- Bed and breakfasts Simcoe County
- Private suite rentals Simcoe County
- Cottage rentals Simcoe County
- Rentals with a fire pit Simcoe County
- Ski-in/ski-out rentals Simcoe County
- Villa rentals Simcoe County
- Rentals with outdoor seating Simcoe County
- Family-friendly rentals Simcoe County
- Vacation home rentals Canada
- Blue Mountain Village
- Horseshoe Resort
- Snow Valley Ski Resort
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Craigleith Ski Club
- Devil's Glen Country Club
- Hockley Valley Resort - Golf, Spa and Ski
- Angus Glen Golf Club
- Port Carling Golf & Country Club
- The Georgian Peaks Club
- Lakeridge Ski Resort
- TPC Toronto at Osprey Valley
- Lake Joseph Golf Club
- Mount St. Louis Moonstone
- The Club At Bond Head
- Wooden Sticks Golf Club
- Muskoka Lakes Golf and Country Club
- Georgian Bay Islands National Park
- Caledon Country Club
- Muskoka Bay Resort
- Windermere Golf & Country Club
- Dagmar Ski Resort
- Barrie Country Club