Cottage vacation rentals in Simcoe County
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Top-rated cottage rentals in Simcoe County
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Simcoe County cottage rentals
Cottage rentals with a hot tub
Cottage in Wasaga Beach
Charming riverside cottage, walk to beach
Cottage in Washago
Mistywood Cottage
Cottage in Waubaushene
Waterfront Paradise on the Georgian Bay
Cottage in Gravenhurst
HOT TUB!The Good Times on Morrison Lake
Cottage in Midland
House on the Hill, HotTub, Ski, Ice Fish, Trails
Cottage in Gravenhurst
Muskoka Oasis: Hot Tub, Sauna & Nature Retreat
Cottage in Gravenhurst
Stunning 3BR Waterfront Lake Cottage Hottub&Sauna
Cottage in Tiny
Georgian Bay Cottage -100 acres & Private Beach
Pet-friendly cottage rentals
Cottage in Georgina
Pearl by Lake Simcoe - with sauna and steam room
Cottage in Gravenhurst
Riverside Gravenhurst cottage. Waterfront w/ sauna
Cottage in Waubaushene
Forest Harbour Hideaway
Cottage in Tiny
Cozy 4 Season Family Cottage
Cottage in Waubaushene
The Cottage on Coldwater; where bay & trail meet.
Cottage in Port Severn
Paradise Getaway
Cottage in Brechin
COTTAGE ON LAKE SIMCOE -4 BEDROOMS /2WSHRMS
Cottage in Tiny
Ultimate Georgian Bay Vacation Getaway
Private cottage rentals
Cottage in Georgina
Granny's Cottage
Cottage in Tiny
Edmore Cottage at Tiny Beaches
Cottage in Mulmur
The Squire's Cottage
Cottage in Mono
Hockley Riverside Cottage • Loft and Bunkie
Cottage in Orillia
Luxury lakefront cottage escape
Cottage in Tiny
The Hideaway Balm Beach Cottage
Cottage in Innisfil
Lakefront Luxury 5-Bedroom with Private Dock
Cottage in Georgina
Resort-Style Luxury Waterfront Cottage
Destinations to explore
- Cottage rentals Canada
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- Hotel rentals Simcoe County
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- Monthly Rentals Simcoe County
- Kid-friendly rentals Simcoe County
- Chalet rentals Simcoe County
- Waterfront rentals Simcoe County
- Family-friendly rentals Simcoe County
- Tiny house rentals Simcoe County
- Smoking-friendly rentals Simcoe County
- Rentals with outdoor seating Simcoe County
- Rentals with a washer and dryer Simcoe County
- Rentals with a kayak Simcoe County
- Guesthouse rentals Simcoe County
- Villa rentals Simcoe County
- Farmstay rentals Simcoe County
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- Beachfront rentals Simcoe County
- Cabin rentals Simcoe County
- Rentals with a patio Simcoe County
- Private suite rentals Simcoe County
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- Loft rentals Simcoe County
- Rentals with a firepit Simcoe County
- Pet-friendly rentals Simcoe County
- House rentals Simcoe County
- Rentals with beach access Simcoe County
- Rentals with an EV charger Simcoe County
- Rentals with a hot tub Simcoe County
- Ski-in/ski-out rentals Simcoe County
- Rentals with a sauna Simcoe County
- Townhouse rentals Simcoe County
- Bungalow rentals Simcoe County
- Rentals with a fireplace Simcoe County
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