Cottage vacation rentals in Simcoe County
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Top-rated cottage rentals in Simcoe County
Guests agree: these cottages 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 cottage rentals
Cottage rentals with a hot tub
Cottage in Waubaushene
4.86 out of 5 average rating, 398 reviewsCharlie the Cottage | Hot Tub | Trail | Hike/Run
Cottage in Georgina
4.9 out of 5 average rating, 239 reviewsBeach House-S/W Exposure! Hot Tub Sandy Water!
Cottage in Innisfil
4.99 out of 5 average rating, 121 reviewsCharming waterfront cottage on Lake Simcoe
Cottage in Gravenhurst
4.93 out of 5 average rating, 109 reviewsHOT TUB!The Good Times on Morrison Lake
Cottage in Wasaga Beach
4.93 out of 5 average rating, 190 reviewsCharming riverside cottage, walk to beach
Cottage in Midland
4.86 out of 5 average rating, 150 reviewsHouse on the Hill, HotTub, Ski, Ice Fish, Trails
Cottage in Waubaushene
4.85 out of 5 average rating, 123 reviewsWaterfront Paradise on the Georgian Bay
Cottage in Washago
4.97 out of 5 average rating, 144 reviewsMistywood Cottage
Pet-friendly cottage rentals
Cottage in Waubaushene
4.81 out of 5 average rating, 127 reviewsThe Cottage on Coldwater; where bay & trail meet.
Cottage in Tiny
4.94 out of 5 average rating, 118 reviewsCozy 4 Season Family Cottage
Cottage in Georgina
4.97 out of 5 average rating, 126 reviewsPearl by Lake Simcoe - with sauna and steam room
Cottage in Tiny
4.96 out of 5 average rating, 110 reviewsSummer Getaway - 3 min walk to Beach, Clean & Cozy
Cottage in Port Severn
4.97 out of 5 average rating, 111 reviewsParadise Getaway
Cottage in Brechin
4.96 out of 5 average rating, 118 reviewsCOTTAGE ON LAKE SIMCOE -4 BEDROOMS /2WSHRMS
Cottage in Innisfil
4.85 out of 5 average rating, 61 reviewsHinnisfil Lakehouse - Cheerful 3 bedroom cottage
Cottage in Tiny
4.97 out of 5 average rating, 75 reviewsUltimate Georgian Bay Vacation Getaway
Private cottage rentals
Cottage in Tiny
4.98 out of 5 average rating, 41 reviewsEdmore Cottage at Tiny Beaches
Cottage in Mulmur
5.0 out of 5 average rating, 43 reviewsThe Squire's Cottage
Cottage in Orillia
5.0 out of 5 average rating, 12 reviewsLuxury lakefront cottage escape
Cottage in Tiny
5.0 out of 5 average rating, 24 reviewsThe Hideaway Balm Beach Cottage
Cottage in Innisfil
4.89 out of 5 average rating, 19 reviewsLakefront Luxury 5-Bedroom with Private Dock
Cottage in Coldwater
4.88 out of 5 average rating, 8 reviewsLuxury Waterfront Cottage 6 bedrooms/Sauna/Fishing
Cottage in Brechin
4.98 out of 5 average rating, 88 reviewsLakefront Nordic Spa-Wood Fired Sauna + Hot Tub
Cottage in Mono
4.93 out of 5 average rating, 55 reviewsHockley Riverside Cottage • Loft and Bunkie
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