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 Innisfil
4.9 out of 5 average rating, 290 reviewsCrystal Beach Cottage & Spa
May 16 – 23
Cottage in Georgina
4.9 out of 5 average rating, 239 reviewsBeach House-S/W Exposure! Hot Tub Sandy Water!
Oct 26 – Nov 2
Cottage in Innisfil
4.99 out of 5 average rating, 121 reviewsCharming waterfront cottage on Lake Simcoe
Jan 7 – 14
Cottage in Waubaushene
4.86 out of 5 average rating, 396 reviewsModern Cottage w/ Hot Tub on Trail - Hike/Run
Jun 9 – 16
Cottage in Midland
4.86 out of 5 average rating, 150 reviewsHouse on the Hill, HotTub, Ski, Ice Fish, Trails
Apr 9 – 16
Cottage in Gravenhurst
4.93 out of 5 average rating, 108 reviewsHOT TUB!The Good Times on Morrison Lake
Oct 16 – 23
Cottage in Wasaga Beach
4.93 out of 5 average rating, 190 reviewsCharming riverside cottage, walk to beach
Sep 27 – Oct 4
Cottage in Waubaushene
4.84 out of 5 average rating, 121 reviewsWaterfront Paradise on the Georgian Bay
Mar 4 – 11
Pet-friendly cottage rentals
Cottage in Tiny
4.96 out of 5 average rating, 109 reviewsSummer Getaway - 3 min walk to Beach, Clean & Cozy
Feb 22 – Mar 1
Cottage in Georgina
4.97 out of 5 average rating, 125 reviewsPearl by Lake Simcoe - with sauna and steam room
Oct 1 – 8
Cottage in Port Severn
4.97 out of 5 average rating, 111 reviewsParadise Getaway
Jun 17 – 24
Cottage in Gravenhurst
4.85 out of 5 average rating, 137 reviewsRiverside Gravenhurst cottage. Waterfront w/ sauna
Dec 27 – Jan 3
Cottage in Brechin
4.96 out of 5 average rating, 118 reviewsCOTTAGE ON LAKE SIMCOE -4 BEDROOMS /2WSHRMS
Aug 26 – Sep 2
Cottage in Tiny
4.78 out of 5 average rating, 177 reviewsLakefront Private Beach, Our Family Cottage GBay
Nov 21 – 28
Cottage in Innisfil
4.85 out of 5 average rating, 60 reviewsHinnisfil Lakehouse - Cheerful 3 bedroom cottage
Sep 20 – 27
Cottage in Waubaushene
5.0 out of 5 average rating, 30 reviewsGeorgian Bay Trail/hot tub/fireplace/hike/bike/ski
Jan 15 – 22
Private cottage rentals
Cottage in Mulmur
5.0 out of 5 average rating, 43 reviewsThe Squire's Cottage
Mar 3 – 10
Cottage in Tiny
4.98 out of 5 average rating, 41 reviewsEdmore Cottage at Tiny Beaches
Sep 19 – 26
Cottage in Orillia
5.0 out of 5 average rating, 12 reviewsLuxury lakefront cottage escape
Jan 5 – 12
Cottage in Mono
4.92 out of 5 average rating, 53 reviewsHockley Riverside Cottage • Loft and Bunkie
Oct 20 – 27
Cottage in Tiny
5.0 out of 5 average rating, 24 reviewsThe Hideaway Balm Beach Cottage
Sep 23 – 30
Cottage in Innisfil
4.89 out of 5 average rating, 19 reviewsLakefront Luxury 5-Bedroom with Private Dock
Sep 4 – 11
Cottage in Coldwater
4.86 out of 5 average rating, 7 reviewsLuxury Waterfront Cottage 6 bedrooms/Sauna/Fishing
Feb 13 – 20
Cottage in Brechin
4.98 out of 5 average rating, 88 reviewsLakefront Nordic Spa-Wood Fired Sauna + Hot Tub
Sep 15 – 22
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