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 Georgina
4.9 out of 5 average rating, 239 reviewsBeach House-S/W Exposure! Hot Tub Sandy Water!
Mar 27 – Apr 3
Cottage in Innisfil
4.9 out of 5 average rating, 290 reviewsCrystal Beach Cottage & Spa
Aug 17 – 24
Cottage in Waubaushene
4.86 out of 5 average rating, 396 reviewsModern Chalet w/ Hot Tub on Trail - Ski/Hike/Run
Jun 26 – Jul 3
Cottage in Wasaga Beach
4.93 out of 5 average rating, 190 reviewsCharming riverside cottage, walk to beach
Nov 13 – 20
Cottage in Innisfil
4.99 out of 5 average rating, 120 reviewsCharming waterfront cottage on Lake Simcoe
Apr 3 – 10
Cottage in Midland
4.86 out of 5 average rating, 148 reviewsHouse on the Hill, HotTub, Ski, Ice Fish, Trails
Jan 10 – 17
Cottage in Gravenhurst
4.92 out of 5 average rating, 106 reviewsHOT TUB!The Good Times on Morrison Lake
Oct 16 – 23
Cottage in Waubaushene
4.84 out of 5 average rating, 121 reviewsWaterfront Paradise on the Georgian Bay
Oct 24 – 31
Pet-friendly cottage rentals
Cottage in Tiny
4.96 out of 5 average rating, 109 reviewsSummer Getaway - 3 min walk to Beach, Clean & Cozy
Apr 22 – 29
Cottage in Georgina
4.97 out of 5 average rating, 125 reviewsPearl by Lake Simcoe - with sauna and steam room
Dec 22 – 29
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
Apr 2 – 9
Cottage in Brechin
4.93 out of 5 average rating, 118 reviewsCOTTAGE ON LAKE SIMCOE -4 BEDROOMS /2WSHRMS
Jul 14 – 21
Cottage in Wasaga Beach
5.0 out of 5 average rating, 12 reviewsSuzy's Beach House - Monthly Discount
Sep 14 – 21
Cottage in Coldwater
4.88 out of 5 average rating, 25 reviewsCheerful 3-bedroom cottage with walk-in lakefront!
May 7 – 14
Cottage in Gravenhurst
5.0 out of 5 average rating, 43 reviewsPrivate & Modern Muskoka Lakefront Cabin
Nov 21 – 28
Private cottage rentals
Cottage in Mulmur
5.0 out of 5 average rating, 43 reviewsThe Squire's Cottage
Feb 27 – Mar 6
Cottage in Tiny
4.98 out of 5 average rating, 41 reviewsEdmore Cottage at Tiny Beaches
Sep 14 – 21
Cottage in Orillia
5.0 out of 5 average rating, 12 reviewsLuxury lakefront cottage escape
Dec 13 – 20
Cottage in Keswick
4.91 out of 5 average rating, 32 reviewsPrivate lakefront cottage of Lake Simcoe
May 3 – 10
Cottage in Tiny
5.0 out of 5 average rating, 24 reviewsThe Hideaway Balm Beach Cottage
Sep 30 – Oct 7
Cottage in Innisfil
4.89 out of 5 average rating, 19 reviewsLakefront Luxury 5-Bedroom with Private Dock
Jun 18 – 25
Cottage in Georgina
4.96 out of 5 average rating, 57 reviewsResort-Style Luxury Waterfront Cottage
Sep 5 – 12
Cottage in Mono
4.92 out of 5 average rating, 53 reviewsHockley Riverside Cottage • Loft and Bunkie
Sep 8 – 15
Destinations to explore
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