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House vacation rentals in Simcoe County
Find and book unique houses on Airbnb
Top-rated house rentals in Simcoe County
Guests agree: these houses 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 house rentals
House rentals with a pool
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Home in The Blue Mountains
4.91 out of 5 average rating, 173 reviewsPool Open/Sauna/Shuttle Bus/Pool table/2 King bed
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Home in The Blue Mountains
4.95 out of 5 average rating, 151 reviewsSerene mountainside home View/Shuttle Bus/Pool
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Home in Elmvale
4.9 out of 5 average rating, 10 reviewsCozy Lakefront Cottage with Hot tub and Pool.
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Home in Midland
4.76 out of 5 average rating, 33 reviewsOur vacation home. Fully equipped. Pool. Fire Pit.
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Home in Collingwood
4.84 out of 5 average rating, 37 reviewsBatteaux Chalet - Pool + Blue Mountain Skiing
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Home in Newmarket
5 out of 5 average rating, 12 reviewsBeautiful Pond View stay!
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Home in Honeywood
4.98 out of 5 average rating, 51 reviewsSunnylea Acres
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Home in Elmvale
4.91 out of 5 average rating, 46 reviewsSki, Swim, Soak, Boat & Golf
Weekly house rentals
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Home in Barrie
4.91 out of 5 average rating, 58 reviewsBarrie Downtown walking distance Beaches/Bayfield
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Home in Collingwood
4.95 out of 5 average rating, 95 reviewsPrivate, brand-new 1 bdrm unit
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Home in Tiny
5 out of 5 average rating, 3 reviewsGrandview Family Beach House w/ Hot Tub & Sauna
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Home in East Gwillimbury
5 out of 5 average rating, 16 reviewsBright Studio Apartment
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Home in Severn
5 out of 5 average rating, 7 reviewsEco Bay Chalet Year Round Group Stay in Muskoka
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Home in Moonstone
5 out of 5 average rating, 11 reviewsSki Cabin Bliss; Cozy Retreat
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Home in Georgian Bay
5 out of 5 average rating, 22 reviewsA-Frame in the Woods of GeorgianBay, Muskoka
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Home in Innisfil
5 out of 5 average rating, 23 reviewsNewly Built Luxurious 5-Bedroom Lake House
Private house rentals
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Home in Creemore
5 out of 5 average rating, 12 reviewsThe Roost at The Hollow Mill | Lavender Falls
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Home in Innisfil
5 out of 5 average rating, 17 reviewsLuxury home with pickleball!
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Home in Gravenhurst
5 out of 5 average rating, 31 reviewsSunfilled cottage on the lake
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Home in Barrie
4.96 out of 5 average rating, 28 reviewsBRAND NEW 3 BDRM Townhome Barrie
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Home in Barrie
4.82 out of 5 average rating, 33 reviewsCozy & Modern Barrie 2BR Suite
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Home in Shelburne
5 out of 5 average rating, 18 reviewsTranquil 2BR Triplex in the Heart of Shelburne
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Home in Barrie
4.94 out of 5 average rating, 72 reviewsTranquility Haven
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Home in Newmarket
4.98 out of 5 average rating, 59 reviewsDowntown historic trendy Newmarket apartment
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