House vacation rentals in Simcoe County
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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
Home in The Blue Mountains
4.95 out of 5 average rating, 150 reviewsSerene mountainside home View/Shuttle Bus/Pool
Home in The Blue Mountains
4.91 out of 5 average rating, 170 reviewsPool Open/Sauna/Shuttle Bus/Pool table/2 King bed
Home in Collingwood
4.85 out of 5 average rating, 34 reviewsBatteaux Chalet - Pool + Blue Mountain Skiing
Home in Midland
4.75 out of 5 average rating, 32 reviewsOur vacation home. Fully equipped. Pool. Fire Pit.
Home in Barrie
4.92 out of 5 average rating, 50 reviewsLuxurious 4BDRM-King Bed-Barrie-fire pit
Home in Newmarket
4.83 out of 5 average rating, 18 reviewsCozy Pool house in Newmarket
Home in Honeywood
4.98 out of 5 average rating, 50 reviewsSunnylea Acres
Home in Elmvale
4.9 out of 5 average rating, 42 reviewsSki, Swim, Soak, Boat & Golf
Weekly house rentals
Home in Barrie
4.96 out of 5 average rating, 23 reviewsBRAND NEW 3 BDRM Townhome Barrie
Home in Clearview
5.0 out of 5 average rating, 3 reviewsModern, Stylish & New! Peaceful & Serene Location
Home in Barrie
5.0 out of 5 average rating, 21 reviewsLittle Cove-Luxury lakeview Unit
Home in Barrie
4.95 out of 5 average rating, 61 reviewsTranquility Haven
Home in Severn
5.0 out of 5 average rating, 5 reviewsEco Bay Chalet Year Round Group Stay in Muskoka
Home in Georgian Bay
5.0 out of 5 average rating, 19 reviewsA-Frame in the Woods of GeorgianBay, Muskoka
Home in Barrie
5.0 out of 5 average rating, 12 reviewsSuite St. Vincent
Home in Minesing
5.0 out of 5 average rating, 26 reviews4br 4bth home 10min to Golf/Ski resorts+waterfront
Private house rentals
Home in Collingwood
5.0 out of 5 average rating, 19 reviewsCharming Townhome in Collingwood
Home in Barrie
4.83 out of 5 average rating, 70 reviewsCozy 3 bedroom home perfect for small gatherings
Home in Angus
4.83 out of 5 average rating, 35 reviewsFurnished corporate rental in Angus
Home in Barrie
4.98 out of 5 average rating, 90 reviewsWaterfront home, city/sunset view & steps to beach
Home in Barrie
4.86 out of 5 average rating, 14 reviewsComfy two bedroom suite close to the beach
Home in Innisfil
5.0 out of 5 average rating, 15 reviewsLuxury home with pickleball!
Home in Orillia
4.8 out of 5 average rating, 5 reviewsUpper Shadow Creek Haven - Waterfront
Home in Midland
4.85 out of 5 average rating, 41 reviewsOutdoor Haven - Barrel Sauna - Skiing & Fishing
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