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, 149 reviewsSerene mountainside home View/Shuttle Bus/Pool
Oct 28 – Nov 4
Home in The Blue Mountains
4.91 out of 5 average rating, 168 reviewsViews Mountains Sauna/Shuttle/Pool/Entertainment
Nov 3 – 10
Home in Collingwood
5.0 out of 5 average rating, 23 reviewsAn oasis getaway near trails, lake, restaurants
May 27 – Jun 3
Home in Collingwood
4.84 out of 5 average rating, 32 reviewsBatteaux Chalet - Pool + Blue Mountain Skiing
Sep 25 – Oct 2
Home in Barrie
4.91 out of 5 average rating, 46 reviewsLuxurious 4BDRM-King Bed-Barrie-fire pit
Mar 3 – 10
Home in Shanty Bay
5.0 out of 5 average rating, 30 reviewsBeautiful Town For 5, Ravine View, Resort Pool
Aug 9 – 16
Home in Elmvale
4.9 out of 5 average rating, 40 reviewsSki, Swim, Soak, Boat & Golf
Oct 15 – 22
Home in Newmarket
5.0 out of 5 average rating, 7 reviewsBeautiful Pond View stay!
Jan 26 – Feb 2
Weekly house rentals
Home in Creemore
5.0 out of 5 average rating, 12 reviewsThe Roost at The Hollow Mill | Lavender Falls
Jun 8 – 15
Home in Minesing
5.0 out of 5 average rating, 24 reviews4br 4bth home 10min to Golf/Ski resorts+waterfront
Jan 21 – 28
Home in Coldwater
5.0 out of 5 average rating, 22 reviewsFireside Haven Chalet
Sep 7 – 14
Home in Midland
5.0 out of 5 average rating, 42 reviewsHistoric Coach House hosted by John & Donna
Jul 2 – 9
Home in Barrie
5.0 out of 5 average rating, 11 reviewsSuite St. Vincent
Sep 14 – 21
Home in Georgian Bay
5.0 out of 5 average rating, 15 reviewsA-Frame in the Woods of GeorgianBay, Muskoka
Oct 9 – 16
Home in Moonstone
5.0 out of 5 average rating, 11 reviewsSki Cabin Bliss; Cozy Retreat
Jun 19 – 26
Home in Severn
5.0 out of 5 average rating, 3 reviewsEco Bay Chalet Year Round Group Stay in Muskoka
Apr 24 – May 1
Private house rentals
Home in Tiny
4.9 out of 5 average rating, 10 reviewsBeautiful cottage
May 10 – 17
Home in Collingwood
4.86 out of 5 average rating, 28 reviewsQuaint cottage with local beach
May 8 – 15
Home in Willow Beach
4.79 out of 5 average rating, 19 reviewsModern Cottage 3min walk to lake
Jun 15 – 22
Home in Innisfil
4.79 out of 5 average rating, 94 reviewsSEPARATE ENTRANCE BASEMENT APARTMENT(ONE BEDROOM)
May 20 – 27
Home in Innisfil
5.0 out of 5 average rating, 8 reviewsSimcoe Retreat
Oct 20 – 27
Home in Barrie
4.95 out of 5 average rating, 21 reviewsBRAND NEW 3 BDRM Townhome Barrie
Jan 21 – 28
Home in Innisfil
5.0 out of 5 average rating, 19 reviewsWaterfront home, sauna, jacuzzi & Heated pool
Oct 17 – 24
Home in Orillia
4.8 out of 5 average rating, 5 reviewsUpper Shadow Creek Haven - Waterfront
Oct 3 – 10
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