House holiday 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.
Holiday rentals for every style
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Popular amenities for house rentals in Simcoe County
House rentals with a pool
Home in The Blue Mountains
4.95 out of 5 average rating, 148 reviewsSerene mountainside home View/Shuttle Bus/Pool
3–10 Oct
Home in The Blue Mountains
4.91 out of 5 average rating, 167 reviewsViews Mountains Sauna/Shuttle/Pool/Entertainment
15–22 Jul
Home in Collingwood
4.84 out of 5 average rating, 32 reviewsBatteaux Chalet - Pool + Blue Mountain Skiing
25 Sept – 2 Oct
Home in Barrie
4.91 out of 5 average rating, 46 reviewsLuxurious 4BDRM-King Bed-Barrie-fire pit
3–10 Nov
Home in Collingwood
5.0 out of 5 average rating, 23 reviewsAn oasis getaway near trails, lake, restaurants
27 May – 3 Jun
Home in Barrie
4.85 out of 5 average rating, 13 reviewsPrivate Oasis | Inground Pool | Newly Renovated
28 May – 4 Jun
Home in The Blue Mountains
5.0 out of 5 average rating, 12 reviewsSpacious Condo next to The Blue Mountains w/ Patio
20–27 Apr
Home in Honeywood
4.98 out of 5 average rating, 50 reviewsSunnylea Acres
7–14 Nov
Weekly house rentals
Home in Bradford West Gwillimbury
4.97 out of 5 average rating, 35 reviewsGuest Suite In Bradford West Gwillimbury
31 Aug – 7 Sept
Home in Barrie
4.9 out of 5 average rating, 52 reviewsBarrie Downtown walking distance Beaches/Bayfield
14–21 Jun
Home in Collingwood
4.91 out of 5 average rating, 22 reviewsBlue Mountain Home
4–11 May
Home in Barrie
4.85 out of 5 average rating, 26 reviewsCozy Basement 4 minutes to Centennial beach Barrie
24–31 Jan
Home in Creemore
4.95 out of 5 average rating, 22 reviewsThe Burrow - 240 Acre Farm with Private Waterfall
8–15 Jun
Home in Barrie
5.0 out of 5 average rating, 11 reviewsSuite St. Vincent
22–29 Sept
Home in Moonstone
5.0 out of 5 average rating, 11 reviewsSki Cabin Bliss; Cozy Retreat
15–22 Jun
Home in Georgian Bay
5.0 out of 5 average rating, 15 reviewsA-Frame in the Woods of GeorgianBay, Muskoka
15–22 Oct
Private house rentals
Home in Barrie
4.95 out of 5 average rating, 21 reviewsBRAND NEW 3 BDRM Townhome Barrie
13–20 Jun
Home in Barrie
5.0 out of 5 average rating, 27 reviewsNew gorgeous quiet 4br House mins to Lake Simcoe
25 Jun – 2 Jul
Home in Innisfil
4.78 out of 5 average rating, 93 reviewsSEPARATE ENTRANCE BASEMENT APARTMENT(ONE BEDROOM)
7–14 May
Home in Midland
4.89 out of 5 average rating, 57 reviews4-bdr bungalow with walkout bsm & 2 private decks
25 May – 1 Jun
Home in Orillia
4.8 out of 5 average rating, 5 reviewsUpper Shadow Creek Haven - Waterfront
29 Sept – 6 Oct
Home in Elmvale
4.86 out of 5 average rating, 21 reviewsRustic & Relaxed Cabin
25 Jan – 1 Feb
Home in East Gwillimbury
Family-Friendly: Spacious Getaway
30 Nov – 7 Dec
Home in East Gwillimbury
5.0 out of 5 average rating, 6 reviewsBest cozy place near the lake.
22–29 May
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