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
8–15 Nov
Home in The Blue Mountains
4.91 out of 5 average rating, 167 reviewsViews Mountains Sauna/Shuttle/Pool/Entertainment
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
4.91 out of 5 average rating, 46 reviewsLuxurious 4BDRM-King Bed-Barrie-fire pit
20–27 Feb
Home in Collingwood
4.84 out of 5 average rating, 32 reviewsBatteaux Chalet - Pool + Blue Mountain Skiing
24 Sep – 1 Oct
Home in Innisfil
5.0 out of 5 average rating, 18 reviewsWaterfront home, sauna, jacuzzi & Heated pool
7–14 Dec
Home in Honeywood
4.98 out of 5 average rating, 50 reviewsSunnylea Acres
9–16 Nov
Home in Barrie
4.85 out of 5 average rating, 13 reviewsPrivate Oasis | Inground Pool | Newly Renovated
31 May – 7 Jun
Weekly house rentals
Home in Minesing
5.0 out of 5 average rating, 24 reviews4br 4bth home 10min to Golf/Ski resorts+waterfront
25 Mar – 1 Apr
Home in Innisfil
4.78 out of 5 average rating, 93 reviewsSEPARATE ENTRANCE BASEMENT APARTMENT(ONE BEDROOM)
14–21 Jun
Home in Collingwood
4.91 out of 5 average rating, 22 reviewsBlue Mountain Home
2–9 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 Coldwater
5.0 out of 5 average rating, 22 reviewsFireside Haven Chalet
21–28 May
Home in Barrie
4.85 out of 5 average rating, 26 reviewsCozy Basement 4 minutes to Centennial beach Barrie
26 Jan – 2 Feb
Home in Collingwood
4.94 out of 5 average rating, 80 reviewsPrivate, brand-new 1 bdrm unit
9–16 Jul
Home in Moonstone
5.0 out of 5 average rating, 11 reviewsSki Cabin Bliss; Cozy Retreat
17–24 Jun
Private house rentals
Home in Barrie
4.9 out of 5 average rating, 20 reviewsStylish & Renovated 3bdr home in Barrie
4–11 Oct
Home in Elmvale
4.86 out of 5 average rating, 21 reviewsRustic & Relaxed Cabin
27 Jan – 3 Feb
Home in Barrie
4.95 out of 5 average rating, 21 reviewsBRAND NEW 3 BDRM Townhome Barrie
16–23 Sep
Home in Orillia
4.8 out of 5 average rating, 5 reviewsUpper Shadow Creek Haven - Waterfront
1–8 Oct
Home in Barrie
4.97 out of 5 average rating, 31 reviewsExclusive Lakefront House on Private Lake
5–12 Jul
Home in Barrie
5.0 out of 5 average rating, 27 reviewsNew gorgeous quiet 4br House mins to Lake Simcoe
30 Jun – 7 Jul
Home in Barrie
4.82 out of 5 average rating, 60 reviewsCheerful 4 Bedroom Home with Indoor Fireplace
24 Feb – 3 Mar
Home in Barrie
4.91 out of 5 average rating, 35 reviewsLakefront detached house on the little lake
16–23 Sep
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