Holiday rentals in Simcoe County

Search among available holiday rentals in Simcoe County from 50+ providers

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Rooms and Guests2 Guests, 1 room
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101-120 out of 236
Tiny Wood Cottage 11Holiday home
7.0
Very good6 total reviews
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Pony TrailHoliday home
8.8
Great14 total reviews
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FromC$ 352 /nightSelect
Country Club Charm - 4-Bed Radiant Resort CondoApartment
9.7
Perfect7 total reviews
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FromC$ 489 /nightSelect
Letitia Heights !G Stylish And Spacious Private Bedroom With Shared BathroomHomestay
7.1
Very good53 total reviews
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FromC$ 50 /nightSelect
Casa Di NonnaHoliday home
6.0
Nice5 total reviews
our site & Booking.com
FromC$ 128 /nightSelect
The Nordic - Central Collingwood CondoHoliday home
8.2
Great17 total reviews
our site & Booking.com
FromC$ 213 /nightSelect
Luxury Family, 4Br Detached Home, Ev ChargerHoliday home
5.0
Needs improvement1 total review
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Ultimate Wasaga Beach 90 Day Summer RetreatHoliday home
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Cozy 3Br Barrie Hub - Private Yard - Easy 2-Car ParkingApartment
9.0
Perfect2 total reviews
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FromC$ 430 /nightSelect
Lake Simcoe Waterfront Lake HouseChalet
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2 Bedroom Cottage At Shamrock Bay Resort!Holiday home
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Luxury Lakeview Stay With Jacuzzi In Downtown BarrieApartment
8.0
Great2 total reviews
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Elevate Your Escape All Season ResortApartment
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Spacious 4 Bdrm, Lake Views, Steps From The BeachHoliday home
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Lovely Open Concept Friday Harbor Resort CondoHoliday home
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Cozy Georgian Bay Cottage Firepit, Beach, 4-SeasonHoliday home
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Luxury Jacuzzi Suite With Sauna & Heated PoolApartment
7.0
Very good4 total reviews
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Peaceful Country Home On 25 Acres Of Wooded LandHoliday home
8.0
Great1 total review
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FromC$ 631 /nightSelect
Townhouse With Hot Tub Near Blue Mountain Village - 162 Vacation InnHoliday home
9.0
Perfect1 total review
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FromC$ 194 /nightSelect
Private Lakehouse Getaway Hot Tub On The WaterHoliday home
FromC$ 1 233 /nightSelect
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