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 248
Spacious 2-Br Basement Suite Near Lake Simcoe & Beach ParkApartment
10.0
Perfect1 total review
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Waterfront Modern VilaVilla
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Season Bliss - Blue Mountain Ski & Wasaga BeachHoliday home
9.6
Perfect8 total reviews
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Rustic Lakefront Cottage With Fire Pit & Scenic ViewsHoliday home
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Waterfront 3 Bedroom HomeHoliday home
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Red Brickhouse Lakefront CottageHoliday home
FromC$ 575 /nightSelect
Your Cozy Caribbean-Inspired Stay Just 1 Hour North Of TorontoApartment
9.6
Perfect10 total reviews
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Modern 5-Bedroom House Close To Ardagh BluffsHoliday home
9.5
Perfect2 total reviews
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Beautiful&Spacious 2 Bedroom Basement Family SuiteApartment
10.0
Perfect2 total reviews
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Charming 3-Bed House With Hot Tub Close To DowntownApartment
9.3
Perfect3 total reviews
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Barrie Bliss 3Br Haven Near Centennial BeachHoliday home
6.7
Nice3 total reviews
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3Br Townhome, Georgian Bay, Free ParkingApartment
10.0
Perfect2 total reviews
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Beautiful Four Bedroom Lagoon City Waterfront HomeHoliday home
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The HideoutHoliday home
9.7
Perfect3 total reviews
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Severn WoodlandHoliday home
10.0
Perfect7 total reviews
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Winter Family Retreat-Snow Play & Ski Hills NearbyHoliday home
8.5
Great2 total reviews
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Hot Tub Banya Sauna True Cottage ExperienceHoliday home
FromC$ 303 /nightSelect
Tranquil Lakeside TownhouseHoliday home
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The Beach House - Steps To Beach Area 3 4BrHoliday home
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The Cozy Shore CottageHoliday home
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