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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81-100 out of 248
Private Lakehouse Getaway Hot Tub On The WaterHoliday home
FromC$ 1 202 /nightSelect
16 Guests Huge Spacious Home Near Ski ResortsHoliday home
10.0
Perfect1 total review
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Waterfront Muskoka Cottage On Trent-Severn RiverHoliday home
10.0
Perfect1 total review
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Family Townhome With Outdoor Pool AccessHoliday home
10.0
Perfect1 total review
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North City Haven - Cozy 2 Bedroom RetreatHoliday home
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Hidden Oasis With Hot Tubs, & Starry Fire PitsHoliday home
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Riverside DreamsHoliday home
10.0
Perfect2 total reviews
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North Barrie !D Stylish And Cozy Private Bedroom With Shared BathroomHomestay
7.7
Very good36 total reviews
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Alpine Cove - Condo In Collingwood - Sleeps 6Holiday home
10.0
Perfect2 total reviews
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Cranberry Apres Nest Bright Reno Near Blue MtnHoliday home
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Blue Mtn Village Retreat Walk To Blue - ShuttleHoliday home
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The Fox Den - Modern Condo Collingwood - Sleeps 5Holiday home
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Snow Pine - 10 Minute Drive To BlueHoliday home
10.0
Perfect2 total reviews
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South Wind - Modern Condo In Collingwood - Sleep 5Holiday home
9.8
Perfect4 total reviews
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Family Friendly Place With PoolVilla
8.5
Great2 total reviews
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White Rolling Sands Of Penetang By TheatreHoliday home
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North Barrie !A Stylish And Spacious Private Bedroom With Private BathroomHomestay
8.7
Great22 total reviews
our site & Booking.com
FromC$ 52 /nightSelect
The Klinck HouseApartment
9.0
Perfect4 total reviews
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2Br King Suite Pool Sauna Heated PoolApartment
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Spacious 2-Br Basement Suite Near Lake Simcoe & Beach ParkApartment
10.0
Perfect1 total review
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