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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161-180 out of 248
Newly Renovated Ski-In Ski-Out 1-Bedroom Condo With Pool, Gym, Sauna By Horseshoe ValleyHoliday home
9.4
Perfect13 total reviews
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Arca Cozy Cabin-Innisfil BeachApartment
10.0
Perfect3 total reviews
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Charming 1-Bed Basement, Wi-FiApartment
8.0
Great1 total review
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Stylish And Cozy 4 Bedroom HouseApartment
9.0
Perfect2 total reviews
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Beautiful Condo, 2 Bedrooms And A Den In Friday Harbour Resort!Apartment
8.5
Great17 total reviews
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Relaxing 2Br Retreat At Carriage HillsApartment
8.0
Great1 total review
our site & Booking.com
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Nancy By The Bay Wasaga BeachHoliday home
9.6
Perfect12 total reviews
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Treasure Haven Near Tourism BarrieHoliday home
9.5
Perfect7 total reviews
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Luxury Vacation Home Near Lake Pool TableHoliday home
9.0
Perfect1 total review
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Luxurious And Beautiful, BarrieVilla
10.0
Perfect8 total reviews
our site & Booking.com
FromC$ 354 /nightSelect
Stunning Condo With Access To PoolApartment
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Luxurious Studio With King Bed With PulloutApartment
7.0
Very good2 total reviews
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FromC$ 586 /nightSelect
Stylish 4Br Fast Wifi Sleeps 10Holiday home
9.4
Perfect5 total reviews
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Petfriendly, 2 Kingbeds, Gym, Pool, NetflixApartment
9.7
Perfect3 total reviews
our site & Booking.com
FromC$ 575 /nightSelect
Cottage On Private BeachHoliday home
9.0
Perfect1 total review
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Large 5 Bedroom HouseHoliday home
7.4
Very good10 total reviews
our site & Booking.com
FromC$ 279 /nightSelect
Casa Lago 5 Bed Waterfront HouseApartment
10.0
Perfect1 total review
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Charming Cottage On Lake SimcoeVilla
7.6
Very good9 total reviews
our site & Booking.com
FromC$ 992 /nightSelect
The Family Escape TownhomeVilla
9.0
Perfect14 total reviews
our site & Booking.com
FromC$ 318 /nightSelect
Tiny Wood Cottage 21Holiday home
5.0
Needs improvement1 total review
our site & Booking.com
FromC$ 182 /nightSelect
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