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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21-40 out of 240
Main Beach River Retreat - Wasaga Beach 1 - Main Strip - 93 Mosley StApartment
8.6
Great20 total reviews
our site & Booking.com
FromC$ 535 /nightSelect
Newly Renovated Ski-In Ski-Out 1-Bedroom Condo With Pool, Gym, Sauna By Horseshoe ValleyHoliday home
9.4
Perfect16 total reviews
our site & Booking.com
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Luxury Lakefront With Sauna & EvHoliday home
8.3
Great33 total reviews
our site & Booking.com
FromC$ 336 /nightSelect
Four Season Family Retreat With Pool AccessHoliday home
8.6
Great33 total reviews
our site & Booking.com
FromC$ 218 /nightSelect
New Blue Mountain Village Snowbridge Executive Townhome Sleeps 10 With Outdoor Pool And ShuttleHoliday home
9.3
Perfect54 total reviews
our site & Booking.com
10 adults
3 bedrooms
4 beds
FromC$ 580 /nightSelect
Lake House By LisHoliday home
9.6
Perfect30 total reviews
our site & Booking.com
Select
The 1883 Century Flat SuiteHoliday home
8.8
Great14 total reviews
our site & Booking.com
FromC$ 157 /nightSelect
Greenview RetreatHoliday home
9.6
Perfect28 total reviews
our site & Booking.com
FromC$ 231 /nightSelect
Stunning Stayz Luxury 2 King Suite At Friday Harbour Resort Marina Walk & ParkingApartment
9.6
Perfect40 total reviews
our site & Booking.com
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North Barrie !A Stylish And Spacious Private Bedroom With Private BathroomHomestay
8.6
Great29 total reviews
our site & Booking.com
FromC$ 53 /nightSelect
Luxurious Ski-In Ski-Out Jacuzzi Condo With King Bed, Pool, Gym And SaunaHoliday home
9.9
Perfect22 total reviews
our site & Booking.com
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Tiny Wood Cottage 19Holiday home
6.3
Nice7 total reviews
our site & Booking.com
FromC$ 176 /nightSelect
Letitia Heights !A Spacious And Quiet Private Bedroom With Shared BathroomHomestay
7.9
Very good29 total reviews
our site & Booking.com
FromC$ 77 /nightSelect
Carriage Hills Retreat RentalApartment
8.3
Great35 total reviews
our site & Booking.com
FromC$ 300 /nightSelect
Cottage With River Front & Minutes Away From BeachApartment
7.4
Very good6 total reviews
our site & Booking.com
15 adults
4 bedrooms
7 beds
FromC$ 949 /nightSelect
The Angus NestHoliday home
10.0
Perfect6 total reviews
our site & Booking.com
Select
Resort Style With Balcony Hot Tub And Full KitchenApartment
8.6
Great5 total reviews
our site & Booking.com
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3 Bedroom Suite Upper Level Of House 8 GuestsHoliday home
9.2
Perfect13 total reviews
our site & Booking.com
Select
Beautiful Condo, 2 Bedrooms And A Den In Friday Harbour Resort!Apartment
8.5
Great17 total reviews
our site & Booking.com
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Treasure Haven Near Tourism BarrieHoliday home
9.6
Perfect7 total reviews
our site & Booking.com
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