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 236
Main Beach River Retreat - Wasaga Beach 1 - Main Strip - 93 Mosley StApartment
8.5
Great19 total reviews
our site & Booking.com
FromC$ 536 /nightSelect
Luxury Lakefront With Sauna & EvHoliday home
8.3
Great34 total reviews
our site & Booking.com
FromC$ 337 /nightSelect
Four Season Family Retreat With Pool AccessHoliday home
8.6
Great33 total reviews
our site & Booking.com
FromC$ 219 /nightSelect
Spa Golf BikeHoliday home
8.6
Great27 total reviews
our site & Booking.com
FromC$ 130 /nightSelect
New Blue Mountain Village Snowbridge Executive Townhome Sleeps 10 With Outdoor Pool And ShuttleHoliday home
9.3
Perfect55 total reviews
our site & Booking.com
10 adults
3 bedrooms
4 beds
FromC$ 581 /nightSelect
The 1883 Century Flat SuiteHoliday home
8.6
Great15 total reviews
our site & Booking.com
FromC$ 157 /nightSelect
The Family Escape TownhomeVilla
9.0
Perfect14 total reviews
our site & Booking.com
FromC$ 327 /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
9.5
Perfect41 total reviews
our site & Booking.com
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North Barrie !A Stylish And Spacious Private Bedroom With Private BathroomHomestay
8.5
Great30 total reviews
our site & Booking.com
FromC$ 53 /nightSelect
The Landing Pad - Condo In CollingwoodHoliday home
8.7
Great16 total reviews
our site & Booking.com
FromC$ 301 /nightSelect
Luxurious Ski-In Ski-Out Jacuzzi Condo With King Bed, Pool, Gym And SaunaHoliday home
9.9
Perfect23 total reviews
our site & Booking.com
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Nancy By The Bay Wasaga BeachHoliday home
9.5
Perfect13 total reviews
our site & Booking.com
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Letitia Heights !A Spacious And Quiet Private Bedroom With Shared BathroomHomestay
7.9
Very good28 total reviews
our site & Booking.com
FromC$ 77 /nightSelect
Carriage Hills Retreat RentalApartment
8.4
Great33 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$ 951 /nightSelect
Modern 2-Bedroom Smart Home With Free Parking, Laundry, Ping-Pong & Private Backyard - Steps To Shops & Restaurants, 6 Mins To Innisfil Beach Park - Perfect For Families & Couples!Apartment
9.4
Perfect5 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
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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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Luxurious And Beautiful, BarrieVilla
9.8
Perfect9 total reviews
our site & Booking.com
FromC$ 363 /nightSelect
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