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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41-60 out of 236
Large 5 Bedroom HouseHoliday home
7.1
Very good11 total reviews
our site & Booking.com
FromC$ 287 /nightSelect
Tiny Wood Cottage 16Holiday home
7.5
Very good12 total reviews
our site & Booking.com
FromC$ 295 /nightSelect
Tiny Wood Cottage 19Holiday home
6.3
Nice7 total reviews
our site & Booking.com
FromC$ 177 /nightSelect
Modern Tiny Wood Cottage 04Holiday home
8.2
Great8 total reviews
our site & Booking.com
FromC$ 203 /nightSelect
Swing Bridge Cottage On Lake Simcoe - WaterfrontHoliday home
6.6
Nice5 total reviews
our site & Booking.com
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Horseshoe Valley Suites - The EvergreenApartment
8.4
Great7 total reviews
our site & Booking.com
FromC$ 291 /nightSelect
Lake Simcoe 4 Bedroom Family Home Ideal Toronto Area RetreatHoliday home
9.6
Perfect21 total reviews
our site & Booking.com
FromC$ 195 /nightSelect
The Ultimate StaycationApartment
9.7
Perfect14 total reviews
our site & Booking.com
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Bright And Spacious Condo In Downtown Collingwood 97043Holiday home
9.6
Perfect12 total reviews
our site & Booking.com
FromC$ 208 /nightSelect
The Alpine - Central Collingwood CondoApartment
7.9
Very good17 total reviews
our site & Booking.com
FromC$ 240 /nightSelect
Lakeview Private Suite With Kitchen-Twin Or KingApartment
8.2
Great34 total reviews
our site & Booking.com
FromC$ 201 /nightSelect
Bradford VacationApartment
8.3
Great34 total reviews
our site & Booking.com
4 adults
2 bedrooms
3 beds
FromC$ 125 /nightSelect
The Klinck HouseApartment
9.3
Perfect6 total reviews
our site & Booking.com
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Season Bliss - Blue Mountain Ski & Wasaga BeachHoliday home
9.3
Perfect11 total reviews
our site & Booking.com
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Peaceful Escape King Bed And Outdoor ActivitiesApartment
7.7
Very good8 total reviews
our site & Booking.com
Select
Exquisite 2-Bdrm Basement Suite With Free ParkingApartment
8.4
Great11 total reviews
our site & Booking.com
Select
Tiny Wood Cottage 09Holiday home
5.0
Needs improvement2 total reviews
our site & Booking.com
FromC$ 267 /nightSelect
Tiny Wood Cottage 05Holiday home
7.0
Very good5 total reviews
our site & Booking.com
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Spacious 4 Bedroom House In AngusHoliday home
9.2
Perfect9 total reviews
our site & Booking.com
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The Fairway FlatHoliday home
9.1
Perfect9 total reviews
our site & Booking.com
FromC$ 260 /nightSelect
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