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 241
Luxurious And Beautiful, BarrieVilla
9.8
Perfect9 total reviews
our site & Booking.com
FromC$ 363 /nightSelect
Large 5 Bedroom HouseHoliday home
7.1
Very good11 total reviews
our site & Booking.com
FromC$ 286 /nightSelect
Swing Bridge Cottage On Lake Simcoe - WaterfrontHoliday home
6.6
Nice5 total reviews
our site & Booking.com
Select
Horseshoe Valley Suites - The EvergreenApartment
8.4
Great7 total reviews
our site & Booking.com
FromC$ 290 /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$ 207 /nightSelect
The Alpine - Central Collingwood CondoApartment
7.9
Very good17 total reviews
our site & Booking.com
FromC$ 239 /nightSelect
Lakeview Private Suite With Kitchen-Twin Or KingApartment
8.2
Great36 total reviews
our site & Booking.com
FromC$ 200 /nightSelect
Bradford VacationApartment
8.3
Great34 total reviews
our site & Booking.com
4 adults
2 bedrooms
3 beds
FromC$ 125 /nightSelect
The Moose Lodge - Modern Condo In CollingwoodHoliday home
9.2
Perfect16 total reviews
our site & Booking.com
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Luxurious Studio With King Bed With PulloutApartment
7.0
Very good2 total reviews
our site & Booking.com
FromC$ 601 /nightSelect
Tiny Wood Cottage 18Holiday home
6.8
Nice4 total reviews
our site & Booking.com
FromC$ 188 /nightSelect
Tiny Wood Cottage 09Holiday home
5.0
Needs improvement2 total reviews
our site & Booking.com
FromC$ 266 /nightSelect
Spacious 4 Bedroom House In AngusHoliday home
9.2
Perfect9 total reviews
our site & Booking.com
Select
The Fairway FlatHoliday home
9.3
Perfect8 total reviews
our site & Booking.com
FromC$ 259 /nightSelect
Golf Spa RelaxHoliday home
9.5
Perfect44 total reviews
our site & Booking.com
FromC$ 337 /nightSelect
The Captains Lake HouseHoliday home
9.6
Perfect13 total reviews
our site & Booking.com
FromC$ 660 /nightSelect
Spacious Hideaway In NatureApartment
7.7
Very good12 total reviews
our site & Booking.com
FromC$ 104 /nightSelect
Modern 4Br Cottage, Hot Tub & Sauna On Tay TrailHoliday home
8.1
Great39 total reviews
our site & Booking.com
FromC$ 388 /nightSelect
Your Friday Harbour Escape Awaits!Apartment
9.5
Perfect4 total reviews
our site & Booking.com
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