Holiday rentals in Simcoe County
Search among available holiday rentals in Simcoe County from 50+ providers
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101-120 out of 419
Tiny Wood Cottage 09Holiday home
5.0
Needs improvement2 total reviews
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FromC$ 259
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Tiny Wood Cottage 22Holiday home
8.4
Great6 total reviews
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FromC$ 155
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Modern Tiny Wood Cottage 03Holiday home
8.5
Great4 total reviews
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FromC$ 191
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Spacious 4 Bedroom House In AngusHoliday home
9.6
Perfect7 total reviews
our site & Booking.com
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The Captains Lake HouseHoliday home
9.7
Perfect13 total reviews
our site & Booking.com
FromC$ 641
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9.2
Perfect8 total reviews
our site & Booking.com
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7.0
Very good2 total reviews
our site & Booking.com
FromC$ 255
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Exceptional 3 Bdrm Townhome - 4 Seasons RentalHoliday home
9.8
Perfect7 total reviews
our site & Booking.com
Northwinds Beach is at a 2.9 km distance from the Exceptional 3 Bdrm Townhome - 4 Seasons Rental and Badlands Double is 10 minutes' drive away.
FromC$ 376
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8.8
Great7 total reviews
our site & Booking.com
Woodview Mountain Top Skating is a 10-minute drive from the Modern Home With A Pool Sauna Pooltable & Mountain View Collingwood and Blue Mountain is 1.7 km away.
FromC$ 723
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7.5
Very good8 total reviews
our site & Booking.com
8 adults
3 bedrooms
4 beds
The Blue Mountain 3 Bedroom Dream Chalet 81590 Collingwood is set approximately a 20-minute walk from Badlands Double and at 600 metres of Scandinave Spa.
FromC$ 246
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The Barrie NookHoliday home
9.5
Perfect11 total reviews
our site & Booking.com
FromC$ 171
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The Ultimate StaycationApartment
9.3
Perfect12 total reviews
our site & Booking.com
The Ultimate Staycation Bradford is located 60 km from Pearson airport and about 5 minutes' walk from Holland / Summerlyn bus stop.
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The Nordic - Central Collingwood CondoHoliday home
8.3
Great21 total reviews
our site & Booking.com
FromC$ 207
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LeslieHoliday home
9.4
Perfect8 total reviews
our site & Booking.com
9 adults
4 bedrooms
4 beds
The beachfront villa lies in proximity to Allenwood Beach and provides an equipped kitchenette area with a microwave oven, a dishwasher and a washing machine.
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Modern 5-Bedroom House Close To Ardagh BluffsHoliday home
9.5
Perfect2 total reviews
our site & Booking.com
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Beautiful Tranquil Centrally Located CondoHoliday home
9.1
Perfect10 total reviews
our site & Booking.com
FromC$ 225
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9.7
Perfect7 total reviews
our site & Booking.com
The Country Club Charm - 4-Bed Radiant Resort Condo is set nearly 20 minutes' walk from The Heights Ski And Country Club and only 1.8 km from Horseshoe Resort.
FromC$ 475
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