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 480
Lake House By LisHoliday home
9.7
Perfect24 total reviews
our site & Booking.com
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Tiny Wood Cottage 16Holiday home
7.5
Very good12 total reviews
our site & Booking.com
FromC$ 289 /nightSelect
Letitia Heights !F Spacious And Stylish Private Bedroom With Shared BathroomHomestay
7.3
Very good40 total reviews
our site & Booking.com
FromC$ 94 /nightSelect
The Ultimate StaycationApartment
9.3
Perfect13 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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Bright And Spacious Condo In Downtown Collingwood 97043Holiday home
9.6
Perfect13 total reviews
our site & Booking.com
The Bright And Spacious Condo In Downtown Collingwood 97043 is within 10 minutes' walk of Collingwood Arboretum and has a quick access to St. Mary's Roman Catholic Church.
FromC$ 204 /nightSelect
The Alpine - Central Collingwood CondoApartment
8.0
Great17 total reviews
our site & Booking.com
The Alpine - Central Collingwood Condo is set 4.1 km from Scandinave Spa at Blue Mountain and 15 minutes by car from Plunge Aquatic Centre.
FromC$ 235 /nightSelect
Lakeview Private Suite With Kitchen-Twin Or KingApartment
7.4
Very good34 total reviews
our site & Booking.com
FromC$ 197 /nightSelect
Bradford VacationApartment
8.3
Great35 total reviews
our site & Booking.com
4 adults
2 bedrooms
3 beds
FromC$ 123 /nightSelect
Resort Style With Balcony Hot Tub And Full KitchenApartment
8.6
Great5 total reviews
our site & Booking.com
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Cozy Modern 2 Bedroom Smart Townhome In Innisfil With Free Parking, Full Kitchen And Laundry - Steps To Diners And Shops, 5 Min Drive To Innisfil Beach Park - Great For Couples & Families!Apartment
9.4
Perfect5 total reviews
our site & Booking.com
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The Moose Lodge - Modern Condo In CollingwoodHoliday home
9.0
Perfect12 total reviews
our site & Booking.com
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The Angus NestHoliday home
10.0
Perfect5 total reviews
our site & Booking.com
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19Th Hole HideawayHoliday home
9.8
Perfect7 total reviews
our site & Booking.com
FromC$ 205 /nightSelect
The Captains Lake HouseHoliday home
9.7
Perfect13 total reviews
our site & Booking.com
FromC$ 648 /nightSelect
Spacious Hideaway In NatureApartment
9.0
Perfect11 total reviews
our site & Booking.com
The Spacious Hideaway in Nature is set within 2.6 km of Amba Spa at Horseshoe Resort and approximately a 10-minute ride from Treetop Trekking Barrie at Horseshoe Valley.
FromC$ 102 /nightSelect
Lake Simcoe 4 Bedroom Family Home Ideal Toronto Area RetreatHoliday home
9.6
Perfect21 total reviews
our site & Booking.com
FromC$ 191 /nightSelect
Queen Bed Suite-Private EntranceApartment
9.8
Perfect12 total reviews
our site & Booking.com
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Modern Tiny Wood Cottage 04Holiday home
8.2
Great8 total reviews
our site & Booking.com
FromC$ 198 /nightSelect
Gilford Beach ApartmentApartment
9.0
Perfect15 total reviews
our site & Booking.com
FromC$ 202 /nightSelect
Farmhouse ResortApartment
9.3
Perfect5 total reviews
our site & Booking.com
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