Holiday rentals in Simcoe County

Search among available holiday rentals in Simcoe County from 50+ providers

Destination
Where do you want to go?
Check-in
Select date
Check-out
Select date
Rooms and Guests2 Guests, 1 room
We’ll open Booking.com in a new tab for fair comparison.
1Filter & Sort
View map
21-40 out of 489
40BkickbackHoliday home
9.1
Perfect33 total reviews
our site & Booking.com
FromC$ 301 /nightSelect
Riverfront Cottage Sauna Canoe Included Kids Playroom Nature EscapeVilla
9.2
Perfect17 total reviews
our site & Booking.com
FromC$ 505 /nightSelect
Letitia Heights !D Quiet And Stylish Private Bedroom With Shared BathroomHomestay
7.4
Very good34 total reviews
our site & Booking.com
FromC$ 53 /nightSelect
Modern Town House Barrie SouthHoliday home
8.8
Great37 total reviews
our site & Booking.com
FromC$ 158 /nightSelect
Main Beach River Retreat - Wasaga Beach 1 - Main Strip - 93 Mosley StApartment
8.5
Great19 total reviews
our site & Booking.com
FromC$ 535 /nightSelect
Grove Haven Retreat Budget Rooms For Workers Retirees, And Couples In Central BarrieHomestay
6.7
Nice45 total reviews
our site & Booking.com
FromC$ 66 /nightSelect
Newly Renovated Ski-In Ski-Out 1-Bedroom Condo With Pool, Gym, Sauna By Horseshoe ValleyHoliday home
9.5
Perfect17 total reviews
our site & Booking.com
Select
Luxury Lakefront With Sauna & EvHoliday home
8.3
Great34 total reviews
our site & Booking.com
FromC$ 336 /nightSelect
Four Season Family Retreat With Pool AccessHoliday home
8.6
Great33 total reviews
our site & Booking.com
FromC$ 218 /nightSelect
Tiny Wood Cottage 16Holiday home
7.5
Very good12 total reviews
our site & Booking.com
FromC$ 294 /nightSelect
Spa Golf BikeHoliday home
8.6
Great27 total reviews
our site & Booking.com
FromC$ 130 /nightSelect
Letitia Heights !F Spacious And Stylish Private Bedroom With Shared BathroomHomestay
7.0
Very good42 total reviews
our site & Booking.com
FromC$ 95 /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$ 580 /nightSelect
Lake House By LisHoliday home
9.6
Perfect31 total reviews
our site & Booking.com
Select
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$ 326 /nightSelect
Greenview RetreatHoliday home
9.6
Perfect29 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
Select
North Barrie !A Stylish And Spacious Private Bedroom With Private BathroomHomestay
8.4
Great31 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
Show more

Themes