Holiday rentals in York, Durham and Hills of Headwaters

Search among available holiday rentals in York, Durham and Hills of Headwaters 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
41-60 out of 271
Pinnacle Of Luxury & Leisure- 2 Bdm,2 Bath, KitchenApartment
9.3
Perfect16 total reviews
our site & Booking.com
Select
Fifa 2026 Kleinburg Luxe Town Residence 9 Queen Beds Sleeps 18Holiday home
9.3
Perfect12 total reviews
our site & Booking.com
FromC$ 351 /nightSelect
Homestay- Private Room And BathroomHomestay
8.8
Great19 total reviews
our site & Booking.com
FromC$ 185 /nightSelect
Private Room With Tvnetflix And Free ParkingHomestay
7.5
Very good29 total reviews
our site & Booking.com
Select
Spacious 2Bed-Room Free Parking In Central Richmond HillApartment
9.2
Perfect52 total reviews
our site & Booking.com
FromC$ 244 /nightSelect
5 Bedroom Vacation Cottage - King CityHoliday home
9.8
Perfect6 total reviews
our site & Booking.com
FromC$ 853 /nightSelect
Largest Ensuite Bedroom In A Guest HouseHomestay
5.8
Needs improvement7 total reviews
our site & Booking.com
FromC$ 155 /nightSelect
Baker Hill Executive Suite 2 Bedroom Basement Apartment With Full Kitchen And BathApartment
10.0
Perfect13 total reviews
our site & Booking.com
FromC$ 141 /nightSelect
Richmond Hill Ravine RetreatApartment
8.5
Great11 total reviews
our site & Booking.com
Select
Waterfront Cottage Near Toronto Private Dock, Water Crafts, Bbq Wi-Fi - Sleeps 4Holiday home
9.7
Perfect7 total reviews
our site & Booking.com
Select
Whitby Hideout - 3Br, 5Bd, 3Wr, Pool Table, SaunaHoliday home
9.4
Perfect8 total reviews
our site & Booking.com
Select
Extended Stays HomeHomestay
7.2
Very good16 total reviews
our site & Booking.com
FromC$ 141 /nightSelect
Cozy Private Backyard Garden StudioHoliday home
8.1
Great8 total reviews
our site & Booking.com
Select
Shay-Basement-Holiday HomeHomestay
5.0
Needs improvement8 total reviews
our site & Booking.com
Select
One Bedroom Of Cozy 2 Bedrooms ApartmentApartment
9.3
Perfect7 total reviews
our site & Booking.com
Select
Millpond Basement UnitsApartment
9.5
Perfect12 total reviews
our site & Booking.com
Select
Comfort QuestHoliday home
6.8
Nice7 total reviews
our site & Booking.com
Select
Moons & Noons -Separate Unit For Your ComfortApartment
7.6
Very good6 total reviews
our site & Booking.com
Select
Urban Haven: 2Br/2Ba+Office, Kitchen, DiningApartment
8.9
Great20 total reviews
our site & Booking.com
FromC$ 245 /nightSelect
2 Bedroom Basement With ParkingApartment
8.6
Great10 total reviews
our site & Booking.com
FromC$ 112 /nightSelect
Show more