Holiday rentals in York, Durham and Hills of Headwaters

Search among available holiday rentals in York, Durham and Hills of Headwaters from 50+ providers

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Rooms and Guests2 Guests, 1 room
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101-120 out of 271
Vacation Suite In PickeringApartment
9.4
Perfect12 total reviews
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Cozy 2 Bedroom Basement SuiteApartment
9.3
Perfect3 total reviews
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Spacious 3 Bedroom Townhome Near Thermea Spa And Casino AjaxHoliday home
9.7
Perfect4 total reviews
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Renovated 2 Bedroom Cottage With Creek ViewApartment
7.0
Very good2 total reviews
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Cozy 3-Bedroom Caledon Basement Suite With Private Entry, Full Kitchen, Wifi, Laundry & Spacious Backyard Patio - 5 Mins To Brampton - Great For Families, Groups & Long Stays!Apartment
9.7
Perfect4 total reviews
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FromC$ 185 /nightSelect
Fifa 2026 Angus Glen Markham French Style Luxury Mansion StayHoliday home
10.0
Perfect1 total review
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FromC$ 975 /nightSelect
Deluxe ApartmentApartment
5.0
Needs improvement1 total review
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Family-Friendly Retreat For 14 In Richmond HillHoliday home
9.1
Perfect7 total reviews
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Travelers HomeApartment
6.5
Nice4 total reviews
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FromC$ 1 108 /nightSelect
Cozy Room Near Pickering OpgHomestay
8.0
Great9 total reviews
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Charming Home In Prime Location North Of TorontoHoliday home
9.3
Perfect3 total reviews
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FromC$ 419 /nightSelect
Spacious 5Br Home For Families & Business TravelersHoliday home
7.0
Very good2 total reviews
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Detached 3 Bedroom Home In Ajax,OnApartment
8.8
Great9 total reviews
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FromC$ 290 /nightSelect
Guest Suite In WhitbyApartment
9.6
Perfect15 total reviews
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FromC$ 162 /nightSelect
45 SeguinApartment
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Main Floor 2Br Retreat 2 Parking 1 Bath And WifiApartment
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Ideal Bachelor Suite For Couples In AuroraApartment
9.0
Perfect1 total review
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Bisco HillApartment
9.5
Perfect2 total reviews
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Comfort Stay Near Canada'S Wonderland With Free ParkingHomestay
9.5
Perfect14 total reviews
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Large 4Br Home, Quiet AreaVilla
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