Durham Region Holiday Rentals from €105: Search Short-Term Rentals

A historic building with a green roof, surrounded by well-maintained gardens and a stone fence.

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Top Cities in Durham Region

An aerial view of a suburban neighborhood with houses, green spaces, and a large building complex.

Our top choices for Durham Region holiday rentals

A modern living room with a fireplace, leather sofas, a red ottoman, a TV, and a lamp.

1. Entire 1 bedroom basement suite with separate entrance in North Oshawa

Donevan

Mahadeo

includes taxes & fees

25 Sept - 26 Sept

A modern hotel room with a bed, bedside table, lamp, and a fireplace.

2. Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything

Ajax

Gianclaudio

includes taxes & fees

1 Oct - 2 Oct

A modern kitchen with white cabinets, stainless steel appliances, and a marble countertop.

3. Urban Haven: 2BR/2BA+Office, Kitchen, Dining

Newcastle

Frédérick G.

includes taxes & fees

24 Sept - 25 Sept

A modern kitchen with a built-in oven and a marble-top dining table with chairs.

4. Oshawa Suite Open Kitchen Living Space

Donevan

includes taxes & fees

24 Sept - 25 Sept

A kitchen with light wood cabinets, a stainless steel sink, a microwave, and a coffee maker.

5. Family style cozy living in friendly surroundings

Ajax

includes taxes & fees

28 Sept - 29 Sept

A compact kitchen with a stove, microwave, refrigerator, and coffee maker.

6. One bedroom apartment/suite

Whitby

Elizabeth F.

includes taxes & fees

24 Sept - 25 Sept

A dining area with a long table, six chairs, a rug, and two paintings on the walls.

7. Cozy & modern apartment in Pickering

Village East

Nouman

includes taxes & fees

27 Sept - 28 Sept

A kitchen with white cabinets, a stainless steel microwave, a stove, and a black tiled backsplash.

8. Together Time Getaway, Just 5 Mins to Hwy 401

Courtice

Lisamarie

includes taxes & fees

28 Sept - 29 Sept

A spacious living area with a green sofa, a potted plant, and a modern kitchen in the background.

9. Modern basement suite near Durham college

Taunton

includes taxes & fees

24 Sept - 25 Sept

A hallway with wooden flooring and white walls.

10. Walk out to Salmon Creek

Bowmanville

David

includes taxes & fees

24 Sept - 25 Sept

A building with a wooden facade, the name 'thermea SPA VILLAGE' prominently displayed, and three attached light fixtures.

11. 💫 DreamCatcher Modern Romantic Suite w/ Fireplace Pool Table 7min to Thermea Spa

WHITBY

Jules

includes taxes & fees

24 Sept - 25 Sept

A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a stainless steel sink.

12. Brand new 2 bedroom basement apartment

Ajax

MOHAMMAD K.

includes taxes & fees

6 Oct - 7 Oct

13. New Modern Home + Free Parking In Ajax

Ajax

Jordan

includes taxes & fees

24 Sept - 25 Sept

A modern kitchen with dark blue cabinets, a white countertop, and a built-in oven.

14. Modern Designer Suite — Minutes to Thermëa Spa & Highways 407, 401 and GO

Whitby

Mark L.

includes taxes & fees

24 Oct - 25 Oct

A modern living room with a flat-screen TV, a fireplace, a sofa, and a bed with a patterned bedspread.

15. Cozy 2-Bedroom Basement Apartment

Clarington

Susan B.

includes taxes & fees

25 Sept - 26 Sept

A staircase with wooden steps and white trim, leading to a living area with a sofa and a coffee table.

16. BEACH HOUSE : FIRST FLOOR

Bay Ridges

Mysty K.

includes taxes & fees

17 Oct - 18 Oct

A modern kitchen with white cabinetry, a stainless steel refrigerator, a central island, pendant lighting, and a window with a view of greenery.

17. Chic Bespoke 4BR Home: King Beds&Fully Fenced Bkyd

Clarington

Jennifer D.

includes taxes & fees

24 Sept - 25 Sept

A yurt with a bed, a table, and two windows.

18. Forest Yurt 1 hour from Toronto

Blackstock

Reena K.

includes taxes & fees

24 Sept - 25 Sept

A hotel room with two single beds, a bedside table with a lamp, a tray with plants, and a large mirror.

19. Home of Sweet Dream

Whitby

kingsley

includes taxes & fees

23 Oct - 24 Oct

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Top Durham Region Hotel Reviews

Holiday Inn Express Whitby by IHG

10/10 Excellent

"Plenty of parking. Property well maintained. Room clean, very spacious. Friendly staff in reception and breakfast area. Breakfast is included, and has a good variety."

Spark by Hilton Oshawa

10/10 Excellent

"I love this cute little hotel! The rooms are very clean and comfortable, the beds are great, and I love the blackout curtains. There’s also a nice little dining area in the lobby. Check-in and check-out were both very easy. The Wi-Fi was okay, I’d probably give it a 7/10. This was my second stay here and I had a great experience both times. I would definitely recommend it!"

Holiday Inn Express & Suites Oshawa Downtown - Toronto Area by IHG

8/10 Good

"We were pleased with the cleanliness and the staff were all very helpful. We were glad of the underground parking as the area of town is not the best. Breakfast included hot food which is always good! I would recommend fixing the noisy air conditioner and the bed mattress was too stiff and creaky."

Pickering Casino Resort Hotel

10/10 Excellent

"Unfortunately, we stayed at the hotel during a labor strike, so there was no housekeeping service. We were compelled to stay there due to its proximity to our relatives' home, but we suffered the inconvenience of waiting at the entrance; protesters only allowed cars to pass every five minutes, forcing us to walk to and from the street. There was no breakfast, though the bed was comfortable and the room spacious; however, a hotel of this caliber lacked basic amenities like slippers and toothbrushes. We would have appreciated a partial refund for the lack of services, but they claimed they had notified us—a message we never saw because it was sent to Expedia rather than directly to our email. Consequently, we felt the money spent was wasted given the absence of services. We had to request cups and coffee pods, and room service had to be ordered from outside the hotel; as for bottled water, it was provided only once, after which they charged $4 per bottle."

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Holiday Homes in Durham Region

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Room 1

Change your mind

Treat yourself

Be picky

Top Cities in Durham Region

Oshawa

Whitby

Pickering

Our top choices for Durham Region holiday rentals

1. Entire 1 bedroom basement suite with separate entrance in North Oshawa

2. Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything

3. Urban Haven: 2BR/2BA+Office, Kitchen, Dining

4. Oshawa Suite Open Kitchen Living Space