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

Durham Region Vacation Rentals

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Top Cities in Durham Region

A coastal landscape with a marina, a curved breakwater, and a forested hill.
Vacation RentalsVacation Rentals

Whitby

Whitby

Our top choices for Durham Region vacation rentals

1. New Modern Home + Free Parking In Ajax

New Modern Home + Free Parking In Ajax
Ajax
8.8 out of 10, Excellent, (18 reviews)
"Clean, convenient, and easy to check-in and out!"
United States
Jordan
The price is CA $175
CA $349 total
includes taxes & fees
Aug 30 - Aug 31
New Modern Home + Free Parking In Ajax
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

Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
Ajax
10.0 out of 10, Exceptional, (16 reviews)
"We had a great stay at this clean, spacious and convenient property. Highly recommended it for anyone that prefers a larger accommodation over a local hotel."
Canada
Gianclaudio
The price is CA $106
CA $163 total
includes taxes & fees
Aug 31 - Sep 1
Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
A bedroom with a bed, a rocking chair, a small table, and a window with blinds.

3. Modern luxury suite near historic downtown Port Perry

Modern luxury suite near historic downtown Port Perry
Port Perry
9.6 out of 10, Exceptional, (10 reviews)
"Beautiful property, and amazing host!"
Canada
Brian
The price is CA $205
CA $281 total
includes taxes & fees
Aug 31 - Sep 1
Modern luxury suite near historic downtown Port Perry
A yurt with a bed, a table, and two windows.

4. Forest Yurt 1 hour from Toronto

Forest Yurt 1 hour from Toronto
Blackstock
9.2 out of 10, Wonderful, (5 reviews)
"The yurt is very comfortable and well-equipped. The setting is very peaceful. Port Perry is only 10 mins away, for buying food or other necessities. I only wish there were better hikes on the property. I wanted to go for an hour long hike, but the trails would lead me back to the yurt after only 20 minutes of walking."
Canada
Reena K.
The price is CA $144
CA $213 total
includes taxes & fees
Aug 30 - Aug 31
Forest Yurt 1 hour from Toronto
A compact kitchen with a stove, microwave, refrigerator, and coffee maker.

5. One bedroom apartment/suite

One bedroom apartment/suite
Whitby
9.8 out of 10, Exceptional, (24 reviews)
"Super clean, comfortable, nice to have the little kitchenette - would stay again for sure!"
Canada
Elizabeth F.
The price is CA $105
CA $173 total
includes taxes & fees
Aug 30 - Aug 31
One bedroom apartment/suite
A modern living room with a fireplace, leather sofas, a red ottoman, a TV, and a lamp.

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

Entire 1 bedroom basement suite with separate entrance in North Oshawa
Donevan
9.6 out of 10, Exceptional, (17 reviews)
"This large full basement apartment was perfect for my wife and me. The apartment was clean with a large comfortable bed. Location was handy to downtown Oshawa. Great value!"
United States
Dean O.
The price is CA $76
CA $184 total
includes taxes & fees
Sep 11 - Sep 12
Entire 1 bedroom basement suite with separate entrance in North Oshawa
A building with a wooden facade, the name 'thermea SPA VILLAGE' prominently displayed, and three attached light fixtures.

7. 💫 DreamCatcher • Modern Romantic Suite w/ Fireplace Pool Table near Thermea Spa

💫 DreamCatcher • Modern Romantic Suite w/ Fireplace Pool Table near Thermea Spa
WHITBY
9.6 out of 10, Exceptional, (39 reviews)
"Amazing place to stay 100%."
Canada
Jules
The price is CA $130
CA $201 total
includes taxes & fees
Aug 31 - Sep 1
💫 DreamCatcher • Modern Romantic Suite w/ Fireplace Pool Table near Thermea Spa
A modern kitchen with a central island, a dining area with a bench, and a living room with a fireplace.

8. King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg

King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg
Pickering
10.0 out of 10, Exceptional, (29 reviews)
"Great stay, beautiful place "
Canada
Steven F.
The price is CA $303
CA $679 total
includes taxes & fees
Sep 2 - Sep 3
King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg
A modern kitchen with white cabinets, stainless steel appliances, and a central island. There is a dining area with a sofa and a small table.

9. Pinnacle of Luxury & Leisure -2 Bedroom |2 full Bathroom | Full Kitchen

Pinnacle of Luxury & Leisure -2 Bedroom |2 full Bathroom | Full Kitchen
Whitby
10.0 out of 10, Exceptional, (7 reviews)
"A very clean, modern and well furnished basement apartment. It would be a perfect place for a family of up to four adults and teenagers or children "
Canada
Peter C.
The price is CA $170
CA $318 total
includes taxes & fees
Sep 6 - Sep 7
Pinnacle of Luxury & Leisure -2 Bedroom |2 full Bathroom | Full Kitchen
A modern living room with a sofa, a coffee table, a TV, and a kitchen area in the background.

10. Modern Private Suite with 100 inch TV Quiet Oshawa

Modern Private Suite with 100 inch TV Quiet Oshawa
Samac
The price is CA $150
CA $212 total
includes taxes & fees
Aug 30 - Aug 31
Modern Private Suite with 100 inch TV Quiet Oshawa
A hallway with wooden flooring and white walls.

11. Walk out to Salmon Creek

Walk out to Salmon Creek
Bowmanville
10.0 out of 10, Exceptional, (3 reviews)
"Clean and spacious "
Canada
David
The price is CA $60
CA $167 total
includes taxes & fees
Aug 31 - Sep 1
Walk out to Salmon Creek
A modern kitchen with white cabinetry, a stainless steel refrigerator, a central island, pendant lighting, and a window with a view of greenery.

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

Chic Bespoke 4BR Home: King Beds&Fully Fenced Bkyd
Clarington
10.0 out of 10, Exceptional, (3 reviews)
"Family friendly, spacious and great value!"
Canada
Luke
The price is CA $158
CA $394 total
includes taxes & fees
Aug 31 - Sep 1
Chic Bespoke 4BR Home: King Beds&Fully Fenced Bkyd
A covered outdoor area with a glass table, a hammock, and lounge chairs.

13. Deluxe Tree House 1 Hour from Toronto

Deluxe Tree House 1 Hour from Toronto
Blackstock
9.0 out of 10, Wonderful, (7 reviews)
"Everything was good "
Canada
Mandeep K.
The price is CA $225
CA $315 total
includes taxes & fees
Aug 30 - Aug 31
Deluxe Tree House 1 Hour from Toronto
A beach with a large fallen tree trunk in the foreground and a clear view of the ocean.

14. Executive Retreat/Forest Trails/Golfing/Skating

Executive Retreat/Forest Trails/Golfing/Skating
Whitby
8.0 out of 10, Very good, (3 reviews)
"Thanks for letting us stay it was very relaxing."
United States
Chris S.
The price is CA $198
CA $351 total
includes taxes & fees
Aug 31 - Sep 1
Executive Retreat/Forest Trails/Golfing/Skating
A modern kitchen with a central island, stainless steel appliances, and light wood cabinetry.

15. Luxury cozy modern house perfect for long stay with pool table

Luxury cozy modern house perfect for long stay with pool table
Bowmanville
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful place "
Canada
Jess H.
The price is CA $238
CA $519 total
includes taxes & fees
Aug 31 - Sep 1
Luxury cozy modern house perfect for long stay with pool table
A vintage green bus converted into a rustic cabin with a wooden deck and outdoor seating.

16. Unique Glamping RV on 100 acres 1 hr from Toronto

Unique Glamping RV on 100 acres 1 hr from Toronto
Blackstock
9.6 out of 10, Exceptional, (4 reviews)
"Property is beautiful, checkin and out super smooth. Lovely people, highly recommend."
Canada
Nick A.
The price is CA $153
CA $205 total
includes taxes & fees
Aug 30 - Aug 31
Unique Glamping RV on 100 acres 1 hr from Toronto
A pebbled beach with clear turquoise water and a clear sky.

17. Lakeside Modern House 4BR - Steps to the lake

Lakeside Modern House 4BR - Steps to the lake
Bowmanville
9.6 out of 10, Exceptional, (27 reviews)
"Comfortable beds…everything was clean…our family really enjoyed staying"
Canada
Jane F.
The price is CA $165
CA $398 total
includes taxes & fees
Sep 2 - Sep 3
Lakeside Modern House 4BR - Steps to the lake
A cozy living room with a fireplace, a sofa, a bed, and large windows with a view of greenery.

18. Forest Nature Retreat with Firepit Near Durham trails and Thermea Spa

Forest Nature Retreat with Firepit Near Durham trails and Thermea Spa
Uxbridge
10.0 out of 10, Exceptional, (3 reviews)
"This is a lovely tranquil spot. It is beautifully appointed with everything needed for a quiet getaway. I would definitely return. The hosts were gracious and the check in was very easy. "
Canada
Sara T.
The price is CA $200
CA $331 total
includes taxes & fees
Aug 29 - Aug 30
Forest Nature Retreat with Firepit Near Durham trails and Thermea Spa
A kitchen with white cabinets, a stainless steel microwave, a stove, and a black tiled backsplash.

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

Together Time Getaway, Just 5 Mins to Hwy 401
Courtice
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful place to stay, very clean and cozy, would highly recommend!"
Canada
Lisamarie
The price is CA $101
CA $161 total
includes taxes & fees
Sep 2 - Sep 3
Together Time Getaway, Just 5 Mins to Hwy 401
A spacious living room with a sofa, armchairs, and a coffee table. There is a fireplace and a view of the outdoors.

20. Beautiful Lakeview Cottage on the Beach

Beautiful Lakeview Cottage on the Beach
Ajax
8.6 out of 10, Excellent, (7 reviews)
"My friends and I had a great time staying at this place. With the beach across from the house, to electric scooters available for rental, there is many to do."
Canada
Brady P.
The price is CA $350
CA $605 total
includes taxes & fees
Aug 30 - Aug 31
Beautiful Lakeview Cottage on the Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Durham Region Hotel Reviews

Homewood Suites Ajax, Ontario, Canada

Homewood Suites Ajax, Ontario, Canada

10/10 Excellent
"Great stay. Great staff."
John 5-night trip
Posted 1 hour ago
Homewood Suites Ajax, Ontario, Canada

Find out more about Durham Region

Everything you need to know about Durham Region vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Durham Region vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Durham Region vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Durham Region vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Durham Region. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Durham Region vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Durham Region vacation rentals we have selected for you start as low as CA $98 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Durham Region rentals

At Expedia, we put the best Durham Region vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Durham Region rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Durham Region vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Durham Region. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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