Vacation Rentals in Durham Region

Top Cities in Durham Region

Our top choices for Durham Region vacation rentals

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

Urban Haven: 2BR/2BA+Office, Kitchen, Dining
Newcastle
9.2 out of 10, Wonderful, (36 reviews)
"Amazing place! Great layout and super clean "
Canada
Ian
Urban Haven: 2BR/2BA+Office, Kitchen, Dining

Two Story Boathouse Located On East Side of Lake Simcoe

Two Story Boathouse Located On East Side of Lake Simcoe
Beaverton
9.4 out of 10, Exceptional, (40 reviews)
"Great stay. Beautiful property"
Canada
Liam B.
Two Story Boathouse Located On East Side of Lake Simcoe

Cozy Private Waterfront Cottage at Lake Simcoe

Cozy Private Waterfront Cottage at Lake Simcoe
Beaverton
10.0 out of 10, Exceptional, (6 reviews)
"Great place to stay! Very cozy and has everything you need to feel at home. "
Canada
Saival P.
Cozy Private Waterfront Cottage at Lake Simcoe

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)
"Host was very accommodating and left us some snacks and coffee. The place was very clean, would definitely book again. Thank you Anthony!"
United States
John Patrick M.
King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg

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
9.6 out of 10, Exceptional, (15 reviews)
"Spotless and modern with a cozy feel. We enjoyed our stay and hope to return!!"
Canada
Melissa
Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything

Cozy 3 Bedroom Home Neighbouring Dagmar Ski Resort. Only 1 Hour from Toronto.

Cozy 3 Bedroom Home Neighbouring Dagmar Ski Resort. Only 1 Hour from Toronto.
Port Perry
10.0 out of 10, Exceptional, (7 reviews)
"Home with all necessary amenities for a comfortable vacation with friends.Good location easy access to Port Perry with excellent restaurants and stores. Good walking trails and waterfront nearby. Close to Toronto added bonus. "
Canada
Sarita P.
Cozy 3 Bedroom Home Neighbouring Dagmar Ski Resort. Only 1 Hour from Toronto.

Modern luxury suite near historic downtown Port Perry

Modern luxury suite near historic downtown Port Perry
Port Perry
9.6 out of 10, Exceptional, (8 reviews)
"Homeowner was extremely responsive and quick to answer questions.Location was perfect for us.Breakfast was delish!"
United States
Judith S.
Modern luxury suite near historic downtown Port Perry

Assets Event Venue Modern interior with elegant Décor.

Assets Event Venue Modern interior with elegant Décor.
Whitby
9.2 out of 10, Wonderful, (16 reviews)
"It was an excellent choice for our family to gather and celebrate a local wedding."
Canada
Jane H.
Assets Event Venue Modern interior with elegant Décor.

Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place

Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place
Beaverton
9.2 out of 10, Wonderful, (63 reviews)
"Great place to stay."
United States
Shiva D.
Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place

Deluxe Tree House 1 Hour from Toronto

Deluxe Tree House 1 Hour from Toronto
Blackstock
10.0 out of 10, Exceptional, (6 reviews)
"Everything was good "
Canada
Mandeep K.
Deluxe Tree House 1 Hour from Toronto

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

💫 DreamCatcher • Modern Romantic Suite w/ Fireplace Pool Table near Thermea Spa
WHITBY
10.0 out of 10, Exceptional, (34 reviews)
"Amazing place to stay 100%."
Canada
Jules
💫 DreamCatcher • Modern Romantic Suite w/ Fireplace Pool Table near Thermea Spa

Modern Nest - 4 BR House, 5 Beds, 2.5 Baths, 3 Park

Modern Nest - 4 BR House, 5 Beds, 2.5 Baths, 3 Park
Pickering
10.0 out of 10, Exceptional, (6 reviews)
"The house is beautiful, clean, and quiet. The host was very responsive and answered all my questions promptly. We had a great stay."
United States
Manouchka M.
Modern Nest - 4 BR House, 5 Beds, 2.5 Baths, 3 Park

Maple Nest - 4 Beds, 3.5 Baths, 2 Park, Backyard

Maple Nest - 4 Beds, 3.5 Baths, 2 Park, Backyard
Pickering
Maple Nest - 4 Beds, 3.5 Baths, 2 Park, Backyard

Entire Home | Toronto Hub | Therma SPA | 12 Guests | Dagmar | Sports Arenas

Entire Home | Toronto Hub | Therma SPA | 12 Guests | Dagmar | Sports Arenas
Whitby
10.0 out of 10, Exceptional, (2 reviews)
"Great communication and home very clean and spacious!"
Canada
kim p.
Entire Home | Toronto Hub | Therma SPA | 12 Guests | Dagmar | Sports Arenas

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, (1 review)
"Beautiful place "
Canada
Jess H.
Luxury cozy modern house perfect for long stay with pool table

Basement apartment at 240, Oshawa area

Basement apartment at 240, Oshawa area
Central
Basement apartment at 240, Oshawa area

Stunning & Bright - My home is close to the highway & Thermea Spa

Stunning & Bright - My home is close to the highway & Thermea Spa
Whitby
8.0 out of 10, Very Good, (4 reviews)
"In town for OMHA finals and this was perfect. Nice and close to each arena. Host was great and quick to respond."
Canada
L M.
Stunning & Bright - My home is close to the highway & Thermea Spa

Modern family friendly 4-bedroom home away from home in Oshawa!

Modern family friendly 4-bedroom home away from home in Oshawa!
Taunton
9.6 out of 10, Exceptional, (7 reviews)
"The host was excellent with very prompt and friendly communication. Our crew enjoyed their stay and it was the perfect place to unwind after a long day at the track."
United States
Jennifer I.
Modern family friendly 4-bedroom home away from home in Oshawa!

PARADISE VILLA 4

PARADISE VILLA 4
Bowmanville
7.4 out of 10, Good, (3 reviews)
"This was a paradise quiet welcoming absolutely outstanding open concept house the backyard was set up for a tranquil environment. The hot tub was so relaxing after a long day walking on the public beach trails right outside the door of the property five stars would highly recommend."
United States
Brian
PARADISE VILLA 4

Cozy Suite-Close to Pickering Casino Resort, dog parks, and waterfront Trail

Cozy Suite-Close to Pickering Casino Resort, dog parks, and waterfront Trail
Ajax
10.0 out of 10, Exceptional, (7 reviews)
"My stay was amazing as always...This is the best VRBO to stay at whenever I'm traveling to Toronto.The owner is an amazing person and always accommodating!!!"
United States
William D.
Cozy Suite-Close to Pickering Casino Resort, dog parks, and waterfront Trail
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

Find out more about Durham Region

Discover your perfect Durham Region vacation rental with Expedia

How many vacation rentals are available in Durham Region?


Expedia has plenty of vacation rentals to choose from in and around  Durham Region, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Durham Region?


The selection of Durham Region vacation rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Durham Region?


Vacation rentals in Durham Region come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Durham Region vacation rentals to suit everyone. 


Why should I choose a vacation rental in Durham Region?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. 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. 


How do I find the best deal on a vacation rental in Durham Region?


Find vacation rentals in Durham Region by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Durham Region.  


What amenities are available in a vacation rental in Durham Region?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Durham Region vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Durham Region?   


Everytime is a great time to head to Durham Region! Staying in a Durham Region vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Durham Region. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Durham Region vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Durham Region, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Durham Region vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.