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Oshawa Vacation Rentals

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Our top choices for Oshawa vacation rentals

Cozy 2-Bedroom Basement Apartment

Cozy 2-Bedroom Basement Apartment
Clarington
The price is CA $135
CA $218 total
includes taxes & fees
Jul 16 - Jul 17
Cozy 2-Bedroom Basement Apartment

Blossom Nest - 4 Beds, 2.5 Baths, 3 Park

Blossom Nest - 4 Beds, 2.5 Baths, 3 Park
Clarington
The price is CA $265
CA $530 total
includes taxes & fees
Jul 20 - Jul 21
Blossom Nest - 4 Beds, 2.5 Baths, 3 Park

Stylish Home near Luxury Spa & GO Station

Stylish Home near Luxury Spa & GO Station
Whitby
The price is CA $270
CA $476 total
includes taxes & fees
Jul 19 - Jul 20
Stylish Home near Luxury Spa & GO Station

Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard

Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard
Pickering
The price is CA $419
CA $748 total
includes taxes & fees
Jul 27 - Jul 28
Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard

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 $119
CA $177 total
includes taxes & fees
Jul 21 - Jul 22
Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything

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 $99
CA $159 total
includes taxes & fees
Jul 19 - Jul 20
Together Time Getaway, Just 5 Mins to Hwy 401

New Modern Home + Free Parking In Ajax

New Modern Home + Free Parking In Ajax
Ajax
8.4 out of 10, Very good, (10 reviews)
"Clean, convenient, and easy to check-in and out!"
United States
Jordan
The price is CA $175
CA $350 total
includes taxes & fees
Jul 15 - Jul 16
New Modern Home + Free Parking In Ajax

Cozy getaway only 1 hr from Toronto, on a small private lake.

Cozy getaway only 1 hr from Toronto, on a small private lake.
Kawartha Lakes
10.0 out of 10, Exceptional, (37 reviews)
"We would 100%"
Canada
Aaron
The price is CA $126
CA $174 total
includes taxes & fees
Jul 16 - Jul 17
Cozy getaway only 1 hr from Toronto, on a small private lake.

Walk out to Salmon Creek

Walk out to Salmon Creek
Bowmanville
10.0 out of 10, Exceptional, (2 reviews)
"Clean and spacious "
Canada
David
The price is CA $60
CA $167 total
includes taxes & fees
Jul 16 - Jul 17
Walk out to Salmon Creek

Modern basement suite near Durham college

Modern basement suite near Durham college
Taunton
The price is CA $99
CA $163 total
includes taxes & fees
Jul 26 - Jul 27
Modern basement suite near Durham college

Prestige Accommodation

Prestige Accommodation
Ajax
7.2 out of 10, Good, (12 reviews)
"Clean, quiet, it was a great stay all around, owner was very communicative and cordial. I'd definitely reccommend. "
Canada
Ayoub
The price is CA $134
CA $245 total
includes taxes & fees
Jul 15 - Jul 16
Prestige Accommodation

💫 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, (35 reviews)
"Amazing place to stay 100%."
Canada
Jules
The price is CA $120
CA $190 total
includes taxes & fees
Jul 26 - Jul 27
💫 DreamCatcher • Modern Romantic Suite w/ Fireplace Pool Table near Thermea Spa

Welcome! This is a private 1-bedroom lower-level basement suite in our home.

Welcome! This is a private 1-bedroom lower-level basement suite in our home.
Ajax
The price is CA $123
CA $199 total
includes taxes & fees
Jul 15 - Jul 16
Welcome! This is a private 1-bedroom lower-level basement suite in our home.

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, (8 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.
The price is CA $85
CA $218 total
includes taxes & fees
Jul 19 - Jul 20
Cozy Suite-Close to Pickering Casino Resort, dog parks, and waterfront Trail

Whitby 2BR escape l Near Thermea spa l Iroquois sport centre l 401 l Downtown

Whitby 2BR escape l Near Thermea spa l Iroquois sport centre l 401 l Downtown
Whitby
6.8 out of 10, (3 reviews)
"Not only was the listing not clear it was a basement apartment. We showed up 2hrs after check in time and the person at the door wasn’t aware we were coming and asked if we could wait an aditional half hour so they could clean. It’s a hard pass"
Canada
Elda
The price is CA $126
CA $202 total
includes taxes & fees
Jul 16 - Jul 17
Whitby 2BR escape l Near Thermea spa l Iroquois sport centre l 401 l Downtown

Modern 1BR • Private Entry • Kitchen & W/D

Modern 1BR • Private Entry • Kitchen & W/D
Eastdale
The price is CA $150
CA $230 total
includes taxes & fees
Jul 21 - Jul 22
Modern 1BR • Private Entry • Kitchen & W/D

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
Jul 15 - Jul 16
Unique Glamping RV on 100 acres 1 hr from Toronto

Cozy Countryside Guesthouse with BBQ & Firepit

Cozy Countryside Guesthouse with BBQ & Firepit
Pickering
6.0 out of 10, (2 reviews)
"It was an alright night away. Place was fairly clean, newer Reno for sure with some smaller kinks to be worked out. No wifi instructions and noises in the morning with occupants of the other side of the house. Neat spot for a little getaway for the night."
Canada
Geoff G.
The price is CA $122
CA $202 total
includes taxes & fees
Jul 15 - Jul 16
Cozy Countryside Guesthouse with BBQ & Firepit

Peace of Mind

Peace of Mind
Whitby
4.0 out of 10, (2 reviews)
"The entry in the garage is dirty but the basement room is clean."
Canada
Christian
The price is CA $81
CA $157 total
includes taxes & fees
Jul 20 - Jul 21
Peace of Mind

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

Urban Haven: 2BR/2BA+Office, Kitchen, Dining
Newcastle
9.4 out of 10, Exceptional, (38 reviews)
"Clean and comfortable"
Canada
Matthew
The price is CA $148
CA $278 total
includes taxes & fees
Aug 12 - Aug 13
Urban Haven: 2BR/2BA+Office, Kitchen, Dining
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 Oshawa Hotel Reviews

Find out more about Oshawa

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oshawa. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find a vacation rental in Oshawa?

Yes, we offer vacation rentals in Oshawa near Oshawa Valley Botanical Gardens, or you can go with a secluded option if you'd like a relaxing place to stay. Travelers who like culture and the arts say Oshawa is known for its live music. Make sure you have time to check out the hockey games while you're in the area.

What are some of the best vacation home rentals that Oshawa has to offer?

Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place: Visitors like this Oshawa vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind.

How many vacation rentals will I find in Oshawa?

Expedia has 56 vacation rentals for your stay in Oshawa.

What’s there to see and do in Oshawa?

Enjoy the outdoors at Oshawa Valley Botanical Gardens and Lakeview Park Beach, or simply take in cultural attractions like Parkwood Estate and Canadian Automotive Museum. Other places in town to visit include Tribute Communities Centre and Oshawa Centre.

What’s a vacation rental in Oshawa like?

Vacation rentals are private properties you can book for a couple of days or more in Oshawa. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for family trips or small group gatherings.