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Oshawa Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Oshawa vacation rentals

1 bedroom, desk, free WiFi, bed sheets

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
$101 nightly
The price is $114
Jul 6 - Jul 7
Total with taxes and fees
Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
Interior

Modern basement suite near Durham college

Modern basement suite near Durham college
Taunton
$101 nightly
The price is $115
Jul 12 - Jul 13
Total with taxes and fees
Modern basement suite near Durham college
Dining

Cozy & modern apartment in Pickering

Cozy & modern apartment in Pickering
Pickering
10.0 out of 10, Exceptional, (4 reviews)
"We had a great stay at Zarmina’s spacious basement suite. The check-in process was easy, the location was very convenient, and the place was very quiet, clean, and well kept. Zarmina responded to my needs right away, which made the stay even better. The price was also very reasonable for what was offered. I highly recommend this place and would stay again!"
Canada
Akiko M.
$118 nightly
The price is $133
Jul 7 - Jul 8
Total with taxes and fees
Cozy & modern apartment in Pickering
Private kitchen

New Modern Home + Free Parking In Ajax

New Modern Home + Free Parking In Ajax
Ajax
8.0 out of 10, Very Good, (8 reviews)
"Wonderful place!! "
United States
Alejandro
$222 nightly
The price is $251
Jul 6 - Jul 7
Total with taxes and fees
New Modern Home + Free Parking In Ajax
Smart TV, fireplace

Entire 1 bedroom basement suite with separate entrance in North Oshawa

Entire 1 bedroom basement suite with separate entrance in North Oshawa
Donevan
9.4 out of 10, Exceptional, (14 reviews)
"Great place to stay if you need a short drive to Tribute Communities Centre. Samantha responds to inquiries quickly and the check in process is simple. "
Canada
Anne H.
$107 nightly
The price is $121
Jul 7 - Jul 8
Total with taxes and fees
Entire 1 bedroom basement suite with separate entrance in North Oshawa
Private kitchen

Cozy Ensuite Room in Oshawa

Cozy Ensuite Room in Oshawa
Taunton
$42 nightly
The price is $47
Jul 9 - Jul 10
Total with taxes and fees
Cozy Ensuite Room in Oshawa
Exterior detail

💫 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
$125 nightly
The price is $142
Jul 6 - Jul 7
Total with taxes and fees
💫 DreamCatcher • Modern Romantic Suite w/ Fireplace Pool Table near Thermea Spa
Interior

BEACH HOUSE : FIRST FLOOR

BEACH HOUSE : FIRST FLOOR
Pickering
$142 nightly
The price is $160
Jul 23 - Jul 24
Total with taxes and fees
BEACH HOUSE : FIRST FLOOR
Fridge, microwave, oven, stovetop

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

Urban Haven: 2BR/2BA+Office, Kitchen, Dining
Newcastle
9.2 out of 10, Wonderful, (37 reviews)
"Amazing place! Great layout and super clean "
Canada
Ian
$140 nightly
The price is $158
Jul 14 - Jul 15
Total with taxes and fees
Urban Haven: 2BR/2BA+Office, Kitchen, Dining
Fridge, microwave, oven, stovetop

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
$126 nightly
The price is $142
Jul 6 - Jul 7
Total with taxes and fees
Whitby 2BR escape l Near Thermea spa l Iroquois sport centre l 401 l Downtown
Interior

Modern Gem| 2026 FIFA - 40 Mins to BMO Field | THH

Modern Gem| 2026 FIFA - 40 Mins to BMO Field | THH
Ajax
$335 nightly
The price is $379
Jul 14 - Jul 15
Total with taxes and fees
Modern Gem| 2026 FIFA - 40 Mins to BMO Field | THH
Property grounds

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, (36 reviews)
"We would 100%"
Canada
Aaron
$108 nightly
The price is $123
Jul 12 - Jul 13
Total with taxes and fees
Cozy getaway only 1 hr from Toronto, on a small private lake.
1 bedroom, iron/ironing board, WiFi

Peace of Mind

Peace of Mind
Whitby
2.0 out of 10, (1 review)
"Have potential, but a deep rethinking by host is needed.Positive: -shower with several kinds of water streams-in general host did try to fix issues when i tell him. He always needs to be told thoughNegative:-host or other tenants block my car frequently although spots parallel are free, making harder for me to get out -one time all parking spots were taken, and i was blocked completely. I texted and called host with no response. He only answered when i knocked at his door. After many minutes a...
Canada
Roie S.
$91 nightly
The price is $103
Jul 28 - Jul 29
Total with taxes and fees
Peace of Mind
Dining

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
$126 nightly
The price is $142
Jul 8 - Jul 9
Total with taxes and fees
Welcome! This is a private 1-bedroom lower-level basement suite in our home.
Interior

Walk out to Salmon Creek

Walk out to Salmon Creek
Bowmanville
10.0 out of 10, Exceptional, (2 reviews)
"Clean and spacious "
Canada
David
$104 nightly
The price is $118
Jul 15 - Jul 16
Total with taxes and fees
Walk out to Salmon Creek
Fridge, microwave, oven, stovetop

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, (6 reviews)
"Beautiful place to stay, very clean and cozy, would highly recommend!"
Canada
Lisamarie
$101 nightly
The price is $114
Jul 22 - Jul 23
Total with taxes and fees
Together Time Getaway, Just 5 Mins to Hwy 401
1 bedroom, desk, free WiFi, bed sheets

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.
$126 nightly
The price is $142
Jul 6 - Jul 7
Total with taxes and fees
Cozy Countryside Guesthouse with BBQ & Firepit
Interior

Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!

Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!
Pickering
$123 nightly
The price is $140
Jul 9 - Jul 10
Total with taxes and fees
Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!
Smart TV, computer monitors

Whitby Gateway - 2BR 3BD 2WR Kitchen Laundry

Whitby Gateway - 2BR 3BD 2WR Kitchen Laundry
Whitby
9.0 out of 10, Wonderful, (2 reviews)
"Comfortable stay. Unit was very quiet. Area is new so lots of construction close by. With the AC running in the rest of the house (most of the day) it made the unit cold. There was no way to control the temperature in the unit. Would have been great to have a side table with a lamp in the bedroom I slept in. Gravel walkway at the side of the house to access the unit. Need to be careful walking on the loose gravel. Overall stay was excellent. "
Canada
Oral
$166 nightly
The price is $188
Jul 8 - Jul 9
Total with taxes and fees
Whitby Gateway - 2BR 3BD 2WR Kitchen Laundry
Smart TV

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.
$136 nightly
The price is $154
Jul 14 - Jul 15
Total with taxes and fees
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 Oshawa Hotel Reviews

Tru By Hilton Oshawa

Tru By Hilton Oshawa

10/10 Excellent
"Simple, inexpensive hotel with a comfortable bed and a decent breakfast buffet."
Daniel 1-night trip
Posted 4 hours ago
Tru By Hilton Oshawa

Find out more about Oshawa

Everything you need to know about Oshawa 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 Oshawa vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Oshawa vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oshawa vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $115 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oshawa rentals

At Expedia, we put the best Oshawa 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 Oshawa 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 Oshawa 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 Oshawa. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 Ontario Regiment Museum 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.