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Oshawa Vacation Rentals

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Our top choices for Oshawa vacation rentals

9.4 out of 10, Exceptional, (21)
"Was very close to our destinations for the weekend. Quiet and very nice. Single bed was a little firm but all in all a great stay. "
Canada
Jason
$101 nightly
The price is $114
Dec 29 - Dec 30
Total with taxes and fees
GORGEOUS 1 BDR PRIME KITCHEN No sharing spaces/ WIFI+ Parking
9.2 out of 10, Wonderful, (32)
"Very nice spot. "
Canada
walker
$140 nightly
The price is $159
Dec 28 - Dec 29
Total with taxes and fees
Urban Haven: 2BR/2BA+Office, Kitchen, Dining
10.0 out of 10, Exceptional, (32)
"Wonderful stay, peaceful retreat "
United States
Sophia c.
$105 nightly
The price is $119
Dec 31 - Jan 1, 2026
Total with taxes and fees
Cozy getaway only 1 hr from Toronto, on a small private lake.
10.0 out of 10, Exceptional, (28)
"Beautiful, comfortable and clean space. "
Canada
Brandy
$118 nightly
The price is $134
Jan 1 - Jan 2, 2026
Total with taxes and fees
💫 DreamCatcher • Modern Romantic Suite w/ Fireplace Pool Table near Thermea Spa
9.6 out of 10, Exceptional, (7)
"Spacious accommodations. Easy check-in. "
Canada
Paul L.
$130 nightly
The price is $147
Dec 28 - Dec 29
Total with taxes and fees
Entire 1 bedroom basement suite with separate entrance in North Oshawa

Apartment in Whitby

One bedroom apartment/suite
10.0 out of 10, Exceptional, (21)
"Super clean, comfortable, nice to have the little kitchenette - would stay again for sure!"
Canada
Elizabeth F.
$104 nightly
The price is $117
Jan 1 - Jan 2, 2026
Total with taxes and fees
One bedroom apartment/suite
10.0 out of 10, Exceptional, (1)
"Was super clean, and fully equipped with everything we needed. Fits description and photos to a tee. Host was very helpful and easy to get in contact with if we needed to. Even left a thank you gift for us at the end of our stay. Not a bad thing to say. "
Canada
Kiana
$93 nightly
The price is $105
Jan 19 - Jan 20, 2026
Total with taxes and fees
Together Time Getaway, Just 5 Mins to Hwy 401

Vacation Home in Bowmanville

Walk out to Salmon Creek
2.0 star property
$133 nightly
The price is $150
Dec 29 - Dec 30
Total with taxes and fees
Walk out to Salmon Creek
9.8 out of 10, Exceptional, (21)
"Its a great to getaway and relax I will definitely book it again"
Canada
Orane B.
Grand Waterfront Retreat – Under 1hr from Toronto
9.6 out of 10, Exceptional, (8)
"Excellent"
Canada
François B.
$322 nightly
The price is $364
Jan 7 - Jan 8, 2026
Total with taxes and fees
4-bedroom house in charming Haydon with fitness room, WiFi, AC
10.0 out of 10, Exceptional, (26)
"It was great! "
Canada
Andrew D.
$343 nightly
The price is $387
Jan 19 - Jan 20, 2026
Total with taxes and fees
King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg
10.0 out of 10, Exceptional, (4)
"Lovely properly. Host was friendly and very helpful. Be happy to stay here again."
United Kingdom
Robert E.
$211 nightly
The price is $238
Jan 2 - Jan 3, 2026
Total with taxes and fees
The Cozy Home. Lovely 3 bedroom house near Restaurants, Park, Supermarket & 401"
9.6 out of 10, Exceptional, (8)
"Homeowner was extremely responsive and quick to answer questions.Location was perfect for us.Breakfast was delish!"
United States
Judith S.
$167 nightly
The price is $189
Jan 18 - Jan 19, 2026
Total with taxes and fees
Modern luxury suite near historic downtown Port Perry
10.0 out of 10, Exceptional, (5)
"THIS is an amazing place to stay and great host.Private place with full kitchen..."
United States
William D.
$151 nightly
The price is $171
Dec 30 - Dec 31
Total with taxes and fees
Cozy Suite-Close to Pickering Casino Resort, dog parks, and waterfront Trail
10.0 out of 10, Exceptional, (1)
"This place was very well kept and just perfect for what we needed. The owner was also very responsive and kind.Neighborhood was lovely and the back porch was a perfect place to hang out and enjoy the weather. "
United States
Andrea A.
$211 nightly
The price is $239
Dec 31 - Jan 1, 2026
Total with taxes and fees
The Blue Door Retreat. Cottage style living in the city!!!
10.0 out of 10, Exceptional, (1)
"Great place to stay, would definitely stay again. Keisha was very responsive when we had questions. "
Canada
Pete R.
$129 nightly
The price is $146
Dec 29 - Dec 30
Total with taxes and fees
Fabulous 2-bedroom apartment with AC in charming Whitby

Vacation Home in Whitby

Eve’s Luxury Get Away
8.8 out of 10, Excellent, (3)
"The host was very understanding, and very polite. Very easy to contact. The home had many amenities, very beautiful big home. 10/10 would recommend staying at this lovely home. "
United States
A’shylah S.
$249 nightly
The price is $282
Jan 12 - Jan 13, 2026
Total with taxes and fees
Eve’s Luxury Get Away
10.0 out of 10, Exceptional, (6)
"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.
$192 nightly
The price is $217
Jan 4 - Jan 5, 2026
Total with taxes and fees
Pinnacle of Luxury & Leisure -2 Bedroom |2 full Bathroom | Full Kitchen
8.4 out of 10, Very Good, (5)
"This cottage is the perfect little getaway close to the waterfront. The host is friendly and easily reachable if needed. "
Canada
Valerie M.
Beautiful Lakeview Cottage on the Beach

Vacation Home in Bowmanville

DT Retreat : Firepit, Backyard, Arcade
10.0 out of 10, Exceptional, (2)
"Our family really enjoyed our stay. Lovely home, extremely clean, with lots to do. The hosts were incredibly responsive for any question and made us feel at home. Great option for a family staying in the area. "
Canada
Rishia
$254 nightly
The price is $287
Jan 7 - Jan 8, 2026
Total with taxes and fees
DT Retreat : Firepit, Backyard, Arcade
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

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 $79 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.

Frequently asked questions

Can I find a vacation rental in Oshawa?

Yes, we offer vacation rentals in Oshawa near Neb's Funworld, 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?

6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park: Visitors like this Oshawa vacation home rental. It is located on a lake and has a fireplace, a furnished patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 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 garden 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 Lakeview Park Beach and Lake Ontario, or simply take in cultural attractions like Canadian Automotive Museum and Parkwood Estate. 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.