Oshawa Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Oshawa holiday rentals

Exterior

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, (12 reviews)
"Spotless and modern with a cozy feel. We enjoyed our stay and hope to return!!"
Canada
Melissa
The price is HK$606
HK$923 total
includes taxes & fees
30 Mar - 31 Mar
Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
1 bedroom, memory-foam beds, iron/ironing board, travel cot

💫 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, (30 reviews)
"Amazing place to stay 100%."
Canada
Jules
The price is HK$742
HK$1,141 total
includes taxes & fees
17 Mar - 18 Mar
💫 DreamCatcher • Modern Romantic Suite w/ Fireplace Pool Table near Thermea Spa
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, (35 reviews)
"Very nice spot. "
Canada
walker
The price is HK$719
HK$1,180 total
includes taxes & fees
19 Mar - 20 Mar
Urban Haven: 2BR/2BA+Office, Kitchen, Dining
Exterior detail

GORGEOUS 1 BDR PRIME KITCHEN No sharing spaces/ WIFI+ Parking

GORGEOUS 1 BDR PRIME KITCHEN No sharing spaces/ WIFI+ Parking
Ajax
9.4 out of 10, Exceptional, (23 reviews)
"The space was spacious and clean, checking in and out was easy. I would stay here again."
Canada
Cassandra B.
The price is HK$542
HK$1,045 total
includes taxes & fees
17 Mar - 18 Mar
GORGEOUS 1 BDR PRIME KITCHEN No sharing spaces/ WIFI+ Parking
Exterior

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.
The price is HK$1,056
HK$1,470 total
includes taxes & fees
17 Mar - 18 Mar
Modern luxury suite near historic downtown Port Perry
Fridge, microwave, oven, stovetop

Brand new 2 bedroom basement apartment

Brand new 2 bedroom basement apartment
Ajax
8.0 out of 10, Very good, (4 reviews)
"This was very nice for our one night stay and very affordable. The property manager was very responsive. We would stay here again for sure because we can be close to friends in the area."
Canada
Adam M.
The price is HK$668
HK$1,154 total
includes taxes & fees
17 Mar - 18 Mar
Brand new 2 bedroom basement apartment
Fridge, microwave, oven, stovetop

One bedroom apartment/suite

One bedroom apartment/suite
Whitby
10.0 out of 10, Exceptional, (21 reviews)
"Super clean, comfortable, nice to have the little kitchenette - would stay again for sure!"
Canada
Elizabeth F.
The price is HK$599
HK$980 total
includes taxes & fees
19 Mar - 20 Mar
One bedroom apartment/suite
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, (9 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.
The price is HK$437
HK$1,177 total
includes taxes & fees
17 Mar - 18 Mar
Entire 1 bedroom basement suite with separate entrance in North Oshawa
Terrace/patio

Deluxe Tree House 1 Hour from Toronto

Deluxe Tree House 1 Hour from Toronto
Blackstock
10.0 out of 10, Exceptional, (5 reviews)
"Everything was good "
Canada
Mandeep K.
The price is HK$1,284
HK$1,651 total
includes taxes & fees
17 Mar - 18 Mar
Deluxe Tree House 1 Hour from Toronto
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, (1 review)
"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
The price is HK$605
HK$922 total
includes taxes & fees
17 Mar - 18 Mar
Together Time Getaway, Just 5 Mins to Hwy 401
1 bedroom, free WiFi, bed sheets

The Comfort Stay at City of Pickering Rm A / Free Wi-Fi

The Comfort Stay at City of Pickering Rm A / Free Wi-Fi
Pickering
The price is HK$591
HK$1,435 total
includes taxes & fees
17 Mar - 18 Mar
The Comfort Stay at City of Pickering Rm A / Free Wi-Fi
Interior

Newly Renovated Home in Whitby

Newly Renovated Home in Whitby
Whitby
9.4 out of 10, Exceptional, (14 reviews)
"Excellent Home "
Canada
Lori S.
The price is HK$1,284
HK$3,392 total
includes taxes & fees
17 Mar - 18 Mar
Newly Renovated Home in Whitby
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, (6 reviews)
"THIS is an amazing place to stay and great host.Private place with full kitchen..."
United States
William D.
The price is HK$437
HK$1,183 total
includes taxes & fees
17 Mar - 18 Mar
Cozy Suite-Close to Pickering Casino Resort, dog parks, and waterfront Trail
Interior

Family Friendly | HOT TUB | Near Toronto & UOIT

Family Friendly | HOT TUB | Near Toronto & UOIT
Windfields
9.6 out of 10, Exceptional, (18 reviews)
"Very clean, comfortable, close to amenities "
United States
Margaret B.
The price is HK$565
HK$1,167 total
includes taxes & fees
27 Mar - 28 Mar
Family Friendly | HOT TUB | Near Toronto & UOIT
Interior

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, (6 reviews)
"Beautiful home with many amenities."
United States
Carl C.
The price is HK$856
HK$1,696 total
includes taxes & fees
17 Mar - 18 Mar
Pinnacle of Luxury & Leisure -2 Bedroom |2 full Bathroom | Full Kitchen
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
The price is HK$723
HK$1,520 total
includes taxes & fees
17 Mar - 18 Mar
Whitby Gateway - 2BR 3BD 2WR Kitchen Laundry
Private kitchen

New Modern Home + Free Parking In Ajax

New Modern Home + Free Parking In Ajax
Ajax
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful place!! "
United States
Alejandro
The price is HK$999
HK$2,018 total
includes taxes & fees
17 Mar - 18 Mar
New Modern Home + Free Parking In Ajax
Interior

Cozy Family Sized House in Prime Bowmanville

Cozy Family Sized House in Prime Bowmanville
Bowmanville
The price is HK$685
HK$2,128 total
includes taxes & fees
17 Mar - 18 Mar
Cozy Family Sized House in Prime Bowmanville
Bathroom

Modern basement suite near Durham college

Modern basement suite near Durham college
Taunton
The price is HK$565
HK$877 total
includes taxes & fees
17 Mar - 18 Mar
Modern basement suite near Durham college
Private kitchen

Affordable stay at a friendly neighborhood. Close by Durham college

Affordable stay at a friendly neighborhood. Close by Durham college
Courtice
The price is HK$447
HK$866 total
includes taxes & fees
19 Mar - 20 Mar
Affordable stay at a friendly neighborhood. Close by Durham college
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oshawa Hotel Reviews

Entire 1 bedroom basement suite with separate entrance in North Oshawa

Entire 1 bedroom basement suite with separate entrance in North Oshawa

8/10 Good
"Parking was good and the hosts were excellent. Place was very clean and homie. Would have liked a more detailed sheet to operate the TV. Being old I could not operate it properly. Still we got to see movies Etc. The kitchen was properly stacked with appliances and everything you would need. Enjoyed our stay"
Donald S. 2-night trip
Posted 7 hours ago
Entire 1 bedroom basement suite with separate entrance in North Oshawa

Find out more about Oshawa

Search for holiday rentals in Oshawa on Expedia! You can easily find your home rentals, villas, holiday apartments in Oshawa using one of the methods below:

  • View our selection of featured holiday rentals in Oshawa
  • Use the map to find apartments and other holiday homes in the Oshawa neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oshawa while they last

Look no further and take a look at our great range of rental properties in Oshawa!

Frequently asked questions

Can I find a holiday rental in Oshawa?

Yes, there are holiday rentals in Oshawa close to Oshawa Valley Botanical Gardens, or you can select a more secluded option if you're looking for a relaxing stay. Travellers 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 holiday rentals that Oshawa has to offer?

Modern 3BR Retreat Near Yorkdale Mall: This holiday home rental outside of Oshawa comes with WiFi so that you can feel at home during your trip. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals will I find in Oshawa?

Expedia has 58 holiday 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 Canadian Automotive Museum and Parkwood Estate. Other places in town to visit include Tribute Communities Centre and Oshawa Centre.

What’s a holiday rental in Oshawa like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oshawa. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a small group gathering.