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Oshawa Holiday Rentals

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Check prices for these dates

Tonight
19 Dec - 20 Dec
Tomorrow
20 Dec - 21 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Our top choices for Oshawa holiday rentals

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

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, (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
The price is HK$509
HK$1,009 total
includes taxes & fees
21 Dec - 22 Dec
GORGEOUS 1 BDR PRIME KITCHEN No sharing spaces/ WIFI+ Parking
Fridge, microwave, oven, stovetop
One bedroom apartment/suite

One bedroom apartment/suite

One bedroom apartment/suite
Whitby
10.0 out of 10, Exceptional, (21)
"Super clean, comfortable, nice to have the little kitchenette - would stay again for sure!"
Canada
Elizabeth F.
The price is HK$536
HK$911 total
includes taxes & fees
18 Jan - 19 Jan 2026
One bedroom apartment/suite
Fridge, microwave, oven, stovetop
Urban Haven: 2BR/2BA+Office, Kitchen, Dining

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

Urban Haven: 2BR/2BA+Office, Kitchen, Dining
Newcastle
9.2 out of 10, Wonderful, (32)
"Very nice spot. "
Canada
walker
The price is HK$762
HK$1,232 total
includes taxes & fees
21 Dec - 22 Dec
Urban Haven: 2BR/2BA+Office, Kitchen, Dining
Dining
Private bedroom suite in shared house near Ontario Tech U in North Oshawa

Private bedroom suite in shared house near Ontario Tech U in North Oshawa

Private bedroom suite in shared house near Ontario Tech U in North Oshawa
2.0 star property
Samac
10.0 out of 10, Exceptional, (3)
"CC’s place was a perfect stay for my trip to Oshawa. Check in was easy, room was spotless and had everything needed to feel at home. Only a 5 minute walk to Durham College, and nearby restaurants. Highly recommend for anyone visiting Oshawa or Durham College"
Canada
Mark M.
The price is HK$383
HK$612 total
includes taxes & fees
29 Dec - 30 Dec
Private bedroom suite in shared house near Ontario Tech U in North Oshawa
Exterior
Cozy getaway only 1 hr from Toronto, on a small private lake.

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, (32)
"Wonderful stay, peaceful retreat "
United States
Sophia c.
The price is HK$660
HK$924 total
includes taxes & fees
31 Dec - 1 Jan 2026
Cozy getaway only 1 hr from Toronto, on a small private lake.
Interior
Entire 1 bedroom basement suite with separate entrance in North Oshawa

Entire 1 bedroom basement suite with separate entrance in North Oshawa

Entire 1 bedroom basement suite with separate entrance in North Oshawa
Donevan
9.6 out of 10, Exceptional, (7)
"Spacious accommodations. Easy check-in. "
Canada
Paul L.
The price is HK$406
HK$1,140 total
includes taxes & fees
26 Dec - 27 Dec
Entire 1 bedroom basement suite with separate entrance in North Oshawa
Outdoor dining
💫 DreamCatcher • Modern Romantic Suite w/ Fireplace Pool Table near Thermea Spa

💫 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, (28)
"Beautiful, comfortable and clean space. "
Canada
Brandy
The price is HK$648
HK$1,038 total
includes taxes & fees
31 Dec - 1 Jan 2026
💫 DreamCatcher • Modern Romantic Suite w/ Fireplace Pool Table near Thermea Spa
Fridge, microwave, oven, stovetop
Together Time Getaway, Just 5 Mins to Hwy 401

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)
"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$474
HK$841 total
includes taxes & fees
3 Jan - 4 Jan 2026
Together Time Getaway, Just 5 Mins to Hwy 401
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

Cozy Suite-Close to Pickering Casino Resort, dog parks, and waterfront Trail
Ajax
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.
The price is HK$565
HK$1,327 total
includes taxes & fees
30 Dec - 31 Dec
Cozy Suite-Close to Pickering Casino Resort, dog parks, and waterfront Trail
Private kitchen
Beautiful 2 bedroom basement apartment with separate entrance

Beautiful 2 bedroom basement apartment with separate entrance

Beautiful 2 bedroom basement apartment with separate entrance
Taunton
8.0 out of 10, Very good, (1)
"While we didn't get a chance to explore the area, the space was only a 12 minute drive to a central arena. Good communication with the owner too. "
Canada
Gary
The price is HK$789
HK$1,261 total
includes taxes & fees
3 Jan - 4 Jan 2026
Beautiful 2 bedroom basement apartment with separate entrance
Fridge, microwave, oven, stovetop
Whitby Gateway - 2BR 3BD 2WR Kitchen Laundry

Whitby Gateway - 2BR 3BD 2WR Kitchen Laundry

Whitby Gateway - 2BR 3BD 2WR Kitchen Laundry
Whitby
9.0 out of 10, Wonderful, (2)
"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$714
HK$1,501 total
includes taxes & fees
29 Dec - 30 Dec
Whitby Gateway - 2BR 3BD 2WR Kitchen Laundry
Fridge, microwave, oven, stovetop
Brand new 2 bedroom basement apartment

Brand new 2 bedroom basement apartment

Brand new 2 bedroom basement apartment
Ajax
8.0 out of 10, Very good, (3)
"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$733
HK$1,230 total
includes taxes & fees
1 Jan - 2 Jan 2026
Brand new 2 bedroom basement apartment
Smart TV
The Cozy Home. Lovely 3 bedroom house near Restaurants, Park, Supermarket & 401"

The Cozy Home. Lovely 3 bedroom house near Restaurants, Park, Supermarket & 401"

The Cozy Home. Lovely 3 bedroom house near Restaurants, Park, Supermarket & 401"
Vanier
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.
The price is HK$863
HK$1,835 total
includes taxes & fees
2 Jan - 3 Jan 2026
The Cozy Home. Lovely 3 bedroom house near Restaurants, Park, Supermarket & 401"
Fridge, microwave, oven, toaster
DT Retreat : Firepit, Backyard, Arcade

DT Retreat : Firepit, Backyard, Arcade

DT Retreat : Firepit, Backyard, Arcade
Bowmanville
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
The price is HK$780
HK$2,215 total
includes taxes & fees
7 Jan - 8 Jan 2026
DT Retreat : Firepit, Backyard, Arcade
Property grounds
Forest Yurt 1 hour from Toronto

Forest Yurt 1 hour from Toronto

Forest Yurt 1 hour from Toronto
Blackstock
9.0 out of 10, Wonderful, (4)
"The yurt is very comfortable and well-equipped. The setting is very peaceful. Port Perry is only 10 mins away, for buying food or other necessities. I only wish there were better hikes on the property. I wanted to go for an hour long hike, but the trails would lead me back to the yurt after only 20 minutes of walking."
Canada
Reena K.
The price is HK$812
HK$1,096 total
includes taxes & fees
27 Dec - 28 Dec
Forest Yurt 1 hour from Toronto
Private kitchen
Affordable stay at a friendly neighborhood. Close by Durham college

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$401
HK$816 total
includes taxes & fees
1 Jan - 2 Jan 2026
Affordable stay at a friendly neighborhood. Close by Durham college
Private kitchen
Clean precious house

Clean precious house

Clean precious house
Ajax
The price is HK$457
HK$983 total
includes taxes & fees
21 Dec - 22 Dec
Clean precious house
Property grounds
Deluxe Tree House 1 Hour from Toronto

Deluxe Tree House 1 Hour from Toronto

Deluxe Tree House 1 Hour from Toronto
Blackstock
10.0 out of 10, Exceptional, (5)
"We loved relaxing in the hammocks looking out into the trees. The screened in porch was great!"
Canada
Krysta B.
The price is HK$1,271
HK$1,640 total
includes taxes & fees
21 Dec - 22 Dec
Deluxe Tree House 1 Hour from Toronto
Interior
Fabulous 2-bedroom apartment with AC in charming Whitby

Fabulous 2-bedroom apartment with AC in charming Whitby

Fabulous 2-bedroom apartment with AC in charming Whitby
Whitby
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.
The price is HK$761
HK$1,261 total
includes taxes & fees
3 Jan - 4 Jan 2026
Fabulous 2-bedroom apartment with AC in charming Whitby
Private kitchen
Home away from home.

Home away from home.

Home away from home.
Ajax
8.0 out of 10, Very good, (3)
"The place was very nice and spacious, the balcony has lights set up and looked really nice. The only thing negative I could say was there were a lot of stains on the walls but overall this was a really good space. 10/10 would recommend!!"
Canada
Nyeela I.
The price is HK$789
HK$1,739 total
includes taxes & fees
3 Jan - 4 Jan 2026
Home away from home.
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
"New hotel. Great condition. Really appreciated that there were no carpets. Relaxing atmosphere."
Deborah 1-night trip
Posted 3 days ago
Tru By Hilton 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?

Newly Renovated Home in Whitby : This holiday home rental outside of Oshawa offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a pool table.

How many holiday rentals will I find in Oshawa?

Expedia has 57 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 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 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.