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Oshawa Holiday Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Oshawa holiday 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, (15 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 HK$585
HK$897 total
includes taxes & fees
30 Jun - 1 Jul
Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
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
The price is HK$711
HK$1,228 total
includes taxes & fees
30 Jun - 1 Jul
Urban Haven: 2BR/2BA+Office, Kitchen, Dining
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
The price is HK$771
HK$1,046 total
includes taxes & fees
12 Jul - 13 Jul
Cozy getaway only 1 hr from Toronto, on a small private lake.
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.
The price is HK$490
HK$1,039 total
includes taxes & fees
28 Jun - 29 Jun
Cozy & modern apartment in Pickering
Interior

Charming 4-bedroom house with Central air and WiFi in Oshawa

Charming 4-bedroom house with Central air and WiFi in Oshawa
Windfields
6.6 out of 10, (9 reviews)
"Clean great location good priceWell worth it"
United States
Gordon D.
The price is HK$646
HK$2,266 total
includes taxes & fees
30 Jun - 1 Jul
Charming 4-bedroom house with Central air and WiFi in Oshawa
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, (13 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$416
HK$950 total
includes taxes & fees
1 Jul - 2 Jul
Entire 1 bedroom basement suite with separate entrance in North Oshawa
Interior

Modern basement suite near Durham college

Modern basement suite near Durham college
Taunton
The price is HK$545
HK$896 total
includes taxes & fees
29 Jun - 30 Jun
Modern basement suite near Durham college
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
The price is HK$964
HK$1,960 total
includes taxes & fees
29 Jun - 30 Jun
New Modern Home + Free Parking In Ajax
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, (33 reviews)
"Amazing place to stay 100%."
Canada
Jules
The price is HK$716
HK$1,108 total
includes taxes & fees
30 Jun - 1 Jul
💫 DreamCatcher • Modern Romantic Suite w/ Fireplace Pool Table near Thermea Spa
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
The price is HK$330
HK$921 total
includes taxes & fees
30 Jun - 1 Jul
Walk out to Salmon Creek
Interior

BEACH HOUSE : FIRST FLOOR

BEACH HOUSE : FIRST FLOOR
Pickering
The price is HK$606
HK$1,294 total
includes taxes & fees
14 Jul - 15 Jul
BEACH HOUSE : FIRST FLOOR
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, (5 reviews)
"Beautiful place to stay, very clean and cozy, would highly recommend!"
Canada
Lisamarie
The price is HK$617
HK$952 total
includes taxes & fees
22 Jul - 23 Jul
Together Time Getaway, Just 5 Mins to Hwy 401
Terrace/patio

Deluxe Tree House 1 Hour from Toronto

Deluxe Tree House 1 Hour from Toronto
Blackstock
10.0 out of 10, Exceptional, (6 reviews)
"Everything was good "
Canada
Mandeep K.
The price is HK$1,239
HK$1,599 total
includes taxes & fees
30 Jun - 1 Jul
Deluxe Tree House 1 Hour from Toronto
Private kitchen

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.
The price is HK$413
HK$828 total
includes taxes & fees
2 Jul - 3 Jul
Peace of Mind
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
8.0 out of 10, Very good, (1 review)
The price is HK$694
HK$1,114 total
includes taxes & fees
1 Jul - 2 Jul
Whitby 2BR escape l Near Thermea spa l Iroquois sport centre l 401 l Downtown
Interior

Cozy Family Sized House in Prime Bowmanville

Cozy Family Sized House in Prime Bowmanville
Bowmanville
The price is HK$661
HK$2,066 total
includes taxes & fees
30 Jun - 1 Jul
Cozy Family Sized House in Prime Bowmanville
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.
The price is HK$468
HK$1,201 total
includes taxes & fees
14 Jul - 15 Jul
Cozy Suite-Close to Pickering Casino Resort, dog parks, and waterfront Trail
Interior

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

Modern Gem| 2026 FIFA - 40 Mins to BMO Field | THH
Ajax
The price is HK$911
HK$2,815 total
includes taxes & fees
28 Jun - 29 Jun
Modern Gem| 2026 FIFA - 40 Mins to BMO Field | THH
Dining

Ultimate KING & QUEEN,PrivateBalcony, FreeParking, WIFI, Safe, Stylish

Ultimate KING & QUEEN,PrivateBalcony, FreeParking, WIFI, Safe, Stylish
Pickering
10.0 out of 10, Exceptional, (1 review)
"Easy walking distance to GO station to get into Toronto. Easy walk over a pedestrian bridge to the new Pickering City Centre and Movie Theatre. Brand new building with excellent security and a concierge. Nice gym. Walking distance to the waterfront trail. The only negative is that there is currently building construction next door so it is a bit loud during the day. It is quiet after about 5 pm and overnight."
Canada
Fiona
The price is HK$1,109
HK$2,040 total
includes taxes & fees
28 Jun - 29 Jun
Ultimate KING & QUEEN,PrivateBalcony, FreeParking, WIFI, Safe, Stylish
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.
The price is HK$669
HK$1,111 total
includes taxes & fees
2 Jul - 3 Jul
Cozy Countryside Guesthouse with BBQ & Firepit
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

Spark by Hilton Oshawa

Spark by Hilton Oshawa

10/10 Excellent
"Breakfast was very nice I would like to eat potatoes"
Christian 2-night trip
Posted 7 hours ago
Spark 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:

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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?

Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place: 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 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of Access to hot tub in this rental home to help you unwind.

How many holiday rentals will I find in Oshawa?

Expedia has 56 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 Ontario Regiment Museum and Canadian Automotive Museum. 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.