Oshawa holiday rentals

We found 379 holiday rentals — enter your dates for availability
Discover a selection of 56 homes, 19 apartments and other holiday rentals in Oshawa that are perfect for your trip. Holiday rentals offer the best amenities for you and your friends, family or even pets, such as parking and a pool. You're sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Oshawa

Showing deals for:6 Nov - 13 Nov

Exterior
Property grounds
Terrace/patio
Room
Exceptional
(43 reviews)

Entire Lakefront Cottage + Boathouse Cozy & Peaceful with Stunning Views

Scugog

21% off
AU$4,281
for 7 nights, 1 cottage
AU$612 per night
includes taxes & fees
Entire Lakefront Cottage + Boathouse Cozy & Peaceful with Stunning Views
Property grounds
Picnic table
Exterior
Miscellaneous
Exceptional
(10 reviews)

Tree House getaway with swimming, 18km of Hiking and MTN Biking Trails.

Scugog

8% off
AU$3,511
for 7 nights, 1 chalet
AU$502 per night
includes taxes & fees
Tree House getaway with swimming, 18km of Hiking and MTN Biking Trails.
Interior
Living area
Living area
Room
Excellent
(20 reviews)

Oshawa Connect: Prime Location, Modern Space

Oshawa

8% off
AU$1,331
for 7 nights, 1 home
AU$190 per night
includes taxes & fees
Oshawa Connect: Prime Location, Modern Space
Bedroom 1 on the main floor with a walkout and facing the lake- king size bed
75 Cedar Crest-Front Entrance
Front entrance
Bedroom 1 on the main floor has an electric fireplace and 2 night stands.
Exceptional
(6 reviews)

Pet Friendly, water front Cottage Getaway in Bowmanville with hot tub & more…

Clarington

7% off
AU$3,632
for 7 nights, 1 cottage
AU$519 per night
includes taxes & fees
Pet Friendly, water front Cottage Getaway in Bowmanville with hot tub & more…
Bathroom
Living area
Room
Room
Exceptional
(11 reviews)

4-bedroom house in charming Haydon with fitness room, WiFi, AC

Clarington

8% off
AU$2,705
for 7 nights, 1 home
AU$386 per night
includes taxes & fees
4-bedroom house in charming Haydon with fitness room, WiFi, AC
Bright Sunny Bedroom. Extra heater and fan provided in addition to central AC.
Front view of the house.
Ravine view from a bright window Bedroom featuring a queen bed and a work desk.
Bright Sunny Bedroom with window cover.
Exceptional
(16 reviews)

Private Cozy 1 Bedroom Apartment!!! Dedicated Wok Desk and Free Parking.

Ajax

8% off
AU$1,147
for 7 nights, 1 home
AU$164 per night
includes taxes & fees
Private Cozy 1 Bedroom Apartment!!! Dedicated Wok Desk and Free Parking.
Aerial view
Exterior
Aerial view
Aerial view
Exceptional
(8 reviews)

Cozy 3 Bedroom Home Neighbouring Dagmar Ski Resort. Only 1 Hour from Toronto.

Uxbridge

8% off
AU$4,604
for 7 nights, 1 home
AU$658 per night
includes taxes & fees
Cozy 3 Bedroom Home Neighbouring Dagmar Ski Resort. Only 1 Hour from Toronto.
Interior
Private kitchen
Interior
Private kitchen
Exceptional
(9 reviews)

Charming 2-bedroom house with AC, WiFi in Pleasant Ajax

Ajax

8% off
AU$1,135
for 7 nights, 1 home
AU$162 per night
includes taxes & fees
Charming 2-bedroom house with AC, WiFi in Pleasant Ajax
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Explore the natural setting in Oshawa

Enjoy the live music and other features of Oshawa. Renowned for its hockey games, wildlife and bird watching, this city welcomes all visitors. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Oshawa

Are you looking for things to do in the city? Venture out of your cosy holiday rental and experience everything that makes Oshawa a fun place to get away to. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Toronto Zoo (16.9 mi / 27.2 km)
  • Neb's Funworld (2.6 mi / 4.2 km)
  • Deer Creek North Golf Course (8.2 mi / 13.2 km)
  • Cedar Park Resort (8.9 mi / 14.4 km)
  • Royal Ashburn Golf Club (10.1 mi / 16.2 km)
  • Canadian Tire Motorsport Park (14.3 mi / 22.9 km)

Exploring the natural features in Oshawa

Whether you're looking for adventure or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Oshawa. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Oshawa Valley Botanical Gardens (0.4 mi / 0.7 km)
  • Lakeview Park Beach (3 mi / 4.8 km)
  • Rouge National Urban Park (15.6 mi / 25.2 km)
  • Lake Scugog (19.4 mi / 31.2 km)
  • Veterans' Point Gardens (9.1 mi / 14.6 km)
  • Rotary Park (10.1 mi / 16.2 km)

Transport options to and around Oshawa

Fly into Toronto, ON (YTZ-Billy Bishop Toronto City), the closest airport, located 32.3 mi (51.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Toronto, ON (YYZ-Pearson Intl.), which is 40.2 mi (64.7 km) away.

If you'd rather travel by train, you can make your way to Oshawa Station.

Frequently asked questions

What is the best area to stay in Oshawa when booking a holiday home?
Lakeview is among the more desired neighbourhoods for a holiday property in Oshawa. Make yourself at home here to delight in the privacy and convenience that comes with having a place all to yourself.
What is the most popular type of holiday home accommodation in Oshawa?
Houses are the most popular style of holiday home in Oshawa, according to our data. Even if you have a different idea in mind, Stayz has properties in loads of sizes and shapes. Look over our options to find your perfect pad.
How much does it cost to rent a holiday home in Oshawa?
The average price for a holiday home in Oshawa is determined by a number of factors, such as property type, length of stay and season. Whether you're looking for a sprawling house with room for friends and family or a quaint cottage ideal for just you and the kids, just enter your dates of travel to view stays with fantastic value.
How much does it cost to rent a beach house in Oshawa?
The average price for a holiday home close to the beach in Oshawa will depend on when you'll be there and the size and style of property you want. Find prices easily on Stayz by entering the dates you'll be travelling. Then use the filter tool to pick the number of bedrooms and amenities essential to you, like a pool, air conditioning and WiFi.
Are there pet-friendly holiday homes in Oshawa?
You're in luck. There are. Choose from two holiday homes that welcome pets in Oshawa on Stayz. Our furry kids need a getaway too, so simply use our search function for pet-friendly holiday homes to find a perfect pad where your puppy can share in the good times.
What are popular home amenities in Oshawa?
When it comes to home amenities that guests look for in Oshawa, a nearby waterfront, a firepit and an electric car charging station are the most popular. With Stayz holiday homes, you'll enjoy options to fit your style and taste, whether you're going on a holiday with relatives, friends or even pets.
Are there holiday homes in Oshawa that welcome kids?
With two family-friendly holiday homes available in Oshawa, now is a great time to introduce your children to the magic of travel. Check our "Properties good for families" filter to find stays that feature amenities perfect for travelling families, like full kitchens, yards, bunk beds and entertainment units.
What are the top attractions for families in Oshawa?
Keep the kids busy at these top family-friendly attractions in Oshawa:
  • Lakeview Park Beach
  • Cedar Park Resort
  • Parkwood Estate
How can I find holiday homes with air conditioning in Oshawa?
Decide on your travel dates and then use our filters to find holiday homes with air conditioning in Oshawa on Stayz. With two air-conditioned properties available, you can look forward to a cool and comfy break.
How old do you have to be to rent a holiday home in Oshawa?
The minimum age is generally 16, 18 or 21. It can differ across properties on Stayz, so look at the rules of your preferred Oshawa stay before booking your trip.
How long can I rent a holiday home in Oshawa for?
The amount of time you can stay in an Oshawa holiday home for is up to the property. Simply enter your dates of travel to find options offering longer term stays. They come with all you require to make your extended trip more convenient and enjoyable, like air conditioning and kitchens. Some properties may also offer weekly or monthly discounted prices, so you can stay longer for less money.

More holiday ideas