Oshawa holiday lettings

We found 303 holiday rentals — enter your dates for availability

Discover a selection of 47 homes, 14 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:7 Nov - 14 Nov
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Why visit Oshawa

  • Family-friendly activities: Oshawa offers a range of attractions suitable for all ages, making it perfect for family outings.
  • Scenic parks and lake access: Enjoy leisurely strolls in urban parks and along the picturesque waterfront.
  • Charming neighbourhoods: Explore the inviting O'Neill area and the quaint Hogarth Street, rich in community life.
  • Educational institutions: Visit modern colleges that contribute to the city's vibrant atmosphere.
  • Diverse accommodation options: Choose from private vacation homes, charming apartments, and cosy cottages for a comfortable stay.

Popular types of accommodation in Oshawa

If you’re considering a getaway to Oshawa, you’ll find an array of delightful accommodation options to suit your needs. Our most sought-after choices include houses, charming apartments, and cosy cottages. Whether you’re searching for apartments for rent or homes to call your own during your stay, you can rest assured that Oshawa offers a variety of rental options that provide comfort and convenience.

  • Houses: The top choice for visitors in Oshawa, offering spacious and comfortable stays perfect for families or groups.
  • Apartments: A popular option for those seeking convenience and a home-like atmosphere during their stay in Oshawa.
  • Cottages: Charming retreats that provide a rustic experience, ideal for a peaceful getaway.
  • Condos: Modern and stylish accommodations that cater to both short and extended stays.
  • Cabins: A delightful option for nature lovers, offering a cozy atmosphere amidst scenic surroundings.**

Top attractions in Oshawa

Oshawa, Ontario, is an ideal destination for families and business travellers alike, offering a blend of urban parks, modern colleges, and entertainment facilities. Visitors can enjoy a variety of attractions that cater to outdoor enthusiasts and those seeking a vibrant city experience. Whether you're exploring the local arena, relaxing in the park, or discovering educational institutions, Oshawa promises a memorable vacation for everyone.

  • Tribute Communities Centre: This vibrant arena offers a dynamic atmosphere for sporting events and concerts, perfect for families seeking entertainment and excitement in Oshawa.
  • Ontario Tech University: A modern hub of learning, this university boasts impressive architecture and a lively urban vibe, ideal for those interested in education and innovation.
  • Lakeview Park Beach: A picturesque beach setting, perfect for relaxing, picnicking, and enjoying scenic views of the lake, embodying a serene coastal retreat.

Things to do recommended for couples

Oshawa offers delightful romantic experiences for couples. Indulge in soothing treatments at Bowmanville Massage Therapy, savour fine wines at Ocala Winery, or embark on an adventure at Skyloft Ski Resort. Each venue promises a unique blend of relaxation, romance, and excitement just a short drive away.

Things to do recommended for families

Your family will have a fantastic time at Neb's Funworld, an exciting playground offering outdoor fun. For a tranquil escape, visit Lynde Shores Conservation Area, perfect for relaxation. Don’t miss the Darlington Sports Centre, where you can enjoy a variety of sports activities together.

Things to do recommended for groups

In Oshawa, groups can indulge in shopping at Oshawa Centre, unwind at All or Nothing Brewhouse & Distillery for a taste of local craft beverages, and enjoy a day of outdoor fun at the nearby Deer Creek North Golf Course, perfect for sports enthusiasts.

What do I need to keep in mind when booking a vacation in 'Oshawa

If you're travelling with a group, family, pets, or planning to stay for an extended period, be sure to filter your options according to your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Oshawa with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Oshawa with young kids: Journeying with little ones can present its difficulties. It's important to prioritise their comfort and safety, alongside suitable facilities, like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are enjoyable for families.
  • Taking your pets with you to Oshawa: For many, a family holiday wouldn't feel complete without their furry companion by their side. If that resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and comfortable beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Oshawa: If you're in search of holiday rentals that offer discounts for stays of a month or more, you've come to the right place. By using the appropriate filter, you can effortlessly discover and save on monthly accommodation. Don't forget to include features such as a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Oshawa

Oshawa, a charming city in Ontario, offers a delightful mix of family-friendly activities and scenic beauty. With its inviting lake access and lovely O'Neill neighbourhood, visitors can enjoy leisurely strolls and vibrant community life. The picturesque Hogarth Street adds to the city's charm, making it an ideal base for excursions and romantic getaways. Whether you're seeking recreation or a friendly atmosphere, Oshawa is a fantastic destination for a memorable holiday.

  • Whitby: Located a mere 2.5km from Oshawa, Whitby is a vibrant city that appeals to families, business travellers, and those seeking a city-themed experience. Visitors can enjoy a plethora of shopping options at the local shopping malls and centres, perfect for a day out. The city also boasts beautiful lakeside views, where you can relax by the water or engage in various recreational activities. Notable attractions include a prominent sports facility stadium, which hosts a variety of events throughout the year, making Whitby a great stop for sports enthusiasts.
  • Ajax: Situated 5.0km from Oshawa, Ajax is another city that offers a family-friendly atmosphere along with business-themed opportunities. The town features several shopping malls and resorts, catering to different tastes and preferences. Ajax is also home to scenic lakeside parks, ideal for leisurely walks or picnics. The local sports facility stadium is a central hub for various sporting events, making it a lively destination for both residents and visitors alike.
  • Courtice: Just 2.5km from Oshawa, Courtice is a charming village that provides visitors with a quaint, family-oriented experience. The village is known for its recreational areas, making it an excellent spot for outdoor activities. Shoppers will find a variety of options at the local shopping centres and malls. With its close proximity to a sports facility stadium and picturesque lakes, Courtice is perfect for those looking to enjoy both relaxation and active pursuits during their visit.

Best time to go to Oshawa

If you're planning a trip to Oshawa, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from July to September, while off-peak times, like January to March tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January23.2°F (-4.9°C)Light RainMostly CloudyModerately LowAverage
February23.5°F (-4.7°C)Light RainMostly CloudyModerately LowSlightly Low
March31.8°F (-0.1°C)Light RainMostly CloudyModerately LowSlightly Low
April42.1°F (5.6°C)Light RainMostly CloudyAverageAverage
May54.0°F (12.2°C)Light RainMostly SunnyAverageAverage
June63.1°F (17.3°C)Light RainMostly SunnyAverageSlightly High
July70.0°F (21.1°C)Light RainMostly SunnyModerately HighSlightly High
August69.6°F (20.9°C)Light RainMostly SunnyModerately HighSlightly High
September63.3°F (17.4°C)Light RainMostly SunnyModerately HighAverage
October51.8°F (11.0°C)Light RainMostly SunnyAverageAverage
November39.9°F (4.4°C)Light RainMostly CloudyAverageSlightly Low
December30.9°F (-0.6°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is a breeze

Are you eager to save on your next getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that aligns with your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board provides you with a dedicated space to plan new adventures, pick up right where you left off, or manage and review your travel arrangements. You can easily locate properties you’ve saved or booked in the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

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)
  • Rotary Park (10.1 mi / 16.2 km)
  • Brown Lake (15.8 mi / 25.4 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 rental?
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 rental accommodation in Oshawa?
Houses are the most popular style of holiday rental in Oshawa, according to our data. Even if you have a different idea in mind, Vrbo 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 rental in Oshawa?
The average price for a holiday rental 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 rental 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 Vrbo 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 rentals in Oshawa?
You're in luck. There are. Choose from two holiday homes that welcome pets in Oshawa on Vrbo. Our furry kids need a getaway too, so simply use our search function for pet-friendly holiday rentals to find a perfect pad where your puppy can share in the good times.
What are popular rental amenities in Oshawa?
When it comes to rental amenities that guests look for in Oshawa, a nearby waterfront, a firepit and an electric car charging station are the most popular. With Vrbo holiday rentals, 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 rentals 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 rentals with air conditioning in Oshawa?
Decide on your travel dates and then use our filters to find holiday rentals with air conditioning in Oshawa on Vrbo. 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 rental in Oshawa?
The minimum age is generally 16, 18 or 21. It can differ across properties on Vrbo, so look at the rules of your preferred Oshawa stay before booking your trip.
How long can I rent a holiday rental 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.

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