Oshawa holiday homes

We found 384 holiday rentals — enter your dates for availability
Discover a selection of 57 homes, 26 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:30 Oct - 6 Nov

Image gallery for Entire Lakefront Cottage + Boathouse Cozy & Peaceful with Stunning Views

Property grounds
10 out of 10, Exceptional, (43 reviews)
Exceptional
(43 reviews)

Entire Lakefront Cottage + Boathouse Cozy & Peaceful with Stunning Views

Scugog

21% off
Price is NZ$5,316
for 7 nights, 1 cottage
NZ$759 per night
includes taxes & fees
Entire Lakefront Cottage + Boathouse Cozy & Peaceful with Stunning Views

Find spaces that suit your style

  • 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

Why visit Oshawa

  • Cultural richness: Explore Oshawa's historical downtown, filled with local shops and a friendly atmosphere that reflects Canadian culture.
  • Outdoor adventures: Enjoy beautiful parks and recreational activities in north Oshawa, perfect for families and nature enthusiasts.
  • Vibrant city centre: Experience a lively city atmosphere with various attractions and seating areas to relax and socialise.
  • Family-friendly excursions: Engage in activities that showcase Oshawa's rich heritage and welcoming spirit, making it ideal for family getaways.
  • Urban parks and beaches: Discover urban parks and nearby beaches, offering excellent options for outdoor fun and relaxation.

Top attractions in Oshawa

Oshawa offers a varied range of attractions for family and city-themed holidays, with urban parks, beaches, and national/state parks providing excellent outdoor experiences. Visitors can explore local seating areas, and enjoy the vibrant city centre. With its blend of urban and natural charms, Oshawa is perfect for travellers seeking a mix of outdoor fun and a lively city atmosphere, making it a delightful destination for a Kiwi holiday.

  • Parkwood Estate: Explore a historic house rich in cultural vibes, offering a glimpse into Oshawa’s storied past with elegant architecture and lush gardens.
  • Lakeview Park Beach: Enjoy a scenic beach with inviting waters and sandy shores perfect for a relaxing day by the water in Oshawa.
  • Oshawa Valley Botanical Gardens: Stroll through expansive botanical gardens that cater to family fun, outdoor romance, and delightful nature encounters in Oshawa.

Things to do recommended for couples

Planning a romantic couple's getaway in Oshawa? Enjoy picturesque strolls and charming local experiences, ideal for creating lasting memories. Discover hidden gems and unwind in cosy spots throughout the city.

Things to do recommended for families

Families will enjoy exploring the interactive exhibits at the Canadian Automotive Museum and outdoor adventures at Lakeview Park, ideal for a memorable family holiday in Oshawa.

Things to do recommended for groups

Groups visiting Oshawa can experience the thrill of motorRacing at Canadian Tire Motorsport Park, located 23km from the city, offering a mix of sports and adventure vibes.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When travelling with a group, family, or pets, or if you're considering longer stays, it’s important to filter according to your specific needs. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Oshawa with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group get-togethers. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Oshawa with young kids: Travelling with young kids can be quite a challenge. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Oshawa: For many, a family holiday isn’t complete without their four-legged companion. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Oshawa: If you're searching for holiday rentals with great deals for stays of a month or longer, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Oshawa

Oshawa, Ontario, is a vibrant city perfect for family getaways and cultural explorations. Discover the historical charm of downtown Oshawa with its friendly atmosphere and local shops, or head to north Oshawa for beautiful parks and recreational activities. Engage in family-friendly excursions that showcase the city’s rich heritage and welcoming spirit. With easy access to various attractions, your visit to Oshawa promises memorable experiences and a taste of Canadian culture.

  • Whitby: Located a mere 6km from Oshawa, Whitby is a vibrant city that caters to families, business travellers, and those seeking a city-themed experience. Visitors can indulge in shopping at its bustling mall centres and enjoy recreational activities at the local sports facilities. The picturesque waterfront along Lake Ontario provides a scenic backdrop for leisurely walks and outdoor fun. With a blend of modern amenities and family-friendly attractions, Whitby offers an inviting atmosphere for all types of travellers.
  • Ajax: Situated 13km from Oshawa, Ajax is a lively city that draws families and business visitors alike with its urban charm. The city boasts excellent shopping centres and mall facilities, making it a great spot for retail therapy. Ajax is also home to various event venues, including a convention centre and sports stadiums, which frequently host exciting events. The community's commitment to recreation and entertainment ensures that there's always something happening, making it an ideal destination for both leisure and business travel.
  • Bowmanville: This quaint village, located 14km from Oshawa, is perfect for those seeking a family-friendly, outdoor, and sports-focused experience. Bowmanville is known for its motor racing events, attracting adrenaline seekers and sports enthusiasts. Visitors can enjoy shopping at local centres while also taking in the charming village atmosphere. The nearby lake and stadium create a welcoming environment for outdoor activities and community events, making Bowmanville a delightful stop for tourists looking to immerse themselves in nature and local culture.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January23.2°F (-4.9°C)Light RainMostly Cloudy
February23.5°F (-4.7°C)Light RainMostly Cloudy
March31.8°F (-0.1°C)Light RainMostly Cloudy
April42.1°F (5.6°C)Light RainMostly Cloudy
May54.0°F (12.2°C)Light RainMostly Sunny
June63.1°F (17.3°C)Light RainMostly Sunny
July70.0°F (21.1°C)Light RainMostly Sunny
August69.6°F (20.9°C)Light RainMostly Sunny
September63.3°F (17.4°C)Light RainMostly Sunny
October51.8°F (11.0°C)Light RainMostly Sunny
November39.9°F (4.4°C)Light RainMostly Cloudy
December30.9°F (-0.6°C)Light RainMostly Cloudy

Booking with Vrbo is a breeze

If you're after some savings on your upcoming journey, why not consider being flexible with your travel dates, as prices can vary? Additionally, booking a longer stay often leads to significant savings. To help you find the perfect Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's innovative Trip Board offers you a dedicated space to start fresh trips, pick up where you left off, or review and arrange your plans. Your previously saved and booked properties are now organised under Potential, Upcoming, or Current Trips. To access Trip Boards, visit: https://www.bookabach.co.nz/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)
  • 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, Bookabach 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 Bookabach 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 Bookabach. 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 Bookabach 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 Bookabach. 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 Bookabach, 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.

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