Oshawa holiday homes

We found 404 holiday rentals — enter your dates for availability
Discover a selection of 58 homes, 22 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:18 Dec - 25 Dec

Interior
Exterior
Interior
Picnic table
Exceptional
(10 reviews)

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

Scugog

8% off
NZ$4,317
for 7 nights, 1 chalet
NZ$617 per night
includes taxes & fees
Tree House getaway with swimming, 18km of Hiking and MTN Biking Trails.
Private kitchen
Interior
Interior
Interior
Excellent
(20 reviews)

Oshawa Connect: Prime Location, Modern Space

Oshawa

8% off
NZ$1,676
for 7 nights, 1 home
NZ$239 per night
includes taxes & fees
Oshawa Connect: Prime Location, Modern Space
Private kitchen
Interior
Living area
Room
Exceptional
(14 reviews)

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

Clarington

8% off
NZ$3,301
for 7 nights, 1 home
NZ$472 per night
includes taxes & fees
4-bedroom house in charming Haydon with fitness room, WiFi, AC
Interior
Private kitchen
Living area
Room
Exceptional
(9 reviews)

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

Ajax

7% off
NZ$1,414
for 7 nights, 1 home
NZ$202 per night
includes taxes & fees
Charming 2-bedroom house with AC, WiFi in Pleasant Ajax
Bathroom
Private kitchen
Living area
Room
Very good
(5 reviews)

Brand new 2 bedroom basement apartment

Ajax

8% off
NZ$1,338
for 7 nights, 1 apartment
NZ$191 per night
includes taxes & fees
Brand new 2 bedroom basement apartment
Interior
Stairs to the basement
Bedroom
Front view of the House
Exceptional
(21 reviews)

Family Friendly | HOT TUB | Near Toronto & UOIT

Oshawa

7% off
NZ$1,453
for 7 nights, 1 apartment
NZ$208 per night
includes taxes & fees
Family Friendly | HOT TUB | Near Toronto & UOIT

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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)
  • 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)
  • Wooden Sticks Golf Course (18.8 mi / 30.2 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)
  • Beachfront Park (12.2 mi / 19.6 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?
When considering a holiday rental in Oshawa, Ontario, the best area to stay in is the downtown district. This vibrant neighbourhood offers a blend of urban amenities and cultural experiences, making it an ideal choice for visitors. Here, you will find a variety of properties ranging from modern apartments to charming heritage homes, providing ample options to suit different preferences and budgets.One of the highlights of staying downtown is the proximity to the Ontario Science Centre, which is a fantastic attraction for families and science enthusiasts alike. Additionally, the area boasts the beautiful Lakeview Park, where you can enjoy picturesque views of Lake Ontario, great for leisurely strolls or picnics. The downtown neighbourhood is also home to numerous shops, restaurants, and cafes, ensuring that you have everything you need within easy reach.
Where are the best areas for renting a beach house in Oshawa?
For renting a beach house in Oshawa, consider the picturesque waterfront along Lake Ontario, particularly around the area of Lakeview Park. This location offers lovely properties with easy access to sandy beaches, picnic areas, and scenic walking trails. Many beach houses in this vicinity come equipped with amenities such as spacious decks for outdoor gatherings, barbecues for summer cookouts, and fully equipped kitchens for self-catering, making them ideal for families or groups looking to enjoy a lakeside retreat.Additionally, the waterfront area near the Oshawa Marina provides further options for holiday rentals, where you can find charming cottages and modern homes that often include features like private patios overlooking the water, fire pits for evening relaxation, and access to local shops and cafés. The proximity to recreational activities such as boating, fishing, and cycling along the waterfront trail adds to the appeal for those seeking an active beach holiday.For those interested in exploring further, the nearby Oshawa Valley Botanical Gardens present a beautiful setting for leisurely strolls, while the vibrant downtown area offers cultural attractions, dining options, and entertainment, ensuring a well-rounded experience for holidayers.
What is the most popular type of holiday rental accomodation in Oshawa?
In Oshawa, holiday houses are the most popular type of holiday rental, with about 105 available across the city. These homes are often situated in family-friendly neighbourhoods and provide ample space, featuring multiple bedrooms, fully equipped kitchens, and private backyards—ideal for relaxing after a day of exploring. Additionally, there are around 63 apartments available, which offer a more compact option often close to amenities and local attractions. Some of these apartments come with modern conveniences such as laundry facilities and communal outdoor spaces. For those seeking a touch of luxury, several villas and condos can also be found in Oshawa, providing additional amenities like swimming pools or fitness centres.
Are there any family house rentals in Oshawa?
In Oshawa, Ontario, there are several family-friendly house rentals available—specifically, around 16 options throughout the city. This locale offers a variety of homes that cater to families, featuring spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces where children can play. Many properties also come with amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay for all.The city is well-positioned near parks and recreational areas, including the scenic Lakeview Park, which provides playgrounds, picnic spots, and walking trails along the waterfront. Additionally, the Canadian Automotive Museum and the Oshawa Zoo are nearby attractions that can entertain families during their visit.
Are there pet-friendly house rentals in Oshawa?
In Oshawa, there are several pet-friendly house rentals available, offering a range of amenities to cater to travellers and their furry companions. Many of these properties feature spacious living areas, fully equipped kitchens, and outdoor spaces such as gardens or patios where pets can enjoy fresh air.The neighbourhoods within Oshawa provide convenient access to parks and green spaces, which are ideal for walking dogs and enjoying outdoor activities. For instance, nearby parks such as Lakeview Park and Oshawa Valley Botanical Gardens offer beautiful trails and scenic views, making them great for leisurely strolls with pets. Additionally, some rentals may be located close to pet-friendly cafes and shops, enhancing the travel experience for pet owners.
Are there any remote work holiday rentals in Oshawa?
In Oshawa, Ontario, there are ample options for remote work holiday rentals, with around 138 properties available to accommodate working travellers. Many of these rentals provide essential amenities such as free Wi-Fi, both in-room and in public areas, ensuring that guests can stay connected and productive during their stay.The city offers a mix of modern apartments and charming houses, often featuring dedicated workspaces, comfortable seating, and fully equipped kitchens for convenience. For those looking to take breaks, Oshawa is home to parks and green spaces, as well as cultural attractions like the Canadian Automotive Museum and the Oshawa Museum, providing opportunities for relaxation and exploration after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Oshawa?
In Oshawa, popular rental amenities typically include onsite parking, ensuring that guests have convenient access to their vehicles. Most holiday rentals also come equipped with a kitchen, allowing travellers to prepare their own meals during their stay. A coffee and tea maker is commonly provided, offering the superb way to enjoy a warm beverage at any time. Additionally, many rentals feature a desk and desk chair, accommodating those who may need to catch up on work or stay connected during their visit.
When is the best time to visit Oshawa for a holiday rental?
April is the most popular time to visit Oshawa, as the city comes alive with spring blooms and vibrant community activities. During this month, you can enjoy comfortable temperatures averaging around 10 to 15 degrees Celsius, superb for exploring the beautiful parks and waterfront trails. This is also an excellent period for outdoor enthusiasts, with opportunities for hiking and cycling along the scenic routes that showcase the region's natural beauty.The peak travel season in Oshawa runs from July to September, when families and tourists flock to the area for summer festivals and events. The warm weather creates a friendly space for sightseeing and enjoying local attractions, such as the Robert McLaughlin Gallery and the Oshawa Zoo. Expect bustling streets filled with visitors, making it a lively time to experience the city's culture and community spirit.If you're seeking a more budget-friendly option, consider planning your visit in December. While this month is quieter, it offers a unique charm with festive decorations and holiday events. You'll find that accommodations may be more affordable, allowing you to enjoy Oshawa's seasonal delights without breaking the bank.Ultimately, the best time to book a holiday rental in Oshawa depends on whether you prefer the vibrant energy of the summer months or the peaceful charm of spring and winter.
What are the top attractions in Oshawa?
In Oshawa, visitors can explore a variety of attractions that highlight the city's rich history and vibrant culture. The Canadian Automotive Museum is a key point of interest, showcasing a remarkable collection of vintage cars and offering insights into Canada's automotive heritage. Nearby, the Oshawa Museum, located in Lakeview Park, provides a glimpse into the local history with exhibits and heritage buildings set within beautiful parkland.For those who enjoy the outdoors, the picturesque Harmony Valley Conservation Area features scenic trails for hiking and biking, making it an ideal spot for nature enthusiasts. Additionally, the Tribute Communities Centre hosts various sporting events and concerts, adding to the city's lively option.
Are all fees included in the Oshawa holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Oshawa holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Oshawa with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Oshawa holiday homes?
You can find great discounts on holiday homes in Oshawa on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Oshawa holiday home booking on Bookabach?
To find Oshawa holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Oshawa?
A long-stay holiday home in Oshawa is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Oshawa holiday home?
Book your Oshawa holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Oshawa?
Prices for holiday homes in Oshawa vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Oshawa to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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