Compare Vacation Rentals & Airbnb in Oshawa

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Oshawa vacation rentals
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786 Rentals and Airbnb in Oshawa

Best family friendly Oshawa vacation rentals

Among the 786 accommodations in Oshawa, here are the 4 best family friendly rentals

3 Bdrms | Private Yard | Close To 401 | Spacious - Oshawa
9.9 47 reviews

3 Bdrms | Private Yard | Close To 401 | Spacious

house, Oshawa
This three-bedroom townhouse in Oshawa is conveniently located just a short distance from the 401 and 407 highways, making it easy to explore the surrounding area. The property has received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The townhouse offers separate living areas on the main floor and in the basement, comfortably accommodating up to 11 guests. The property features a fully equipped kitchen, laundry facilities, multiple TVs, air conditioning, a private garden, and parking.
Chic 2-br Urban Retreat | Near Beach| Free Parking - Oshawa
9.0 4 reviews

Chic 2-br Urban Retreat | Near Beach| Free Parking

apartment, Oshawa
This centrally located Oshawa apartment is within 1.6km of the All or Nothing Brewhouse & Distillery, the Canadian Automotive Museum, and The Robert McLaughlin Gallery, and within 3.2km of the Tribute Communities Centre and Oshawa Valley Botanical Gardens.
The two-bedroom, one-bathroom flat sleeps four guests and offers free Wi-Fi, a fully equipped kitchen, a private fenced yard, and parking; enjoy nearby attractions such as the Oshawa Valley Botanical Gardens.
Modern 4br Family Home With Pool In Whitby - Oshawa
No reviews

Modern 4br Family Home With Pool In Whitby

house, Oshawa
This family-friendly detached house is located in Whitby, offering access to Toronto landmarks such as the Zoo (approximately 27 kilometres) and the Ontario Science Centre (approximately 45 kilometres).
This spacious dwelling, covering 223 square metres, features four bedrooms, four bathrooms, a private outdoor swimming pool, barbecue facilities, and complimentary high-speed Wi-Fi, accommodating up to 19 guests with a 11:00 AM check-out.
Spacious 6-bedroom Home | Perfect For Long Stays - Oshawa
9.9 21 reviews

Spacious 6-bedroom Home | Perfect For Long Stays

apartment, Oshawa
This six-bedroom, three-and-a-half-bathroom house, a short drive from Ajax Downs Casino and Lakeridge Ski Resort, offers superb family accommodation in a suburban Ajax location, conveniently situated for exploring Oshawa.
Sleeping up to twelve guests, the newly renovated property boasts a fully equipped kitchen, two dining areas, a dedicated office with high-speed internet, a 4K HD projector, a basement mini-bar, and a fully fenced backyard with a wooden deck; all bathroom essentials are provided.

Best Oshawa vacation rentals with parking

The Whitby Hideaway - Modern, Private Patio - Oshawa
10 5 reviews

The Whitby Hideaway - Modern, Private Patio

apartment, Oshawa
This private suite in Whitby, situated in a peaceful residential area, offers easy access to major motorways and is within a short drive of restaurants, shops, the waterfront trail, and Thermea Spa Village, as well as Heber Down Conservation Area, Durham College, and Ontario Tech University.
This one-bedroom, one-bathroom serviced apartment accommodates two guests and features a queen-size bed, air conditioning, a kitchen with a fridge and microwave, and exclusive access to a private section of the garden, with a dedicated parking space provided.
Modern Family Friendly 4-bedroom Home Away From Home In Oshawa! - Oshawa
9.6 7 reviews

Modern Family Friendly 4-bedroom Home Away From Home In Oshawa!

apartment, Oshawa
This four-bedroom, four-bathroom apartment in Oshawa's Taunton district is conveniently located approximately 2.4km from Cineplex Odeon Oshawa Cinemas and 4km from Neb's Funworld.
The 8-guest property boasts a fully equipped kitchen, in-unit laundry, Wi-Fi, a garden, spa, parking and is close to Ontario Lake and Darlington Provincial Park, offering easy access to family-friendly attractions.
Guest Suite In Oshawa - Oshawa
9.7 138 reviews

Guest Suite In Oshawa

apartment, Oshawa
This basement flat is located in Oshawa, just 5 kilometres from Highway 401 and within a 10-kilometre drive of the Oshawa Centre, GO Station, and Durham College. The accommodation has received excellent ratings for its cleanliness, location, and overall experience.
This self-contained studio is perfect for two guests and features a private patio entrance. The flat is equipped with modern amenities such as high-speed internet, a 55-inch Smart TV, a kitchenette with an air fryer/toaster oven combo and an induction cooktop, a comfortable double bed, and a newly renovated bathroom with luxurious fixtures.
Modern Private Suite With 100 Inch Tv Quiet Oshawa - Oshawa
No reviews

Modern Private Suite With 100 Inch Tv Quiet Oshawa

apartment, Oshawa
This private suite, located in Oshawa's Samac neighbourhood, offers convenient access to landmarks such as Parkwood Estate and the Bowmanville Museum, with Neb's Funworld and Oshawa Valley Botanical Gardens also nearby.
This one-bedroom apartment accommodates up to three guests and features a modern kitchenette, a large TV, air conditioning, dedicated parking, and Wi-Fi, with a queen bed and a sleeper sofa for comfortable arrangements.

Frequently Asked Questions about vacation rentals in Oshawa

  • Which neighborhood in Oshawa should you consider for a vacation rental?

    For a central location, you might want to consider staying in the neighbourhood of Downtown Oshawa. It's close to the Oshawa Centre mall, the Oshawa Museum, and lots of restaurants and shops.
  • What are the best Airbnb and vacation rentals in Oshawa?

    Just Like Home, Love And Relax At Dream Catcher Retreat and Lovely 1-bedroom Apartment Rental In Ne Oshawa are the most popular Airbnb and vacation rentals in Oshawa among travelers.

  • What are the top family-friendly attractions in Oshawa?

    The Oshawa Zoo is a great place for families with kids. There are also a few parks in Oshawa that are perfect for a picnic or a play, like Lakeview Park and Rotary Park.
  • What are the most popular Airbnbs in Oshawa?

  • When is the best time to book a vacation rental in Oshawa?

    The best time to book a vacation rental in Oshawa is during the shoulder seasons, from April to May and September to October, when the weather is still good but the prices are lower. You can also find good deals during the winter months, especially if you're looking for a quiet getaway.
  • What are the best vacation rentals with a pool in Oshawa?

  • What are the best budget-friendly activities in Oshawa?

    A walk along the waterfront is a great way to enjoy the scenery and get some exercise. You can also explore the many parks and green spaces in the city, or visit the Oshawa Museum, which has free admission on the first Sunday of the month.
  • What are the best rentals for families and kids in Oshawa?

  • What are the best restaurants with local dishes in Oshawa?

    The Oshawa Farmers' Market is a great place to try local produce and artisanal food. You can also find local dishes at restaurants like The Second Cup on King Street and the The Oshawa Grill.
  • What are the best rentals or Airbnbs with a jacuzzi in Oshawa?

  • What are the best walking or cycling routes in Oshawa?

    The Oshawa Waterfront Trail is a great option for a walk or bike ride, offering scenic views of Lake Ontario. You can also explore the many parks and green spaces in the city, such as Lakeview Park and Harmony Valley Park.
  • Are there pet-friendly attractions in Oshawa?

    Lakeview Park is a great spot for a walk with your dog, and the Oshawa Valley Zoo also welcomes well-behaved dogs on a leash. The Oshawa Farmers' Market is also pet-friendly.
  • What are the benefits of choosing a vacation rental in Oshawa?

    Vacation rentals offer more space and privacy than a hotel room, and they often come with amenities like a kitchen and laundry facilities. They are also a great option for families or groups of friends travelling together.
  • What are the top sports attractions and facilities in Oshawa?

    The General Motors Centre is home to the Oshawa Generals hockey team, and it's a great place to catch a game. The Oshawa Golf Club is a popular spot for golf enthusiasts, and the city also has a number of parks and recreation facilities for sports and outdoor activities.

Popular destinations

Best Oshawa vacation rentals with a balcony

Love And Relax At Dream Catcher Retreat - Oshawa
9.8 33 reviews

Love And Relax At Dream Catcher Retreat

apartment, Oshawa
This apartment is situated in Whitby, a town just outside of Oshawa, about 25 kilometres from the Toronto Zoo and 42 kilometres from the Ontario Science Centre. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The flat has one bedroom and one bathroom, spanning 70 square metres and comfortably accommodating up to six guests. It offers a range of amenities, including a fully equipped kitchen, a private garden, and a cosy fireplace, making it perfect for a relaxing getaway.
Luxe 4br Retreat W Heated Pool Hot Tub And Bbq - Oshawa
No reviews

Luxe 4br Retreat W Heated Pool Hot Tub And Bbq

house, Oshawa
This Whitby dwelling is located 31 kilometres from the Distillery District, 47 kilometres from the Toronto Zoo and 47 kilometres from the Ontario Science Centre, offering convenient day trip options.
This spacious 340 square metre property features four bedrooms, accommodating up to fifteen guests, with a fully equipped kitchen, air conditioning, a private heated swimming pool, a hot tub, a terrace, a garden, and complimentary Wi-Fi and parking.
Stylish 3 Br Apt W/ Free Parking, Wifi & Patio - Oshawa
10 2 reviews

Stylish 3 Br Apt W/ Free Parking, Wifi & Patio

apartment, Oshawa
This three-bedroom Whitby apartment, a 13-minute walk (approx. 2km) from the Whitby Museum and Children's Centre, offers easy access to Lake Ontario (8km) and Darlington Provincial Park.
Sleeping six guests, this self-catering property boasts a fully equipped kitchen, Wi-Fi, air conditioning, a private balcony, garden, on-site parking, and a workspace; nearby attractions include the Ontario Regiment Museum and Lynde Shores Conservation Area.
Whitby Hideout - 3br 5bd 3wr Pool Table Sauna Close To Thermea Spa - Oshawa
No reviews

Whitby Hideout - 3br 5bd 3wr Pool Table Sauna Close To Thermea Spa

apartment, Oshawa
This three-bedroom, three-bathroom Whitby apartment, a 9-minute drive (approximately 7km) from Lake Ontario and 35km from the Toronto Zoo, offers easy access to Rouge Park and Lynde Shores Conservation Area.
The self-catering property boasts a fully equipped kitchen, in-unit laundry, a garden, sauna, parking, and free Wi-Fi, comfortably accommodating families or groups, with nearby opportunities for snowboarding, snowmobiling, and ice skating.

Neighborhoods and points of interest in Oshawa

Best Oshawa vacation rentals with air conditioning

Modern Whitby Railway Townhome - Oshawa
10 7 reviews

Modern Whitby Railway Townhome

house, Oshawa
This contemporary flat is located in a central Oshawa district, providing straightforward access to local landmarks such as the Oshawa Centre, situated 1.5 kilometers away, and the Robert McLaughlin Gallery, found 800 meters from your doorstep.
This stylish apartment for four guests boasts a sleek, open-concept design with 9-foot ceilings, a chef-inspired kitchen with quartz countertops and stainless steel appliances including a gas range, dishwasher, and microwave, and offers ample natural light and a full pantry for your convenience.
Cozy 2 Br Basement Suite - Oshawa
9.2 22 reviews

Cozy 2 Br Basement Suite

apartment, Oshawa
This cosy Oshawa basement flat, ideal for families or business travellers, offers two bedrooms, one bathroom, and parking; its precise location within Oshawa requires further clarification to determine proximity to local attractions.
The 2-bedroom suite comfortably sleeps four guests and includes a fridge, microwave, air conditioning, and internet access, with plans for an additional self-contained RV unit in the garden.
Family Friendly | Hot Tub | Near Toronto & Uoit - Oshawa
9.9 179 reviews

Family Friendly | Hot Tub | Near Toronto & Uoit

apartment, Oshawa
This basement flat is located in a quiet residential neighbourhood in Oshawa, just 5 kilometres from Highway 407 and close to Ontario Tech University, banks, supermarkets, restaurants, and bars. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The self-contained flat can accommodate up to three guests and features a comfortable living area with a work study space, a fully equipped kitchen, and a private hot tub for relaxation. The property also offers a range of amenities such as a high chair, playpen, and stroller for families with young children, as well as in-unit laundry facilities and free parking for one car.
Basement Apartment Two Bedrooms - Oshawa
No reviews

Basement Apartment Two Bedrooms

apartment, Oshawa
This basement flat is located in Whitby on Glenayr Gate, offering a quiet residential setting, approximately 800 meters from the shops and amenities of the town centre.
This one-bedroom flat accommodates up to nine guests and features two bathrooms, a fully equipped kitchen, complimentary WiFi, air conditioning, and on-site private parking, with a washing machine available for guest use.
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