Compare Vacation Rentals & Airbnb in Oshawa

786 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Oshawa vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

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

2 Br 1 Bath Apt With Parking | Close To Amenities - Oshawa
9.6 5 reviews

2 Br 1 Bath Apt With Parking | Close To Amenities

apartment, Oshawa
This fully furnished two-bedroom flat in Oshawa offers convenient access to the downtown core and the beach area, situated a short distance from these local attractions.
This upper-floor accommodation, suitable for four guests, features a private entrance, smart lock, a well-equipped kitchen with essential appliances, and one free driveway parking space, with shared laundry facilities available.
Family Friendly - Hot Tub - Near Toronto & Uoit - Oshawa
No reviews

Family Friendly - Hot Tub - Near Toronto & Uoit

apartment, Oshawa
Vacation rental listing. This accommodation is located in Oshawa.
Services and facilities include air conditioning, a washing machine and a dish washer. Take advantage of the Free Parking with this accommodation.
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.
Home Of Sweet Dream - Oshawa
8.6 4 reviews

Home Of Sweet Dream

apartment, Oshawa
This Whitby apartment, situated in a peaceful neighbourhood approximately 6km from Lake Oshawa, offers easy access to the Ontario Regiment Museum and Parkwood Estate.
The two-bedroom, one-bathroom flat sleeps six guests and includes amenities such as Wi-Fi, air conditioning, parking, and a microwave; nearby attractions include the Oshawa Valley Botanical Gardens and Neb's Funworld.

Best Oshawa vacation rentals with parking

Luxury 4br | 2 Ensuites | 77" Oled Tv | Ev Charger - Oshawa
9.8 9 reviews

Luxury 4br | 2 Ensuites | 77" Oled Tv | Ev Charger

apartment, Oshawa
This expansive four-bedroom residence is located in Oshawa's Kedron district, offering easy access to Durham College and Highway 407, situated approximately 500 meters from local parks and shops.
This designer flat provides over 278 square meters of living space with 10-foot ceilings, featuring a chef's kitchen, a fireplace, an integrated sound system, two master suites, and a private garden, accommodating up to eight guests with parking and air conditioning.
Stylish Home Near Luxury Spa & Go Station - Oshawa
9.8 304 reviews

Stylish Home Near Luxury Spa & Go Station

apartment, Oshawa
This four-bedroom bungalow is situated in a peaceful neighbourhood in Whitby, just a short walk from the Ash Creek Channel Trail and within easy reach of the GO station, Iroquois Park and Port Whitby Marina. The property has received excellent ratings for its cleanliness, location and overall user experience.
The home is ideal for families or groups of up to ten guests, with a spacious living area, a fully equipped kitchen and three bedrooms each accommodating two adults. The apartment also offers a range of amenities and activities, including a private deck and backyard, a fitness centre, a garden, and access to Netflix, Disney+ and Spotify.
King Bedroom Stylish Unit With Seperate Entrance - Oshawa
10 3 reviews

King Bedroom Stylish Unit With Seperate Entrance

apartment, Oshawa
This Oshawa flat is located 11.5 kilometres from Oshawa GO Station and 33.8 kilometres from the Toronto Zoo, with the Ajax Convention Centre 20.9 kilometres away and Pickering GO Station 27.4 kilometres distant.
This pet-friendly, family-oriented accommodation offers two bedrooms, two living rooms, space for ten guests, complimentary WiFi, air conditioning, private parking, laundry service, and both indoor and outdoor play areas.
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.

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

Brand New Luxurious 4b Townhouse - Oshawa
9.8 13 reviews

Brand New Luxurious 4b Townhouse

house, Oshawa
This brand new four-bedroom townhouse in Oshawa is situated 11.7km from Oshawa GO station, providing easy access to Toronto and other destinations.
The 167 square metre property sleeps up to 15 guests and boasts three bathrooms, a fully equipped kitchen, free Wi-Fi, private parking, and a patio; nearby attractions include the Toronto Zoo (40km) and the Ajax Convention Centre (22.5km).
Charming Townhouse Retreat Near Nordic Spa - Oshawa
9.0 24 reviews

Charming Townhouse Retreat Near Nordic Spa

apartment, Oshawa
This Whitby holiday home, situated approximately 9.6km from the Whitby Museum and Children’s Centre, and Ontario Tech University, offers convenient access to Lake Ontario.
Sleeping six guests, this three-bedroom, three-bathroom property boasts a fully equipped kitchen, air conditioning, a terrace, a spa, parking, and free Wi-Fi.
Spacious 4br Retreat | Backyard | Near Ontario - Oshawa
No reviews

Spacious 4br Retreat | Backyard | Near Ontario

apartment, Oshawa
This four-bedroom flat in Oshawa's Taunton district is located 3 minutes by car from Cineplex Odeon Oshawa and 4 minutes by car from Neb's Funworld, offering convenient access to local attractions.
This spacious accommodation for up to eight guests features a fully equipped kitchen, air conditioning, Wi-Fi, a private terrace, garden, and on-site parking, with a washer and dryer provided for your convenience.
Cozy Whitby Retreat (Private 2 Bedroom Townhouse) - Oshawa
9.0 4 reviews

Cozy Whitby Retreat (Private 2 Bedroom Townhouse)

apartment, Oshawa
This Whitby holiday home is situated approximately 3.9km from the Ontario Regiment Museum and 4.8km from the Whitby Museum & Children's Centre, offering easy access to local historical attractions and Oshawa Centre shopping.
This 121 square metre property boasts two bedrooms, three bathrooms, and sleeps four, featuring a fully equipped kitchen, free Wi-Fi, parking, and a private balcony.

Neighborhoods and points of interest in Oshawa

Best Oshawa vacation rentals with air conditioning

Bright And Cozy Guest Suite - Oshawa
9.9 78 reviews

Bright And Cozy Guest Suite

apartment, Oshawa
This ground-floor apartment is situated in a peaceful neighbourhood in Oshawa, just a short distance from restaurants, supermarkets, the GO Train station, walking and cycling trails, a games arcade, Ontario Tech University, and Durham College. The apartment has consistently received excellent ratings for its location, cleanliness, and overall experience.
This self-catering apartment sleeps two guests and features a fully equipped kitchen, a comfortable living area, and a peaceful bedroom. You can enjoy free parking, air conditioning, a private garden, and keyless entry, making your stay both convenient and enjoyable.
Game Room | Toronto Hub | Spa | Free Parking - Oshawa
10 50 reviews

Game Room | Toronto Hub | Spa | Free Parking

apartment, Oshawa
This four-bedroom, two-bathroom house in a mature Oshawa neighbourhood is located within 5km of Whitby GO station (providing a 45-minute train journey to Toronto city centre), the ThermaSpa, and various restaurants.
Sleeping eight guests, this self-catering property boasts a fully equipped kitchen, spacious living area with a 65-inch TV, dedicated games room, keyless access, and two driveway parking spaces, plus unique features such as a record player and cocktail-making set.
Brand New House With Over 3450 Square Foot Living Space - Oshawa
9.4 3 reviews

Brand New House With Over 3450 Square Foot Living Space

apartment, Oshawa
This spacious house is situated in Oshawa, just a short drive from Darlington Provincial Park and Lake Ontario, offering easy access to both natural beauty and local attractions. The property is located in a quiet neighbourhood, providing a peaceful retreat for families or groups.
This four-bedroom, four-bathroom home provides ample space for up to 28 guests. The property features a range of amenities, including air conditioning, internet access, a family-friendly park, and a convenient location close to shopping, dining, and other amenities.
Private Unit Free Parking  Fast Wi-fi - Oshawa
8.9 19 reviews

Private Unit Free Parking Fast Wi-fi

apartment, Oshawa
This fully renovated basement flat in Oshawa offers self-check-in and a private entrance, its precise location within the city unspecified but convenient to local amenities.
The 2-bedroom, 1-bathroom apartment sleeps 4, includes a fully equipped kitchen with fridge, microwave, and dishwasher, in-unit laundry, 300 Mbps Wi-Fi, air conditioning, parking, and a garden.
©2026 cozycozy.com