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Oshawa vacation rentals
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Best Vacation rentals and Airbnb offers in Oshawa

Discover Family-Friendly Vacation Rentals in Oshawa

Booking a family-oriented vacation rental in Oshawa keeps you close to top city attractions for a stress-free getaway.

Comfy 2br Apt Near Beach & Downtown | Free Parking - Oshawa
9.4 13 reviews
Oshawa
07/06 – 08/31
$92/nighttotal: $5152 (56 )

Comfy 2br Apt Near Beach & Downtown | Free Parking

2 2
apartment , Oshawa
This Oshawa basement apartment, located minutes from downtown, Lakeview Park, and Ontario Tech University, provides easy access to Highway 401 and GO Transit.
This two-bedroom, one-bathroom rental sleeps four, features a fully equipped kitchen with appliances, free on-site parking, high-speed Wi-Fi, and a private entrance.
Gold Garden: Premium 3b/2.5b Modern Luxurious Home - Oshawa
Oshawa
06/30 – 07/02
$262/nighttotal: $524 (2 )

Gold Garden: Premium 3b/2.5b Modern Luxurious Home

1 3
apartment , Oshawa
This spacious 2000+ sqft executive apartment in Oshawa is located near Darlington Provincial Park, Lakeview Park Beach, and downtown Oshawa's cultural and entertainment venues.
This family-friendly 3-bedroom, 2.5-bathroom unit accommodates up to 6 guests and features a fully equipped kitchen, high-speed internet up to 500 Mbps, Smart TVs, and a dedicated office space, with pets allowed.
Home Of Sweet Dream - Oshawa
8.0 52 reviews
Oshawa
07/17 – 07/24
$81/nighttotal: $567 (7 )

Home Of Sweet Dream

2 2
apartment , Oshawa
This family-friendly Whitby apartment, conveniently located 20 miles from the Toronto Zoo and 31 miles from the Ontario Science Centre, offers easy access to major attractions.
The one-bathroom unit features air conditioning, free parking, a fully equipped kitchen with a fridge and microwave, and a flat-screen TV with streaming services, ensuring a comfortable stay for travelers visiting Oshawa.
Modern Private Suite With 100 Inch Tv Quiet Oshawa - Oshawa
10 1 review
Oshawa
06/30 – 07/02
$164/nighttotal: $328 (2 )

Modern Private Suite With 100 Inch Tv Quiet Oshawa

1 3
apartment , Oshawa
This 1-bedroom apartment in Oshawa is located 7.3 miles from Oshawa GO Station and 13 miles from Ajax Convention Centre, offering convenient access to transit and attractions in a quiet area.
This 590 square foot flat includes a private entrance, a fully equipped kitchenette with a dishwasher, complimentary Wi-Fi, a large 100-inch TV, free private parking, and a washing machine, accommodating up to 5 guests.

Best Oshawa vacation rentals with parking

139 M² House ∙ 3 Bedrooms ∙ 5 Guests - Oshawa
Oshawa
09/07 – 12/18
$491/nighttotal: $50082 (102 )

139 M² House ∙ 3 Bedrooms ∙ 5 Guests

3 1
house , Oshawa
Vacation rental for 5 guests. You will be located in Oshawa.
Facilities and services: air conditioning, a kitchen and a washing machine.
B’s Oshawa Guesthouse - Oshawa
Oshawa
06/27 – 07/04
$86/nighttotal: $602 (7 )

B’s Oshawa Guesthouse

1 2
house , Oshawa
This family-friendly house in Oshawa offers a comfortable stay with 1 bedroom and 1 bathroom, accommodating up to 4 guests, and features a kitchen with a fridge and microwave, air conditioning, a jacuzzi, a garden, and parking.
This property is conveniently located in Oshawa, providing easy access to local attractions and a welcoming environment for travelers seeking a distinctive family getaway.
Duplex De 2ch | Parking | Près De 401 & Oshawa Ctr - Oshawa
9.5 55 reviews
Oshawa
08/04 – 08/27
$110/nighttotal: $2530 (23 )

Duplex De 2ch | Parking | Près De 401 & Oshawa Ctr

1 2
apartment , Oshawa
This two-bedroom duplex in Oshawa is a five-minute drive from Lakeview Park beach, Oshawa Centre mall, and the Tribute Communities Centre.
The two-story apartment sleeps four, features a fully equipped kitchen, in-unit laundry, a private balcony, and a smart TV with Netflix, plus free parking for two vehicles and free Wi-Fi.
Comfy 2br Apt Near Beach & Downtown | Free Parking - Oshawa
Oshawa
07/06 – 08/31
$91/nighttotal: $5096 (56 )

Comfy 2br Apt Near Beach & Downtown | Free Parking

2 2
apartment , Oshawa
This centrally located Oshawa basement apartment offers easy access to Downtown Oshawa (3 minutes away), Lakeview Park & Beach (5 minutes), Ontario Tech University & Durham College (12 minutes), and Highway 401.
This two-bedroom, one-bathroom rental sleeps four guests and includes a fully equipped kitchen, free on-site parking, high-speed Wi-Fi, a smart TV, and a private entrance.

Frequently Asked Questions about vacation rentals in Oshawa

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

    You can find good deals on vacation rentals in Oshawa year-round, but the best time to book is in the shoulder seasons, like spring or fall. That's when the weather is still nice, but the crowds are smaller, and the prices are lower.
  • 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 best restaurants with local dishes in Oshawa?

    For a taste of local cuisine, you should definitely check out The Old Mill Restaurant. It's a classic Oshawa spot that's been serving up delicious food for over 50 years. If you're looking for something a little more casual, you could try The Burger's Priest, which is known for its great burgers.
  • What are the most popular Airbnbs in Oshawa?

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

    The Oshawa Valley Trails are a great option for walking or cycling. They're a network of trails that wind through the city and the surrounding countryside. You can also check out the Waterfront Trail, which runs along the shore of Lake Ontario. It's a beautiful and scenic route, and it's perfect for a leisurely stroll or bike ride.
  • What are the best vacation rentals with a pool in Oshawa?

  • Are there pet-friendly attractions in Oshawa?

    Yes, there are a few pet-friendly attractions in Oshawa. You can bring your dog to the Oshawa Valley Trails, and some restaurants in the downtown area have outdoor patios that are dog-friendly.
  • What are the best rentals for families and kids in Oshawa?

  • What are the benefits of choosing a vacation rental in Oshawa?

    Vacation rentals offer more space and privacy than a hotel room, and they're often a better value, especially if you're traveling with a group. They also allow you to experience Oshawa like a local, with access to a kitchen and laundry facilities.
  • What are the best rentals or Airbnbs with a jacuzzi in Oshawa?

  • What are the top sports attractions and facilities in Oshawa?

    The General Motors Centre is home to the Oshawa Generals, the city's major junior hockey team. The city also has a number of other sports facilities, including the Oshawa Golf and Country Club and the Oshawa Soccer Club.

Destinations nearby

Top Vacation Rentals with Balconies in Oshawa

Enjoy your own private terrace with city skyline views at these vacation rentals in Oshawa.

Stunning & Bright - My Home Is Close To The Highway & Thermea Spa - Oshawa
8.0 4 reviews
Oshawa
09/05 – 09/06
$690/nightfor 1 night

Stunning & Bright - My Home Is Close To The Highway & Thermea Spa

4 7
apartment , Oshawa
This spacious Whitby vacation home, located within six miles of Deer Creek Golf Course and several museums, offers easy access to Oshawa attractions.
The 3,500-square-foot property boasts four bedrooms, four bathrooms, accommodates six guests, and includes a fitness center, hot tub, game room, and fully equipped kitchen.
Stylish 3br Whitby Home In Prime Location - Oshawa
8.0 3 reviews
Oshawa
10/08 – 10/20
$158/nighttotal: $1896 (12 )

Stylish 3br Whitby Home In Prime Location

3 2
apartment , Oshawa
This three-bedroom house rental in a quiet Whitby neighborhood offers easy access to Whitby Harbour, Lynde Shores Conservation Area, and the Whitby Civic Centre, with convenient highway access to Oshawa and Toronto.
The 3-bedroom, 3-bathroom home features a fully equipped kitchen, spacious living room, private patio, on-site parking, laundry facilities, and comfortably accommodates six guests, providing a relaxing retreat near major attractions.
Charming Townhouse Retreat Near Nordic Spa - Oshawa
9.2 22 reviews
Oshawa
08/15 – 08/22
$231/nighttotal: $1617 (7 )

Charming Townhouse Retreat Near Nordic Spa

3 2
apartment , Oshawa
This Whitby vacation home, near Ontario Tech University and within six miles of the Whitby Museum and Lake Ontario, offers easy access to local attractions.
This three-bedroom, three-bathroom house sleeps six guests comfortably, boasting a fully equipped kitchen, private balcony, in-house laundry, and a spa, making it ideal for families or golfers visiting the area.
Willow Nest - 5 Beds, 2.5 Baths, 3 Park, Thermea Spa - Oshawa
10 1 review
Oshawa
09/05 – 09/06
$586/nightfor 1 night

Willow Nest - 5 Beds, 2.5 Baths, 3 Park, Thermea Spa

3 7
apartment , Oshawa
This 3-bedroom, 2-bathroom townhouse in Whitby is located 9 minutes from Lake Ontario and 18 minutes from the Toronto Zoo.
This family-friendly rental accommodates up to 8 guests and offers amenities such as a full kitchen with an oven and stovetop, air conditioning, complimentary Wi-Fi, in-unit laundry, and covered on-site parking.

Best Oshawa vacation rentals with air conditioning

Clean And Modern Guest Suite In Whitby - Oshawa
9.8 26 reviews
Oshawa
08/15 – 08/22
$138/nighttotal: $966 (7 )

Clean And Modern Guest Suite In Whitby

2 2
apartment , Oshawa
This smoke-free apartment is conveniently located in Whitby, just a short drive from the Whitby History Museum & Children's Centre, Lake Ontario, and the Ontario Regiment Museum. The apartment has received excellent guest reviews, making it a popular choice for travelers.
This two-bedroom unit can comfortably accommodate up to four guests. The apartment includes a fully equipped kitchen, laundry facilities, free Wi-Fi, a Smart TV, and parking, making it a comfortable and convenient option for your stay.
Cozy Comfort Near Everything - Oshawa
Oshawa
08/04 – 08/27
$110/nighttotal: $2530 (23 )

Cozy Comfort Near Everything

1 2
apartment , Oshawa
This newly constructed private suite in Oshawa offers high-speed internet and is a 6-minute drive to Thermea Spa Whitby and a 12-minute drive to Whitby GO Station.
This 2-bedroom, 1-bathroom apartment accommodates up to 4 guests and features a full kitchen, air conditioning, a 65" smart TV, and free parking, with a nature trail less than 5280 feet away.
Large 4 Bed Room House - Oshawa
9.7 83 reviews
Oshawa
06/29 – 08/14
$246/nighttotal: $11316 (46 )

Large 4 Bed Room House

1 5
apartment , Oshawa
This 4-bedroom apartment is conveniently located near Durham University in Oshawa, within walking distance of restaurants, grocery stores, and bus stops. The apartment consistently receives excellent ratings for location, cleanliness, and overall user experience.
The apartment has multiple living spaces, including a living room, dining room, and family room, comfortably accommodating up to 10 guests. The apartment features a modern kitchen with a fridge, microwave oven, dishwasher, as well as air conditioning, a garden, and parking.
Modern Basement Suite Near Durham College - Oshawa
Oshawa
08/06 – 08/09
$96/nighttotal: $288 (3 )

Modern Basement Suite Near Durham College

1 2
apartment , Oshawa
This 1-bedroom, 1-bathroom apartment is located in Oshawa's Taunton neighborhood, offering convenient access to Parkwood Estate and Bowmanville Museum, with Neb's Funworld and Oshawa Valley Botanical Gardens also nearby.
This lodging accommodates up to 2 guests and features internet, air conditioning, and parking, making it suitable for both relaxation and remote work, with attractions like Darlington Sports Centre and Cedar Park Resort within reach.
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