Compare Vacation Rentals & Airbnb in Oshawa

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Oshawa vacation rentals
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585 Rentals and Airbnb in Oshawa

Best family friendly Oshawa vacation rentals

Among the 585 accommodations in Oshawa, here are the 4 best family friendly rentals

Entire Modern Home In Oshawa - Oshawa
9.5 41 reviews
Oshawa
05/09 – 06/09
$594/nightfor 1 night

Entire Modern Home In Oshawa

1 7
apartment , Oshawa
This comfortable home is located in Oshawa, just a short distance from the highway, making it easy to explore the surrounding area. It has received excellent ratings for location, cleanliness, and overall experience, ensuring a pleasant stay.
The house is ideal for families, with four bedrooms and three and a half bathrooms, comfortably accommodating up to eight guests. It offers a range of amenities, including a fully equipped kitchen, a pool table for entertainment, a spacious backyard for outdoor activities, and convenient parking.
3 Br Getaway W/ Heated Pool 40 Min To Toronto - Oshawa
9.2 24 reviews
Oshawa
30/06 – 02/07
$620/nighttotal: $1240 (2 )

3 Br Getaway W/ Heated Pool 40 Min To Toronto

1 3
apartment , Oshawa
This Oshawa house rental, sleeping six, boasts three bedrooms, two bathrooms, a swimming pool, and parking; precise location details and distances to local attractions like Lake Ontario and Oshawa's downtown core are unavailable.
The property includes air conditioning and a kitchen, offering family-friendly amenities within a peaceful atmosphere; further details regarding the house's interior design, size, and proximity to parks are needed for a complete assessment.
Casa Manolo Whitby - Oshawa
10 4 reviews
Oshawa
29/06 – 14/08
$389/nighttotal: $17894 (46 )

Casa Manolo Whitby

4 5
apartment , Oshawa
Casa Manolo B&B in Oshawa offers a family-friendly guesthouse situated in a convenient neighbourhood, close to local amenities such as plazas, supermarkets, and a golf course, and only 0.05 km from a soccer field.
This two-bedroom, two-bathroom guest house provides accommodation for one guest, featuring a modern open-plan design, a well-equipped kitchen, and a patio; guests can also enjoy easy access to public transport.
Entire 1 Bedroom Basement Suite With Separate Entrance In North Oshawa - Oshawa
9.4 11 reviews
Oshawa
06/08 – 09/08
$142/nighttotal: $426 (3 )

Entire 1 Bedroom Basement Suite With Separate Entrance In North Oshawa

1 2
apartment , Oshawa
This charming one-bedroom apartment is conveniently located in Oshawa, just 3 kilometres from the Tribute Communities Centre and 4 kilometres from the Canadian Automotive Museum. The area is quiet and residential, offering a peaceful retreat after a day of exploring the city.
The apartment comfortably sleeps three guests and features a fully equipped kitchen, a dedicated workspace, and a relaxing living area with a fireplace. Enjoy the convenience of in-unit laundry facilities, air conditioning, and Wi-Fi, plus the added benefit of a jacuzzi and parking.

Best Oshawa vacation rentals with parking

Modern Basement Suite Near Durham College - Oshawa
Oshawa
07/09 – 18/12
$105/nighttotal: $10710 (102 )

Modern Basement Suite Near Durham College

1 1
apartment , Oshawa
This one-bedroom flat in Oshawa's Taunton neighbourhood offers a convenient base, situated approximately 1.5 kilometres from Parkwood Estate and 2 kilometres from the Bowmanville Museum.
This accommodation provides air conditioning, internet, and parking for up to two guests, with easy access to attractions like Neb's Funworld and the Oshawa Valley Botanical Gardens.
Whole Place!
Complete Privacy - Oshawa
9.5 91 reviews
Oshawa
30/06 – 02/07
$207/nighttotal: $414 (2 )

Whole Place! Complete Privacy

1 3
bungalow , Oshawa
This two-bedroom apartment is situated in a quiet family neighbourhood in Oshawa, just three minutes from the highway, making it easy to explore the city and surrounding areas. The apartment is recently renovated and offers a comfortable and stylish home-away-from-home atmosphere.
The apartment is a detached house with a garden and parking for two vehicles, ideal for a family or group of up to four guests. It comes equipped with a kitchen, living room, dining area, and a bathroom, along with amenities such as air conditioning, internet access, and a microwave oven.
Cottage In The City, Parking, Fireplace-jetted Tub - Oshawa
9.8 41 reviews
Oshawa
27/06 – 04/07
$137/nighttotal: $959 (7 )

Cottage In The City, Parking, Fireplace-jetted Tub

1 2
cottage , Oshawa
This studio apartment is situated in a peaceful residential area of Oshawa, just a short walk from amenities like Shoppers Drug Mart and Food Basics, as well as scenic walking trails. The property has consistently received excellent ratings for cleanliness, location, and overall user experience.
The self-contained accommodation offers a spacious and open-plan living area, perfect for two guests. Guests can enjoy a private patio, a fully equipped kitchen, a cosy fireplace, a jetted tub, and a range of amenities, including a coffee machine, air fryer, and Amazon Fire Stick.
One Bedroom Apartment/guesthouse. - Oshawa
9.9 264 reviews
Oshawa
06/08 – 09/08
$142/nighttotal: $426 (3 )

One Bedroom Apartment/guesthouse.

1 2
house , Oshawa
This self-contained apartment is located in Whitby, just 5km north of Oshawa, offering a peaceful retreat close to the city's attractions. It has received excellent ratings for cleanliness, location, and user experience.
The apartment has one bedroom and one bathroom, comfortably accommodating two guests. It comes equipped with a fully-functional kitchen, a living room with a 43-inch television, and free Wi-Fi, plus a designated parking space and a twin sofa bed.

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.

Destinations nearby

Best Oshawa vacation rentals with a balcony

Love And Relax At Dream Catcher Retreat - Oshawa
9.8 25 reviews
Oshawa
08/10 – 20/10
$169/nighttotal: $2028 (12 )

Love And Relax At Dream Catcher Retreat

1 2
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.
Brand New Luxurious 4b Townhouse - Oshawa
9.8 12 reviews
Oshawa
05/10 – 30/10
$300/nighttotal: $7500 (25 )

Brand New Luxurious 4b Townhouse

4 1
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).
Cozy Whitby Retreat (Private 2 Bedroom Townhouse) - Oshawa
9.0 4 reviews
Oshawa
29/06 – 30/09
$202/nighttotal: $18786 (93 )

Cozy Whitby Retreat (Private 2 Bedroom Townhouse)

2 2
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.
Private Bedroom Suite In Shared House Near Ontario Tech U In North Oshawa - Oshawa
10 5 reviews
Oshawa
26/06 – 28/06
$125/nighttotal: $250 (2 )

Private Bedroom Suite In Shared House Near Ontario Tech U In North Oshawa

1 2
apartment , Oshawa
This one-bedroom flat is located in Oshawa's Samac district, opposite a park and within 5 kilometres of Cineplex Odeon Oshawa Cinemas, Neb's Funworld, and the Oshawa Valley Botanical Gardens.
This private suite offers a south-facing aspect, a working desk, a small fridge, and ensuite facilities, with shared access to a kitchen, dining area, and laundry, and can accommodate two guests with an 11:00 AM check-out.

Neighborhoods and points of interest in Oshawa

Best Oshawa vacation rentals with air conditioning

Dreamcatcher  Modern Romantic Suite W/ Fireplace Pool Table Near Thermea Spa - Oshawa
9.9 452 reviews
Oshawa
05/10 – 30/10
$156/nighttotal: $3900 (25 )

Dreamcatcher Modern Romantic Suite W/ Fireplace Pool Table Near Thermea Spa

1 1
apartment , Oshawa
This one-bedroom flat is situated in a quiet residential area of Oshawa, just 5km from the city centre and close to local shops and restaurants. It has received excellent ratings for location, cleanliness, and user experience.
The 65 square metre basement flat can comfortably accommodate up to four guests and features a fully equipped kitchen, a private French patio, a luxurious spa shower, a custom pool table, a 50" Smart TV, and a fireplace.
Golden House Comfort & Style - Oshawa
10 2 reviews
Oshawa
29/06 – 14/08
$549/nighttotal: $25254 (46 )

Golden House Comfort & Style

3 5
apartment , Oshawa
This 3-bedroom flat in Clarington, Oshawa, is located near Nash Road and Courtice Road, offering straightforward access to Highway 2 and is within 2 kilometres of Parkwood Estate and the Bowmanville Museum.
This family-friendly apartment accommodates up to six guests and features a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a spa, parking, and a private patio or balcony, with amenities like grocery stores, coffee shops, gyms, and recreational spots such as the Garnett B. Richard Recreation Complex and Oshawa Valley Botanical Gardens all within easy reach.
Entire Detached House; 3+1 Bedrooms; 3 Parkings - Oshawa
9.9 24 reviews
Oshawa
01/07 – 04/07
$351/nighttotal: $1053 (3 )

Entire Detached House; 3+1 Bedrooms; 3 Parkings

1 5
apartment , Oshawa
This detached house for rent in Whitby is located 6 kilometres from Thermea Spa Village Whitby, 16 kilometres from Dagmar ski resort and 20 kilometres from Lakeridge ski resort, with Toronto accessible within a 30-minute drive.
This family-friendly accommodation offers 4 bedrooms, 2 bathrooms, parking for 3 vehicles plus street parking, and sleeps up to 8 guests with a fully equipped kitchen, in-house laundry, and high-speed Wi-Fi.
Modern Basement Suite Near Durham College - Oshawa
9.9 19 reviews
Oshawa
07/09 – 18/12
$132/nighttotal: $13464 (102 )

Modern Basement Suite Near Durham College

1 1
apartment , Oshawa
This one-bedroom flat in Oshawa, within the Regional Municipality of Durham, Canada, offers modern comfort and convenience for getaways or work-from-home, with peaceful ambiance and convenient access to the broader Durham Region.
This dwelling accommodates two guests and features a kitchen, air conditioning, and internet, providing a thoughtfully designed space that blends contemporary living with accessibility.
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