Compare vacation rentals in Oshawa from 100+ sites!
585 available vacation rental offers
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating
Best Vacation rentals and Airbnb offers in Oshawa
10 2 reviews
Oshawa
07/06 – 08/31
$94/nighttotal: $5264 (56 )
Windfields Lodge - Cozy Lower Level Apartment
1 2
apartment , Oshawa
This basement suite in Oshawa offers a prime location, just 5 minutes from Ontario Tech and Durham College, and an 18-minute drive to Dagmar Ski Resort. This pet-friendly two-bedroom, two-bathroom dwelling accommodates up to four guests with a full kitchen, air conditioning, and fast Wi-Fi, featuring private ensuites for each bedroom and outdoor cameras for added safety.
Oshawa
06/27 – 07/04
$133/nighttotal: $931 (7 )
Stylish Fully Furnished Simcoe Lofts Downtown Oshawa Walk To Dining & Transit
1 2
apartment , Oshawa
This downtown Oshawa apartment, located in the Central neighborhood, offers easy access to restaurants, cafes, public transit, and attractions like the Oshawa Valley Botanical Gardens and Neb's Funworld. The modern one-bedroom loft features a fully equipped kitchen, fast Wi-Fi, a smart TV, and accommodates up to three guests, providing a comfortable stay near All or Nothing Brewhouse & Distillery and Landmark Cinemas Whitby.
Oshawa
08/03 – 08/31
$297/nighttotal: $8316 (28 )
Family Friendly 7-bed 3.5 Bath, Office, Wifi, Pool, Bbq, Patio Vacation Property
7 5
apartment , Oshawa
This Whitby vacation home, near a golf course and within 6 miles of Lake Ontario, the Whitby History Museum & Children's Centre, and the Oshawa Centre, offers ski-in/ski-out access in winter. This seven-bedroom, four-bathroom house sleeps ten, boasting a private pool, fenced yard, free WiFi, and a fully equipped kitchen including a fridge, microwave, and dishwasher.
9.9 31 reviews
Oshawa
07/31 – 08/02
$103/nighttotal: $206 (2 )
Basement Apartment In Oshawa
1 2
apartment , Oshawa
This Oshawa apartment rental is conveniently located near Ontario Tech University, with easy access to public transportation and grocery stores. The one-bedroom, one-bathroom unit sleeps three guests and features a private entrance, 55-inch TV, fully equipped kitchen, in-unit laundry, and parking.
10 7 reviews
Oshawa
06/27 – 07/04
$97/nighttotal: $679 (7 )
1bd Basement Unit Newly Reno
1 2
apartment , Oshawa
This Oshawa home rental is conveniently located near Highway 401, offering easy access to the Oshawa Centre, UOIT, Durham College, and the Oshawa GO station. This 700-square-foot, one-bedroom, one-bathroom house sleeps two and includes a fully equipped kitchen, high-speed internet, a smart TV, driveway parking for up to three vehicles, and is ideal for professionals, couples, or solo travelers.
10 3 reviews
Oshawa
07/01 – 07/04
$380/nighttotal: $1140 (3 )
Luxury 4br | Jacuzzi | 2 Ensuites | Gas Fireplace
1 5
apartment , Oshawa
This four-bedroom house, located just off Highway 407, offers proximity to Durham College and Ontario Tech University, Oshawa Centre Mall, and the Tribute Communities Centre, with parks and trails within walking distance. This residence accommodates up to eight guests with four bedrooms and three bathrooms, featuring a fully equipped kitchen with quartz countertops, a breakfast nook, a family room with a gas fireplace, a jacuzzi, a dedicated home office, a 2-car garage, and a backyard.
10 1 review
Oshawa
07/01 – 07/07
$163/nighttotal: $978 (6 )
Welcome To Your Home Away From Home In Whitby!
1 2
apartment , Oshawa
This renovated three-bedroom, two-bathroom rental property is located in Whitby's Blue Grass Meadows, just a 5-minute drive (approximately 26,400 feet) from Highway 401 and the GO Station, offering excellent access for travelers. This pet-friendly rental unit accommodates up to five guests and features a modern kitchen with a gas stove and new appliances, heated bathroom floors, and in-unit laundry, making it ideal for families and business travelers.
9.5 15 reviews
Oshawa
07/01 – 07/04
$479/nighttotal: $1437 (3 )
4br 4ba•3000ft²•majestic Home•oshawa-fits8
1 5
apartment , Oshawa
This Oshawa apartment rental is conveniently located near Lakeview Park Beach, a short drive away. The spacious 4-bedroom, 3.5-bathroom unit sleeps up to 8 guests and boasts a fully equipped kitchen, in-unit Jacuzzi, fitness center access, free parking for two cars, and a dedicated office space.
9.5 106 reviews
Oshawa
06/26 – 06/28
$99/nighttotal: $198 (2 )
A Luxurious One Bed Apartment And Kitchenette
1 2
apartment , Oshawa
This Oshawa apartment rental offers a convenient location near Oshawa's local attractions, though the exact distance and specific attractions are not detailed. The one-bedroom unit features a fully equipped kitchen (fridge, freezer, microwave), air conditioning, one bathroom, complimentary laundry service, garage and off-street parking, self-check-in, and comfortably accommodates two guests.
8.0 4 reviews
Oshawa
09/05 – 09/06
$969/nightfor 1 night
Comfort King (White House)
1 7
apartment , Oshawa
This centrally located Oshawa house, perfect for groups up to 11, offers easy access to downtown amenities and attractions, though precise distances to specific landmarks remain unspecified. The four-bedroom, two-bathroom home includes a fully equipped kitchen with fridge, freezer, and microwave, air conditioning, and on-site fitness center and parking; further details on interior design and specific nearby activities are unavailable.
Oshawa
06/25 – 06/26
$89/nightfor 1 night
Amazing View And Comfy Stay
1 2
apartment , Oshawa
This apartment in Oshawa is located in a quiet district, offering a peaceful retreat. This one-bedroom, one-bathroom unit accommodates up to two guests and includes internet, a kitchen, and air conditioning for a relaxed stay.
Oshawa
09/05 – 09/06
$877/nightfor 1 night
Secluded Tranquil 4 Bedroom Property
4 7
apartment , Oshawa
This new four-bedroom house is located in Oshawa's Kedron neighborhood, offering easy access to major roads and attractions like Parkwood Estate and the Canadian Automotive Museum. This spacious home accommodates up to 10 guests with four bedrooms and three bathrooms, featuring a fully equipped modern kitchen, in-suite laundry, and high-speed WiFi.
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.
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.
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.
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.
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
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.
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.
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.
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?
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 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?
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.
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.
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.
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.
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
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.
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.
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.
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.