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Whitby, ON, Canada vacation rentals
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Best Vacation rentals and Airbnb offers in Whitby, ON, Canada

Top Vacation Rentals for Families in Whitby, ON, Canada

Ideal for family vacations, these Whitby, ON, Canada rentals or Airbnbs offer spacious layouts near top city attractions.

Safe Haven*msg Chair*arcades*home Theatre - Whitby, ON, Canada
10 12 reviews
Whitby, ON, Canada
08/01 – 08/08
$332/nighttotal: $2324 (7 )

Safe Haven*msg Chair*arcades*home Theatre

1 3
apartment , Oshawa
This contemporary house in Oshawa is conveniently located just five minutes from Highway 401, offering easy access to the city and surrounding areas. It has consistently received excellent ratings for its cleanliness, location, and overall user experience. This four-bedroom, two-bathroom home comfortably accommodates seven guests with its open-concept living space. The house is fully equipped for a relaxing stay with a spacious backyard, a dedicated home theater system, a fully equipped workspace, and a family-friendly room with games and exercise equipment.
King Bed Comfort On Main Floor - Whitby, ON, Canada
8.0 1 review
Whitby, ON, Canada
08/03 – 08/06
$1067/nighttotal: $3201 (3 )

King Bed Comfort On Main Floor

4 7
apartment , Toronto
This apartment is located in Ajax, a town east of Toronto, within easy reach of the Toronto Zoo and Whitby History Museum. It has received very good user and excellent location ratings. This 3-bedroom, 2-bathroom home offers 2500 square feet of space. The apartment features a fully equipped kitchen, a jacuzzi, a garden, parking, and air conditioning, perfect for a comfortable and enjoyable stay.
Blossom Nest - 4 Beds, 2.5 Baths, 3 Park - Whitby, ON, Canada
Whitby, ON, Canada
10/16 – 10/18
$238/nighttotal: $476 (2 )

Blossom Nest - 4 Beds, 2.5 Baths, 3 Park

1 4
apartment , Oshawa
This Oshawa rental condo offers high-speed internet, a dedicated workspace, and in-unit laundry, accommodating up to 8 guests with 2 bathrooms and a fully equipped kitchen featuring a freezer, microwave, and dishwasher.
Located in a new residential area of Oshawa, this family-friendly apartment is close to ongoing construction and new homes, with free parking for up to 3 vehicles, including driveway and garage access, and a master bedroom suite with a private ensuite bathroom.
The Continental: Luxury 6b/3.5b + Tesla Charger - Whitby, ON, Canada
10 6 reviews
Whitby, ON, Canada
07/01 – 07/31
$353/nighttotal: $10590 (30 )

The Continental: Luxury 6b/3.5b + Tesla Charger

1 2
apartment , Oshawa
This 4-bedroom, 3.5-bathroom house, named "The Continental," is located in Whitby, Ontario, offering proximity to Thermëa Spa and other local attractions.
This spacious dwelling accommodates up to 12 guests and features two living areas, a chef's kitchen, Smart TVs in every room, and is pet-friendly, making it ideal for families.

Best Whitby, ON, Canada vacation rentals with parking

King Bed Comfort On Main Floor - Whitby, ON, Canada
Whitby, ON, Canada
07/06 – 07/31
$479/nighttotal: $11975 (25 )

King Bed Comfort On Main Floor

4 4
apartment , Toronto
This 3-bedroom house rental is located in Ajax, Canada, offering easy access to the Ajax Waterfront Park and the Durham Region Conservation Area.
This 2690 sq ft residence features cathedral architecture, a grand family room, three bedrooms accommodating up to six guests, two bathrooms, a separate kitchen with modern appliances, and an outdoor patio, with on-site parking and complimentary WIFI.
Modern 1br  Private Entry  Kitchen & W/d - Whitby, ON, Canada
Whitby, ON, Canada
08/01 – 08/08
$144/nighttotal: $1008 (7 )

Modern 1br Private Entry Kitchen & W/d

1 3
apartment , Oshawa
This private 1-bedroom basement suite is located in the Eastdale neighborhood of North Oshawa, offering convenient access to Durham College and Ontario Tech, with Parkwood Estate just a short drive away.
This fully private apartment features a separate side entrance, a full kitchen, and in-unit laundry, accommodating up to three guests with free street parking and self check-in.
King Bed, 3 Tvs, Fifa Sports Channels And More!!! - Whitby, ON, Canada
Whitby, ON, Canada
06/20 – 06/27
$387/nighttotal: $2709 (7 )

King Bed, 3 Tvs, Fifa Sports Channels And More!!!

4 2
house , Toronto
This 2690 sq ft house is located in Ajax, Canada, offering convenient access to local attractions like Ajax Waterfront Park and Ajax Community Centre.
This spacious accommodation features three bedrooms with a guest capacity of six, a fully equipped kitchen, cathedral architecture, a family room, common area, dining room, office desk, TV room, outdoor patio, wireless internet, and parking.
Spacious Rougeview Home|2 Kitchens & 8-car Parking - Whitby, ON, Canada
9.8 66 reviews
Whitby, ON, Canada
10/02 – 10/04
$957/nighttotal: $1914 (2 )

Spacious Rougeview Home|2 Kitchens & 8-car Parking

7 14
apartment , Toronto
This spacious Scarborough rental, near Rouge National Urban Park and easily accessible to Highway 401, offers proximity to the Toronto Zoo and Scarborough Town Centre.
Sleeping up to 20 guests in 7 bedrooms and 4 bathrooms, this Toronto house boasts a large backyard, second-floor deck with Rouge views, on-site parking for 8 cars, a full kitchen with dishwasher, and is perfect for large groups or families visiting Toronto.

Frequently Asked Questions about vacation rentals in Whitby, ON, Canada

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

    The best time to book a vacation rental in Whitby is during the shoulder seasons, spring and fall. You'll get better rates and avoid the crowds of the summer months.
  • What are the best Airbnb and vacation rentals in Whitby, ON, Canada?

    Just Like Home, Private Apartment W/separate Entrance and Love And Relax At Dream Catcher Retreat are the most popular Airbnb and vacation rentals in Whitby, ON, Canada among travelers.

  • What events or festivals should visitors check out in and around Whitby?

    The Whitby Waterfront Festival is a popular event in July, with live music, food vendors, and activities. The Whitby Farmers' Market is also a great place to visit, running every Saturday from June to October.
  • What are the most popular Airbnbs in Whitby, ON, Canada?

    Among the Airbnbs in Whitby, ON, Canada, Just Like Home, Private Apartment W/separate Entrance and Love And Relax At Dream Catcher Retreat are the most popular ones.

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

    You can enjoy a free walk along the waterfront, explore the park at the Whitby Lighthouse, or check out the exhibits at the Whitby Museum. There are also lots of free events and activities happening throughout the year.
  • What are the best vacation rentals with a pool in Whitby, ON, Canada?

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

    The Old Mill Pub is a local favorite, known for its traditional pub fare and cozy atmosphere. If you're looking for something a bit fancier, try The Captain's Boil, which serves up delicious seafood dishes.
  • What are the best rentals for families and kids in Whitby, ON, Canada?

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

    The Waterfront Trail is a great option for both walking and cycling, offering scenic views of Lake Ontario. For a more challenging ride, try the Bruce Trail, which runs through the Niagara Escarpment.
  • What are the best rentals or Airbnbs with a jacuzzi in Whitby, ON, Canada?

  • Are there pet-friendly attractions in Whitby?

    Yes, many of Whitby's parks and trails are pet-friendly. The waterfront is also a popular spot for dog walkers.
  • What are the benefits of choosing a vacation rental in Whitby?

    Vacation rentals offer more space and privacy than a hotel room, and you can often find rentals with kitchens so you can cook your own meals. Plus, you'll be able to experience Whitby like a local.
  • What are the top sports attractions and facilities in Whitby?

    Whitby is home to the Iroquois Park Sports Complex, which offers a variety of sports fields and facilities, including a baseball diamond, soccer fields, and a tennis court. The Whitby Arena is also a popular spot for ice hockey and other winter sports.

Destinations nearby

Best Vacation Rentals with Balconies in Whitby, ON, Canada

Wake up to breathtaking views at these Whitby, ON, Canada vacation rentals with balconies, perfect for your morning coffee.

King Bed Convenience On Main Floor - Whitby, ON, Canada
Whitby, ON, Canada
08/01 – 08/08
$764/nighttotal: $5348 (7 )

King Bed Convenience On Main Floor

4 3
apartment , Toronto
This Ajax rental is conveniently located near major routes and public transportation, offering easy access to Toronto attractions like the Toronto Zoo and Whitby's cultural sites, including the Whitby Museum and Herongate Barn Theatre.
This three-bedroom, one-bathroom apartment comfortably sleeps six guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher, plus air conditioning, a terrace, and free internet access.
Brand New Luxurious 4b Townhouse - Whitby, ON, Canada
9.8 12 reviews
Whitby, ON, Canada
10/18 – 10/22
$243/nighttotal: $972 (4 )

Brand New Luxurious 4b Townhouse

4 7
house , Oshawa
This brand-new, four-bedroom townhouse in Oshawa is conveniently located 7.3 miles from the Oshawa GO Station, offering easy access to Toronto and attractions like the Toronto Zoo (approximately 25 miles away).
The 1800-square-foot property boasts three bathrooms, a fully equipped kitchen, free Wi-Fi, private parking, and can comfortably accommodate up to 15 guests.
Modern Gem| 2026 Fifa - 40 Mins To Bmo Field | Thh - Whitby, ON, Canada
Whitby, ON, Canada
08/26 – 08/29
$374/nighttotal: $1122 (3 )

Modern Gem| 2026 Fifa - 40 Mins To Bmo Field | Thh

3 2
house , Toronto
This three-story townhouse, located in Ajax, Ontario, offers easy access to Toronto attractions like the Toronto Zoo and Markham Museum, and is a short drive from Lynde Shores Conservation Area.
This 2167-square-foot (1990 sq ft converted from metric) rental boasts three bedrooms, three bathrooms, and can comfortably accommodate up to ten guests, featuring a fully equipped kitchen, Wi-Fi (3.5 Gbps), a patio, parking, and in-unit laundry.
Spacious 3 Bedroom Walkout Basement Apartment - Whitby, ON, Canada
9.2 16 reviews
Whitby, ON, Canada
10/16 – 10/18
$175/nighttotal: $350 (2 )

Spacious 3 Bedroom Walkout Basement Apartment

3 4
apartment , Toronto
This Ajax, Ontario rental is conveniently located near the Ajax Convention Centre and Deer Creek Golf Course, about 3 miles from each, with Pickering Casino Resort within 6 miles.
This three-bedroom, two-bathroom apartment sleeps six, offering a fully equipped kitchen, in-unit laundry, free Wi-Fi, a balcony, and convenient parking.

Best Whitby, ON, Canada vacation rentals with air conditioning

Beautiful Cottage In Ajax - Whitby, ON, Canada
9.8 81 reviews
Whitby, ON, Canada
08/03 – 08/06
$1148/nighttotal: $3444 (3 )

Beautiful Cottage In Ajax

1 7
apartment , Oshawa
This 7-bedroom rental is located in Ajax, a charming town just a short drive east of Oshawa. It has earned excellent ratings for location, cleanliness, and user experience. This spacious home comfortably accommodates 16 guests and features a fully-equipped kitchen with a fridge, microwave, and dishwasher. Enjoy a relaxing stay with amenities like air conditioning, a swimming pool, and parking, as well as easy access to Highway 401 for exploring the Greater Toronto Area.
2 Bedroom Basement Apartment For Short Stay - Whitby, ON, Canada
9.8 99 reviews
Whitby, ON, Canada
07/31 – 08/02
$136/nighttotal: $272 (2 )

2 Bedroom Basement Apartment For Short Stay

1 2
apartment , Oshawa
Located in Oshawa, this apartment is an excellent choice for travelers seeking a comfortable and convenient stay. With excellent ratings for location, cleanliness, and user experience, this apartment guarantees a pleasant and hassle-free experience.
The apartment features one bathroom and can accommodate up to four guests. It offers a fully equipped kitchen with a fridge and microwave oven, as well as air conditioning for your comfort. Additionally, guests can enjoy access to a garden, parking, and high-speed internet.
King Bed, 3 Tvs, Fifa Sports Channels And More - Whitby, ON, Canada
Whitby, ON, Canada
08/03 – 08/06
$909/nighttotal: $2727 (3 )

King Bed, 3 Tvs, Fifa Sports Channels And More

4 7
house , Toronto
This vacation home is situated in Ajax, offering convenient access to Toronto landmarks, including the Toronto Zoo at 10 miles and the Ontario Science Centre at 23 miles.
This 2690 square foot house features 3 bedrooms, 1 bathroom, a full kitchen with a dishwasher and microwave, air conditioning, Wi-Fi, and parking, with a check-out time of 11:00 AM.
Private Suite - Ajax By The Lake - Whitby, ON, Canada
9.8 53 reviews
Whitby, ON, Canada
08/26 – 08/29
$84/nighttotal: $252 (3 )

Private Suite - Ajax By The Lake

1 2
apartment , Toronto
This Toronto apartment is conveniently located in a quiet suburban neighborhood, just a short drive from Lake Ontario and parks, with easy access to the Ajax GO station and Highway 401. It boasts excellent user, location, and cleanliness ratings, making it a comfortable and enjoyable stay for travelers. This one-bedroom unit comfortably accommodates up to three guests and features a fully equipped kitchen, a washer and dryer, and Chromecast for entertainment. Guests can enjoy the convenience of a separate entrance, a private guest suite, and access to a variety of amenities, including a microwave, kettle, toaster, and Nespresso machine.
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