Compare Vacation Rentals & Airbnb in Whitby

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Whitby vacation rentals
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1357 Rentals and Airbnb in Whitby

Best family friendly Whitby vacation rentals

Among the 1357 accommodations in Whitby, here are the 4 best family friendly rentals

Stylish 3 Br Apt W/ Free Parking, Wifi & Patio - Whitby
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.
Cozy Suite-close To Pickering Casino Resort, Dog Parks, And Waterfront Trail - Whitby
10 8 reviews

Cozy Suite-close To Pickering Casino Resort, Dog Parks, And Waterfront Trail

apartment, Toronto
This self-contained basement flat in Ajax, Ontario, offers easy access to Deer Creek Golf Course and Lake Ontario, approximately 30-40km from Toronto attractions including the Toronto Zoo and Veterans' Point Gardens.
The one-bedroom, one-bathroom apartment sleeps three guests and features a fully equipped kitchenette, private entrance, air conditioning, parking, and internet access; nearby recreational activities include golfing and exploring Rouge National Urban Park.
Luxury Remodel W Hot Tub, 6 Bdrm W 3 King Beds. - Whitby
10 8 reviews

Luxury Remodel W Hot Tub, 6 Bdrm W 3 King Beds.

apartment, Toronto
This spacious Ajax holiday home, near Pickering Casino Resort and Ajax Convention Centre (within 5km), offers easy access to Veterans' Point Gardens and Lake Ontario (within 10km).
The 325 square metre property boasts six bedrooms, three bathrooms, sleeps twelve guests, and includes a jacuzzi, fitness centre, tennis court, and private garden with barbecue facilities.
King Bed, Home Gym, 4 Tvs, Near Recreational Parks, Tennis Court, Shops! - Whitby
No reviews

King Bed, Home Gym, 4 Tvs, Near Recreational Parks, Tennis Court, Shops!

house, Toronto
This 4-bedroom detached house is located in a family-friendly neighbourhood in the Toronto area, offering convenient access to main routes and highways, with Durham Regional Forest and Ajax Waterfront Park approximately 8 kilometres away.
This spacious detached house spans 232 square metres, featuring private entrance, an open-concept layout, four bedrooms including one with a King-sized bed and another with a Queen-sized bed, two bathrooms, a separate kitchen equipped with a fridge, microwave oven, and dishwasher, ample common areas with office desks, a garden, air conditioning, parking, and capacity for eight guests, with pets welcome.

Best Whitby vacation rentals with parking

Comfy 2br Apt Near Beach & Downtown | Free Parking - Whitby
9.4 13 reviews

Comfy 2br Apt Near Beach & Downtown | Free Parking

apartment, Oshawa
This Oshawa basement flat is conveniently located near downtown (less than 5 km), Lakeview Park (8 km), Ontario Tech University and Durham College (19 km), with easy access to Highway 401 and GO Transit.
The two-bedroom self-catering property sleeps four guests, offering free on-site parking, high-speed Wi-Fi, a smart TV, and a fully equipped kitchen, plus a garden.
2 Bedroom Basement Apt. With Separate Entrance - Whitby
8.6 7 reviews

2 Bedroom Basement Apt. With Separate Entrance

apartment, Oshawa
This two-bedroom flat in Oshawa is located in a quiet area, offering straightforward access to major motorways, GO Transit stations, and a variety of shops, restaurants, and supermarkets.
This apartment accommodates up to four guests and features a kitchen with a fridge, air conditioning, and internet, making it suitable for families seeking a peaceful stay with convenient access to amenities.
Whitby Gateway - 2br 3bd 2wr Kitchen Laundry - Whitby
9.0 2 reviews

Whitby Gateway - 2br 3bd 2wr Kitchen Laundry

apartment, Oshawa
This Whitby holiday home, near Oshawa, offers convenient access to Thermëa by Bota Bota, spa, Pickering Casino Resort, and Lakeridge Ski Resort, all within a 20-30 kilometre radius.
The two-bedroom, two-bathroom apartment sleeps seven, features a private garden, spa access, parking, and a well-equipped kitchen including a dishwasher, microwave, and fridge; enjoy nearby attractions such as Lynde Shores Conservation Area and Whitby's waterfront.
King Bedroom Stylish Unit With Seperate Entrance - Whitby
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.

Frequently Asked Questions about vacation rentals in Whitby

  • What should a first-time visitor not miss in Whitby?

    For a first-time visit, you should definitely check out the Whitby Lighthouse, the beautiful waterfront, and the historic downtown area. There are also some great museums like the Whitby Museum and the Lynde House Museum.
  • What are the best Airbnb and vacation rentals in Whitby?

    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 among travelers.

  • Which neighborhood in Whitby should you consider for a vacation rental?

    The best neighbourhood for a vacation rental is probably the downtown area, close to the waterfront. It's within walking distance of shops, restaurants, and attractions, and it's also close to the GO Train station for easy access to Toronto.
  • What are the most popular Airbnbs in Whitby?

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

  • What are the top family-friendly attractions in Whitby?

    For families, the Lynde Shores Conservation Area is a great spot. There are plenty of trails for walking and cycling, and the kids will love the playground and the chance to see the wildlife. The waterfront is also great for families, with plenty of space to run around and play.
  • What are the best vacation rentals with a pool in Whitby?

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

    The best time to book a vacation rental in Whitby is in the spring or autumn. It's not as busy as the summer months, so you'll get better deals and enjoy a more relaxed atmosphere. The weather is still nice, and you'll avoid the crowds.
  • What are the best rentals for families and kids in Whitby?

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

    Whitby has a lot of events and festivals throughout the year. The Whitby Waterfront Festival is a big one, with live music, food, and activities. There's also the Whitby Farmers' Market, which runs every Saturday from June to October.
  • What are the best rentals or Airbnbs with a jacuzzi in Whitby?

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

    For budget-friendly activities, you can't beat a walk along the waterfront. It's free, and there are plenty of things to see and do. The Whitby Public Library is also a great option for a free afternoon, with plenty of books, movies, and events.
  • What are the best restaurants with local dishes in Whitby?

    For local dishes, try the Whitby Fish Market. They've got fresh seafood, and you can even watch them prepare it. The Whitby Inn is also a good option, with a traditional pub menu and a great atmosphere. If you're feeling adventurous, try the Whitby Farmers' Market for some local produce and baked goods.
  • What are the best walking or cycling routes in Whitby?

    The Waterfront Trail is a great option for a walk or cycle. It runs along the shore of Lake Ontario and offers stunning views. For a shorter walk, try the trail around the Whitby Marina. It's a beautiful area, and you'll see plenty of boats and wildlife.
  • Are there pet-friendly attractions in Whitby?

    Yes, there are a few pet-friendly attractions in Whitby. The Waterfront Trail is a great option for a walk with your dog. The Lynde Shores Conservation Area is also pet-friendly, but dogs must be kept on a leash.
  • What are the benefits of choosing a vacation rental in Whitby?

    Vacation rentals offer more space and privacy than a hotel room. They're also often located in more desirable areas, and you'll have access to a kitchen and laundry facilities. Plus, you can often find vacation rentals for a lower price than a hotel.
  • What are the top sports attractions and facilities in Whitby?

    Whitby has a few great sports facilities, including the Iroquois Park Sports Complex. There are a variety of fields for soccer, baseball, and rugby, as well as tennis courts and a playground. The Whitby Sports Complex is also a great option, with an indoor pool, fitness centre, and ice rink.

Popular destinations

Best Whitby vacation rentals with a balcony

Detached 3 Br Home In Ajax,on - Whitby
9.5 132 reviews

Detached 3 Br Home In Ajax,on

apartment, Toronto
This four-bedroom home is located in a peaceful suburban area, just 12 miles from the Toronto Zoo and 26 miles from the Ontario Science Centre. The property has received excellent ratings for its cleanliness, location, and overall experience.
The spacious 158 square metre apartment can comfortably accommodate up to eight guests. Amenities include a fully equipped kitchen, a private garden, free parking, and free Wi-Fi, making it ideal for families or groups looking for a comfortable and convenient stay.
Stunning & Bright - My Home Is Close To The Highway & Thermea Spa - Whitby
8.0 7 reviews

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

apartment, Oshawa
This spacious Whitby holiday home, situated approximately 9.6km from Oshawa's Oshawa Valley Botanical Gardens and Neb's Funworld, and 9.6km from Deer Creek Golf Course, offers convenient access to local attractions.
The 325 square metre property boasts four bedrooms, four bathrooms, sleeps six guests, and includes a fully equipped kitchen, Jacuzzi, fitness centre, and private garden, alongside nearby options for golf and family entertainment.
Chic 2-br Urban Retreat | Near Beach| Free Parking - Whitby
9.0 4 reviews

Chic 2-br Urban Retreat | Near Beach| Free Parking

apartment, Oshawa
This centrally located Oshawa apartment is within 1.6km of the All or Nothing Brewhouse & Distillery, the Canadian Automotive Museum, and The Robert McLaughlin Gallery, and within 3.2km of the Tribute Communities Centre and Oshawa Valley Botanical Gardens.
The two-bedroom, one-bathroom flat sleeps four guests and offers free Wi-Fi, a fully equipped kitchen, a private fenced yard, and parking; enjoy nearby attractions such as the Oshawa Valley Botanical Gardens.
Your Home Away From Home In Courtice - Whitby
No reviews

Your Home Away From Home In Courtice

apartment, Oshawa
This Clarington flat offers a prime location near a golf course and beach, situated 7.2 kilometres from Oshawa Centre and 6.4 kilometres from the Tribute Communities Centre.
This two-bedroom, one-bathroom dwelling accommodates four guests and features a private garden, terrace, air conditioning, a well-equipped kitchen with an oven and microwave, and complimentary Wi-Fi.

Best Whitby vacation rentals with air conditioning

Whitby Family Retreat: Comfort & Convenience! - Whitby
9.6 46 reviews

Whitby Family Retreat: Comfort & Convenience!

apartment, Oshawa
This Whitby house, ideal for families, is conveniently located near major highways, offering easy access to Oshawa's attractions and restaurants.
This four-bedroom, two-bathroom property sleeps eight guests, boasting a fully equipped kitchen, free driveway parking for four cars, a 55-inch Smart TV, high-speed internet, and professional cleaning.
Pleasure Place - Whitby
10 8 reviews

Pleasure Place

apartment, Oshawa
This Oshawa apartment, ideally located near local shops and restaurants, offers a convenient base for exploring the city.
The self-contained flat features a queen-sized bed, full kitchen, laundry facilities, and private parking, comfortably accommodating two guests.
Lake Ontario Retreat 2br Suite, 2-min Walk To Lake - Whitby
No reviews

Lake Ontario Retreat 2br Suite, 2-min Walk To Lake

house, Oshawa
This Oshawa detached house is located a short walk from Lake Ontario, approximately 58 kilometres from Billy Bishop Toronto City Airport.
This property offers 112 square metres of living space, accommodating up to 5 guests with 1 bedroom and 1 bathroom, and includes a kitchenette, WiFi, air conditioning, and soundproofing.
Luxury Escape Apt To Relax With Kitchen & Parking - Whitby
9.7 54 reviews

Luxury Escape Apt To Relax With Kitchen & Parking

apartment, Oshawa
This stylish basement flat is located in Oshawa, just a short walk from both the Thermëa spa village and the Heber Down Conservation Area, offering a peaceful retreat close to nature and relaxation. The property has received excellent ratings for its cleanliness, location and overall experience.
The flat has one bedroom and one bathroom, comfortably accommodating up to five guests. It features a well-equipped kitchen with a fridge, freezer, microwave oven and dishwasher, as well as air conditioning and a private entrance for added privacy. Guests can enjoy a range of activities within easy reach, including exploring the conservation area, relaxing at the spa, or simply enjoying the quiet and serene location.
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