Holiday Rentals in Pickering

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Pickering holiday rentals
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Best Holiday rentals and Airbnb offers in Pickering

Explore Holiday Rentals for Families in Pickering

Getting the holiday rental right makes all the difference for a family trip to Pickering. Find city attractions within easy reach. Start comparing now.

3bdr Scarborough Family Home, Parking, Bbq, Zoo - Pickering
Pickering
09/08 – 23/08
£348/nighttotal: £4872 (14 )

3bdr Scarborough Family Home, Parking, Bbq, Zoo

3 2
house , Toronto
This family-friendly villa is located in Toronto's Scarborough district, approximately 7.2 kilometres from the Toronto Zoo and 19.3 kilometres from the Ontario Science Centre.
This spacious property offers 3 bedrooms, a kitchen, free WiFi, and private parking, accommodating up to 11 guests with a check-out time of 11:00 AM.
Brand New 2 Bedroom Basement Apartment (1) - Pickering
9.7 127 reviews
Pickering
04/09 – 07/09
£104/nighttotal: £312 (3 )

Brand New 2 Bedroom Basement Apartment (1)

1 3
apartment , Toronto
This fully furnished basement flat is conveniently located in a central Toronto neighbourhood, close to major stores and highways, making it an ideal base for exploring the city. The property has received excellent ratings for cleanliness, location and overall experience.
The two-bedroom flat comfortably accommodates up to four guests and is equipped with a fridge, freezer, microwave oven, and air conditioning. Guests can enjoy free parking on the driveway and benefit from the property being fully furnished, including all appliances, ensuring a comfortable and convenient stay.
Queen Suite — Central Location + Highway - Pickering
9.7 35 reviews
Pickering
09/08 – 23/08
£56/nighttotal: £784 (14 )

Queen Suite — Central Location + Highway

1 2
apartment , Toronto
This one-bedroom apartment is located in Ajax, a suburb of Toronto, just 15 kilometres from the city centre, offering easy access to the city and surrounding areas. The apartment has received excellent ratings for location, cleanliness, and user experience.
The apartment has a comfortable queen bed, a sofa bed, and can accommodate up to five guests. Guests can enjoy a fully equipped kitchen, free internet, a smart TV with streaming services, and a washing machine and dryer for added convenience.
Spacious 4 Bedroom Near Rouge Park/toronto Zoo - Pickering
9.6 60 reviews
Pickering
10/10 – 16/10
£147/nighttotal: £882 (6 )

Spacious 4 Bedroom Near Rouge Park/toronto Zoo

1 4
apartment , Toronto
This four-bedroom house in Pickering, Ontario, is situated approximately 35 km east of Toronto city centre, offering easy access to Rouge National Urban Park and its hiking trails.
The property provides ample space for eight guests, boasting a fully equipped kitchen, private garden with gazebo, and workspace, alongside free parking for two cars.

Popular Holiday Rentals with Parking in Pickering

On-site parking takes one thing off your list when visiting Pickering. Our holiday rentals have it included.

Cozy Private Backyard Garden Studio - Pickering
8.4 7 reviews
Pickering
01/10 – 31/10
£83/nighttotal: £2490 (30 )

Cozy Private Backyard Garden Studio

1 2
studio , Toronto
This pet-friendly studio apartment is located in Pickering, Ontario, approximately 13.4 kilometres from the Toronto Zoo and further from downtown Toronto attractions such as the Ontario Science Centre.
The 37-square-metre self-contained unit sleeps three guests and features a fully equipped kitchen, private garden, free Wi-Fi, parking, and in-unit laundry facilities.
Cosy Oasis, For Whole The Family Lots Of Entertainment, Activities, And Scenery. - Pickering
Pickering
30/06 – 31/07
£173/nighttotal: £5363 (31 )

Cosy Oasis, For Whole The Family Lots Of Entertainment, Activities, And Scenery.

2 2
apartment , Oshawa
This two-bedroom, two-bathroom flat in Ajax offers a convenient base for exploring the Oshawa area, located 30 minutes by train from downtown Toronto and 15 kilometres from the Toronto Zoo.
This apartment sleeps six guests and features air conditioning, Wi-Fi, a microwave oven, and parking, with parks, shops, and transit all within a short walk.
City Comfort Meets Nature  Walk To Lake & Trails - Pickering
Pickering
01/08 – 30/11
£130/nighttotal: £15730 (121 )

City Comfort Meets Nature Walk To Lake & Trails

3 2
apartment , Toronto
This three-bedroom flat is located in the Scarborough district of Toronto, offering convenient access to local amenities and a reasonable distance from downtown attractions such as the Hockey Hall of Fame and the Royal Ontario Museum.
This furnished apartment accommodates up to six guests and includes a microwave, dishwasher, air conditioning, and free three-car parking, with the basement area excluded for privacy.
Luxury Ground-level "Suite Escape" - Pickering
9.9 117 reviews
Pickering
01/10 – 31/10
£89/nighttotal: £2670 (30 )

Luxury Ground-level "Suite Escape"

1 2
house , Toronto
This guest suite is situated in Pickering, Ontario, just 30-40 minutes from downtown Toronto and Pearson Airport, offering easy access to the city's attractions and amenities. The property has consistently received excellent ratings for its cleanliness, location, and user experience.
The self-contained apartment comfortably accommodates two guests and features a modern design with a queen bed, a spa bathroom with a towel warmer, a fireplace, a designated workstation, a 65” TV, air conditioning, a kitchenette, and parking. Guests can enjoy a peaceful retreat from the city while still being close to major highways, public transportation, and various attractions, including malls, cinemas, casinos, waterfront, hiking trails, golf courses, and wineries.

Frequently asked questions about holiday rentals in Pickering

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

    The neighbourhood of Rougemount is a good choice for a vacation rental. It's close to the waterfront and has a variety of restaurants and shops. If you're looking for a more rural setting, the neighbourhood of Pickering Village might be a better fit.
  • What are the best Airbnb and holiday rentals in Pickering?

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

    The Pickering Museum Village is a great place to take the kids, they'll love seeing the old-fashioned buildings and learning about how people used to live. The Toronto Zoo is also a popular choice, and it's only a short drive from Pickering. The waterfront is another great place to spend a day with the family, there's a playground, a splash pad, and plenty of space to run around.
  • What are the most popular Airbnbs in Pickering?

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

    The best time to book a vacation rental in Pickering is during the shoulder seasons, from April to June or September to October. The weather is still pleasant during these months, but the crowds are smaller and the prices are lower.
  • What are the best holiday rentals with a pool in Pickering?

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

    You can enjoy a picnic at Frenchman's Bay. The Rouge National Urban Park has plenty of free trails to explore. And of course, the Pickering Museum Village is always a great option for a budget-friendly day out.
  • What are the best rentals for families and kids in Pickering?

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

    The Pickering Village Restaurant is a great place to try some local dishes, they have a wide selection of Canadian classics. The Pickering Waterfront Restaurant is also a good choice, they have a beautiful view of the lake and offer a variety of fresh seafood dishes.
  • What are the best rentals or Airbnbs with a jacuzzi in Pickering?

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

    The Waterfront Trail is a popular walking and cycling route that runs along the shore of Lake Ontario. It's a great way to enjoy the scenery and get some exercise. The Rouge National Urban Park also has a number of trails for walking and cycling, and there's something for everyone, from easy strolls to challenging climbs.
  • Are there pet-friendly attractions in Pickering?

    The Rouge National Urban Park is a great place to bring your dog, there are plenty of trails for walking and running. The Pickering Waterfront is also pet-friendly, there's a dog park and plenty of space for your furry friend to run around.
  • What are the benefits of choosing a vacation rental in Pickering?

    Vacation rentals offer more space and privacy than a hotel room. They also often have a kitchen and laundry facilities, which can be very convenient for families or groups. And of course, you can often get a better value for your money by choosing a vacation rental.
  • What are the top sports attractions and facilities in Pickering?

    The Pickering Recreation Complex is a great place to find a variety of sports facilities, including an ice rink, a swimming pool, and a fitness centre. The Canadian Tire Motorsport Park is also a popular destination for motorsports fans, they host a variety of races throughout the year.

Destinations nearby

Top Holiday Rentals with a Balcony in Pickering

Choosing a holiday rental in Pickering with a private balcony offers city skyline views that are worth every penny. Compare options and find yours.

Furnished Family Home Near Toronto - Great Location Game Room - Backyard - Parking & Self Checkin - Pickering
9.3 18 reviews
Pickering
10/10 – 16/10
£226/nighttotal: £1356 (6 )

Furnished Family Home Near Toronto - Great Location Game Room - Backyard - Parking & Self Checkin

3 5
house , Toronto
This three-bedroom house is situated in Pickering, a suburb of Toronto, located 27 kilometres from the Ontario Science Centre and 37 kilometres from the Royal Ontario Museum, offering a peaceful escape from the city's hustle and bustle. The property has received excellent ratings for cleanliness, location and overall experience.
This spacious home, covering 19 square metres, comfortably accommodates up to seven guests. The house features a fully equipped kitchen, a private balcony with garden views, a water park, complimentary Wi-Fi, private parking, and is conveniently located near cycling and hiking trails.
Fabulous Family Home In Toronto - Pickering
Pickering
10/10 – 16/10
£235/nighttotal: £1410 (6 )

Fabulous Family Home In Toronto

1 4
house , Toronto
This Toronto apartment is located approximately 9.2 kilometres from the Toronto Zoo and 16.1 kilometres from the Ontario Science Centre, with the Hockey Hall of Fame and Royal Ontario Museum also around 22.5 kilometres away.
This one-bedroom rental offers free Wi-Fi, on-site parking, and a fully equipped kitchen, accommodating up to nine guests with a 11:00 AM check-out.
King Bed Convenience On Main Floor - Pickering
Pickering
27/06 – 04/07
£336/nighttotal: £2352 (7 )

King Bed Convenience On Main Floor

4 2
apartment , Toronto
This three-bedroom Ajax apartment, approximately 40 kilometres east of Toronto, offers convenient access to the Toronto Zoo and public transport links.
The self-catering property sleeps six, features a terrace, and includes a fridge, microwave, dishwasher, and air conditioning; nearby attractions include the Whitby Museum and Lynde Shores Conservation Area.
3-bed 3-bath Cozy Vacation House In Ajax, Greater Toronto Area Gta, On, Canada - Pickering
9.8 7 reviews
Pickering
09/08 – 23/08
£234/nighttotal: £3276 (14 )

3-bed 3-bath Cozy Vacation House In Ajax, Greater Toronto Area Gta, On, Canada

3 2
apartment , Toronto
This Ajax holiday home, near the Ajax Convention Centre (2.4km) and Pickering Casino Resort (3.4km), offers easy access to public transport and is ideally located for exploring Toronto.
This 185 square metre property boasts three bedrooms, three bathrooms, sleeps six guests, and includes a fully equipped kitchen, swimming pool, Jacuzzi, spa, and parking, making it perfect for a family getaway.

Best Pickering holiday rentals with air conditioning

Toronto Fifa Stay | 3br Near Go Train + Parking - Pickering
9.5 25 reviews
Pickering
10/10 – 16/10
£110/nighttotal: £660 (6 )

Toronto Fifa Stay | 3br Near Go Train + Parking

1 5
apartment , Toronto
This renovated two-bedroom flat on Finley Avenue in Ajax provides convenient access to local shops, restaurants, and public transport, placing you approximately 30 kilometres east of downtown Toronto.
This upper-floor apartment, accommodating up to four guests, features a fully equipped kitchen with a rice cooker, a modern bathroom, in-unit laundry, complimentary high-speed Wi-Fi, and a sofa bed in the living room.
The Homely Getaway - Pickering
Pickering
30/06 – 31/07
£63/nighttotal: £1953 (31 )

The Homely Getaway

1 2
apartment , Toronto
This Toronto flat offers a peaceful retreat in a quiet neighbourhood, with parks, shopping centres, restaurants, public transport, and major highways all within a 1 kilometre drive.
This cosy split-level flat accommodates two guests and features air conditioning, internet, a kitchen, and one bathroom, with convenient free parking available directly at the entrance.
Cozy & Charming Apt For 4 | Quiet & Privacy - Pickering
9.5 51 reviews
Pickering
01/08 – 30/11
£99/nighttotal: £11979 (121 )

Cozy & Charming Apt For 4 | Quiet & Privacy

1 2
apartment , Toronto
This Pickering, Ontario basement flat is situated in the West Shore area, a 3-minute walk from Pickering GO station, Pickering Town Centre, and Highway 401, offering easy access to Toronto Union Station via a 23-minute GO train journey.
The self-contained apartment sleeps four guests in two queen-sized bedrooms, one bathroom, and features a fully equipped kitchen (fridge, freezer, microwave), air conditioning, parking for one or two cars, and excellent guest reviews.
Spectacular Opulent Resort-like Getaway! - Pickering
Pickering
03/07 – 07/07
£1025/nighttotal: £4100 (4 )

Spectacular Opulent Resort-like Getaway!

1 10
apartment , Toronto
This exclusive two-level private condominium is situated in Toronto's Beaches neighbourhood, just 160 meters from the lake, boardwalk, and beach.
This 325 square meter apartment offers panoramic views of Toronto and Lake Ontario from its interior and a 232 square meter private rooftop retreat, featuring a hot tub for six and an outdoor kitchen, with personal concierge services available.
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