Compare Vacation Rentals & Airbnb in Pickering

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Pickering vacation rentals
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1702 Rentals and Airbnb in Pickering

Best family friendly Pickering vacation rentals

Among the 1702 accommodations in Pickering, here are the 4 best family friendly rentals

Newly Renovated 2br Basement Suite, Private Entry - Pickering
9.3 4 reviews

Newly Renovated 2br Basement Suite, Private Entry

apartment, Claremont
This one-bedroom basement flat in Pickering offers a private entrance, situated 35 kilometres from The Distillery District and 39 kilometres from Ryerson University, with convenient complimentary private parking.
This family-friendly apartment spans 56 square metres, accommodating up to seven guests with a fully equipped kitchen including a dishwasher and oven, air conditioning, free Wi-Fi, and an in-unit washing machine, located 11 kilometres from the Toronto Zoo and 34 kilometres from the Ontario Science Centre.
Executive Retreat/forest Trails/golfing/skating - Pickering
10 2 reviews

Executive Retreat/forest Trails/golfing/skating

apartment, Scugog
This executive forest retreat is located in Whitby, a rural district adjacent to the Royal Ashburn Golf Club, offering convenient access to Durham Forest's scenic trails and the charming towns of Port Perry and Oshawa, which are within a 20-kilometre radius.
This 93 square metre apartment, suitable for up to four guests, provides a countryside living experience with a terrace/balcony, garden, air conditioning, and a kitchen equipped with a fridge, microwave, and dishwasher, while nearby attractions include Port Perry Fair Ground and Lynde Shores Conservation Area.
Wildflower By The Bay - Pickering
10 90 reviews

Wildflower By The Bay

house, Toronto
This Pickering guest suite, a short walk from Lake Ontario and the Waterfront Trail, offers easy access to Toronto's city centre via Pickering GO station (a 40-minute train journey).
The self-contained apartment features a queen bed, a sofa bed, a kitchenette with microwave and fridge, accommodating up to three guests and is located close to a park and playground.
Serene Stays - Pickering (5beds, 2.5baths, 4park) - Pickering
9.8 147 reviews

Serene Stays - Pickering (5beds, 2.5baths, 4park)

apartment, Oshawa
This spacious Pickering house, near the Toronto Zoo (approx. 22.5km) and Pickering Casino Resort (approx. 22.5km), offers convenient access to major attractions.
Sleeping up to 10 guests in four bedrooms and two bathrooms, the property features a fully equipped kitchen, high-speed internet (up to 2.5Gbps), a private patio, and free parking for four cars.

Best Pickering vacation rentals with parking

By-the-bay 3 Bed 2 Bath Cottage! - Pickering
10 4 reviews

By-the-bay 3 Bed 2 Bath Cottage!

apartment, Toronto
This three-bedroom Pickering holiday home, a short distance from Frenchman's Bay and a 15-minute walk from Pickering GO station (providing a 40-minute train journey to Toronto city centre), offers easy access to the Toronto Zoo (approx. 24km away) and the 401 highway.
The self-contained property sleeps five, features two bathrooms (one en-suite), a full kitchen, in-unit laundry, high-speed internet, and a private yard and patio; nearby amenities include restaurants, shops, and the waterfront trail.
Spacious 3br Basement Suite  Private Entry - Pickering
No reviews

Spacious 3br Basement Suite Private Entry

apartment, Toronto
This private 3-bedroom basement flat is situated in Pickering, a district to the east of Toronto, providing easy access to the city's attractions and amenities, with the city centre approximately 30 kilometres away.
This accommodation offers a fully equipped kitchen with a full-size fridge and microwave, high-speed Wi-Fi, in-suite laundry, and free parking, accommodating up to six guests, with a spacious garden available for outdoor relaxation.
Luxury Stay W/ Chefs Kitchen - Pickering
No reviews

Luxury Stay W/ Chefs Kitchen

apartment, Toronto
This Pickering holiday home is situated 0.8km from Lake Ontario, 4.8km from Rouge National Urban Park, and 9.6km from Pickering Casino Resort, offering easy access to Toronto-area attractions.
The three-bedroom, two-bathroom property sleeps six guests and boasts a fully equipped kitchen with appliances including a fridge, microwave, and dishwasher, plus free Wi-Fi, on-site parking, and air conditioning.
3-bed 3-bath Cozy Vacation House In Ajax, Greater Toronto Area Gta, On, Canada - Pickering
9.8 7 reviews

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

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.

Frequently Asked Questions about vacation rentals in Pickering

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

    For a first-time visit, you should definitely check out the Rouge National Urban Park. It's a beautiful spot with lots of walking trails and wildlife to see. If you're interested in history, head to the Pickering Museum Village to see what life was like in the 19th century.
  • What are the best Airbnb and vacation rentals in Pickering?

    Private Apartment W/separate Entrance, Mercedes Palace and Love And Relax At Dream Catcher Retreat are the most popular Airbnb and vacation rentals in Pickering among travelers.

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

    The neighbourhood of Frenchman's Bay is a popular choice for vacation rentals. It's close to the waterfront and has a good selection of restaurants and shops. If you're looking for something more quiet, the neighbourhood of Rougemount is a good option.
  • What are the most popular Airbnbs in Pickering?

    Among the Airbnbs in Pickering, Private Apartment W/separate Entrance, Mercedes Palace and Love And Relax At Dream Catcher Retreat are the most popular ones.

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

    Pickering has lots to offer families! The Toronto Zoo is just a short drive away and is a great day out for all ages. For a more local experience, head to the Pickering Museum Village for a glimpse into the past. The waterfront is also a great spot for families, with playgrounds and picnic areas.
  • What are the best vacation rentals with a pool 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 and September to October. You'll avoid the crowds and get better prices. If you're looking for a summer holiday, book well in advance as rentals tend to get booked up quickly.
  • What are the best rentals for families and kids in Pickering?

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

    Pickering has a few events throughout the year, but the biggest one is the Pickering Village Festival in July. This is a great event for families, with live music, food stalls, and activities for kids. The nearby city of Toronto also has a lot of festivals and events throughout the year.
  • What are the best rentals or Airbnbs with a jacuzzi in Pickering?

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

    There are plenty of free things to do in Pickering. Take a walk or cycle along the waterfront, visit the Pickering Museum Village, or explore the Rouge National Urban Park. You can also find free events at the Pickering Recreation Complex.
  • What are the best restaurants with local dishes in Pickering?

    For a taste of local cuisine, try the Pickering Village Restaurant. They have a great selection of traditional Canadian dishes. If you're looking for something a bit more casual, head to the Pickering Market for a variety of food stalls.
  • What are the best walking or cycling routes in Pickering?

    The Waterfront Trail is a great option for both walking and cycling. It stretches along the Lake Ontario shoreline and offers stunning views. For a shorter walk, try the Rouge National Urban Park trails.
  • 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 and open spaces for them to run around. Many restaurants and cafes in the area also welcome dogs.
  • What are the benefits of choosing a vacation rental in Pickering?

    Vacation rentals offer more space and privacy than a hotel room. They can also be a more cost-effective option, especially for families or groups. Many rentals also offer amenities that you won't find in a hotel, such as a kitchen and laundry facilities.
  • What are the top sports attractions and facilities in Pickering?

    Pickering has a variety of sports facilities, including the Pickering Recreation Complex, which has a swimming pool, ice rink, and fitness centre. The city is also home to the Pickering Panthers, a junior hockey team that plays in the Ontario Junior Hockey League.

Popular destinations

Best Pickering vacation rentals with a balcony

Belle Maison Neuve Dans Un Quartier Calme - Pickering
9.2 96 reviews

Belle Maison Neuve Dans Un Quartier Calme

house, Toronto
This modern four-bedroom house is situated in Ajax, a suburb of Toronto, just 30km east of the city centre and close to the 401 highway. It has received excellent ratings for location, cleanliness and user experience.
This spacious property comfortably sleeps eight guests and provides full access to all areas. It has a fully equipped kitchen, a garden, parking and air conditioning, as well as being close to the beach, parks and a shopping mall.
Scarborough Oasis Near Uoft Campus, Free Parking - Pickering
No reviews

Scarborough Oasis Near Uoft Campus, Free Parking

apartment, Toronto
This Scarborough flat is located 8.4 kilometres from the Toronto Zoo and 14.5 kilometres from the Ontario Science Centre, with key attractions such as the Distillery District and Ryerson University situated 20.9 kilometres away.
This self-catering apartment offers free WiFi, air conditioning, a private balcony, and private parking for up to three guests, with a fully equipped kitchen and one bathroom.
3bdr Scarborough Family Home, Parking, Bbq, Zoo - Pickering
9.0 1 review

3bdr Scarborough Family Home, Parking, Bbq, Zoo

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.
One Bedroom Apartment - Pickering
8.0 1 review

One Bedroom Apartment

apartment, Toronto
This one-bedroom flat is situated in Ajax, approximately 48 kilometres from downtown Toronto's landmarks such as the Distillery District and the University of Toronto, with the Toronto Zoo located 22 kilometres away.
This compact 16-square-metre studio apartment accommodates two guests and features complimentary Wi-Fi, a kitchenette with a microwave and toaster, air conditioning, and free private parking.

Best Pickering vacation rentals with air conditioning

Lower Unit - Central Location - Pickering
9.9 246 reviews

Lower Unit - Central Location

apartment, Toronto
This basement flat is located in Pickering, a suburb just east of Toronto, within a 5-minute walk to Pickering Town Centre and a 10-minute walk to the Pickering GO Station, making it easy to explore the surrounding area and reach downtown Toronto. The property has received excellent ratings for its location, cleanliness and overall experience.
The flat is spacious and modern, with an open plan living area and kitchen, ideal for a family or group of up to 4 people. It features a fully equipped kitchen, a private entrance, air conditioning, parking and Wi-Fi, ensuring a comfortable and convenient stay.
Aqua Mirage: Luxe Home 7b/2.5b, Kitchen, Parking! - Pickering
10 3 reviews

Aqua Mirage: Luxe Home 7b/2.5b, Kitchen, Parking!

apartment, Oshawa
This premium themed suite, The Aqua Mirage, is located in a quiet Pickering neighbourhood, a short drive from waterfront attractions and recreational facilities, including Petticoat Creek Conservation Park and Frenchman’s Bay Marina.
This spacious apartment offers four bedrooms, two and a half bathrooms, and accommodates up to fifteen guests with a fully equipped kitchen, Smart TVs in every room, high-speed internet up to 500 Mbps, memory foam mattresses, and free on-site parking, making it ideal for families and pet owners visiting Oshawa.
Ajax Newly Furnished Spacious & Bright 2 Beds. Basement Apart. W/t Own Laundry - Pickering
10 2 reviews

Ajax Newly Furnished Spacious & Bright 2 Beds. Basement Apart. W/t Own Laundry

apartment, Toronto
This private, newly furnished 2-bedroom basement flat in Central Ajax offers a peaceful retreat backing onto the Greenbelt pathway and stream, located 6 kilometres from the 401 highway and Ajax GO Train Station for travel to Toronto.
This self-contained accommodation for up to 4 guests includes its own entrance, air conditioning, dedicated parking, and an in-unit washer and dryer, with a fully equipped kitchen and smart TV in the living area, all within a 10-kilometre drive of Pickering Casino and Pickering Mall.
Toronto East Entire In-law Suite - Pickering
9.4 54 reviews

Toronto East Entire In-law Suite

apartment, Toronto
This self-contained basement apartment is located in Pickering, a quiet suburb 30 kilometres east of Toronto, with easy access to Frenchman's Bay Lake and Rouge Park. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment has a separate entrance and can accommodate up to two guests. It features a fully equipped kitchen, high-speed internet, a comfortable living area, and laundry facilities for stays of 15 nights or longer.
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