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

Entire Spacious Private Home Steps To Beach - Pickering
9.5 71 reviews

Entire Spacious Private Home Steps To Beach

bungalow, Toronto
This charming bungalow is located just 25 kilometres from downtown Toronto, in a peaceful neighbourhood close to Rouge Beach and Petticoat Creek Conservation Park, offering stunning lake views and easy access to nature. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom house comfortably accommodates up to four guests and features a fully equipped kitchen, air conditioning, and a private garden. Enjoy relaxing evenings in the tranquil surroundings, or explore the nearby walking trails, restaurants, and attractions.
Cozy Private Detached Entire Coach House - Pickering
No reviews

Cozy Private Detached Entire Coach House

apartment, Toronto
This pet-friendly flat in Markham, a district of Toronto, is situated 640 metres by car from Markham Museum and 966 metres from Markham Village.
This one-bedroom, one-bathroom flat accommodates up to three guests and includes air conditioning, Wi-Fi, a fully equipped kitchen with an oven and stovetop, and on-site parking, with proximity to the Toronto Zoo and Cedarena.
Beautiful Breezy Lake House! - Pickering
No reviews

Beautiful Breezy Lake House!

house, Toronto
This family-friendly detached house in Toronto offers a serene waterfront setting on a lake, conveniently situated 10 kilometres from a shopping mall and a short distance from a convenience store.
This accommodation, suitable for up to six guests, features three bedrooms, two bathrooms, air conditioning, a fully equipped kitchen including a fridge, freezer, and dishwasher, and a spacious garden ideal for outdoor gatherings and celebrations.
Cosy 3-bedroom Home In Quiet Cul-de-sac. - Pickering
No reviews

Cosy 3-bedroom Home In Quiet Cul-de-sac.

house, Toronto
House. Your accommodation will be located in Toronto.
Facilities and services include an iron, air conditioning and a barbecue. Take advantage of the terrace in this house!

Best Pickering vacation rentals with parking

Rouge Meadow: Modern Apt 2b/1b, Kitchen, Parking! - Pickering
9.6 15 reviews

Rouge Meadow: Modern Apt 2b/1b, Kitchen, Parking!

apartment, Toronto
This Pickering apartment, a short 8km drive from Frenchman's Bay Marina and Petticoat Creek Conservation Area, offers convenient access to Toronto's downtown core and the GO Train within a 40km radius.
The self-contained basement flat sleeps five guests comfortably, boasting a full kitchen, two queen beds (one in a separate bedroom), a sofa bed, two smart TVs, high-speed internet (up to 50 Mbps), and free on-street parking; nearby activities include exploring the Waterfront Trail and Pickering's beaches.
2br Basement W Parkin Near Transit,shoppin,nature - Pickering
9.1 13 reviews

2br Basement W Parkin Near Transit,shoppin,nature

apartment, Toronto
This basement flat is located in a quiet residential neighbourhood in Northeast Ajax, just a short drive from major highways, shopping centres and public transport links. The property has received excellent ratings for its location, cleanliness and overall experience.
The self-contained flat can sleep up to five guests and features a comfortable living space with a well-equipped kitchen, a private entrance and access to a shared patio. Guests can enjoy a 58" TV with streaming services, air conditioning and a private garden.
King Bed | 5 Mins Thermea Spa | 15 Mins Whitby Go - Pickering
9.9 38 reviews

King Bed | 5 Mins Thermea Spa | 15 Mins Whitby Go

apartment, Oshawa
This Whitby townhouse, a short 8km drive from Oshawa city centre and 11km from Durham College, provides easy access to the Thermea Whitby Spa (5km) and Lynde Shores Conservation Area (13km).
Sleeping up to six guests in three bedrooms, this self-catering property boasts a fully equipped kitchen, two bathrooms, a private garden, ensuite laundry facilities, unlimited internet, and two designated parking spaces.
Walk To Lake | 2br Family Suite | Near Toronto - Pickering
9.7 179 reviews

Walk To Lake | 2br Family Suite | Near Toronto

house, Toronto
This two-bedroom apartment is situated in a peaceful residential area just 8km from the Toronto Zoo and 30km from downtown Toronto, offering easy access to both attractions and the city centre. The property has been highly rated by guests for its cleanliness, location, and overall experience.
The apartment comfortably accommodates up to six guests with a queen-sized bed, a full-sized bed, and a sofa bed. Guests can enjoy a private backyard, a dedicated parking space, and modern amenities including a smart TV, a washing machine, and a fully equipped kitchen.

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

Lakeside Luxe - Pickering
8.8 6 reviews

Lakeside Luxe

apartment, Toronto
This three-bedroom, three-bathroom Pickering holiday home is situated near Frenchman's Bay, offering easy access to attractions such as the Herongate Barn Theatre and Scarborough Museum, and is within a variable distance of the Toronto Zoo (distances depend on exact location within Pickering).
The spacious property features a family room, living room, elegant dining area, well-appointed kitchen, and a relaxing deck with tree views, accommodating up to six guests and providing modern comforts for a relaxing stay near Toronto.
Home Away From Home! - Pickering
10 1 review

Home Away From Home!

apartment, Toronto
This Pickering flat offers convenient access to Toronto attractions, situated approximately 12.5 kilometres from the Toronto Zoo and 37 kilometres from Yonge-Dundas Square.
This one-bedroom flat, measuring 37 square meters, accommodates up to three guests and features a private balcony, complimentary WiFi, private parking, and a kitchenette, with the Toronto Zoo a mere 12.5 kilometres away.
Cosy 3-bedroom Home In Quiet Cul-de-sac. - Pickering
9.7 196 reviews

Cosy 3-bedroom Home In Quiet Cul-de-sac.

house, Toronto
This comfortable 3-bedroom house is located in Pickering, a quiet suburb just 12km from the Toronto Zoo, 29km from the Ontario Science Centre, and 37km from the Royal Ontario Museum. The property has received excellent ratings for location, cleanliness, and user experience.
The house spans 139 square metres and comfortably accommodates up to 6 guests. This family-friendly house offers a range of amenities, including a fully-equipped kitchen, a terrace, a garden, a sauna, a spa, a fitness centre, and private parking.
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.

Best Pickering vacation rentals with air conditioning

Guest Suite In Ajax/toronto - Pickering
9.0 2 reviews

Guest Suite In Ajax/toronto

apartment, Toronto
This newly renovated one-bedroom flat is located in Ajax, offering convenient access to natural attractions such as Rouge National Urban Park and Darlington Provincial Park, and is a drive from the Toronto Zoo and Veterans' Point Gardens.
This modern flat accommodates two guests and features a custom kitchen, dedicated office space, and air conditioning, with check-out at 11:00.
Elegant Cozy Beautiful Room In Ajax - Pickering
No reviews

Elegant Cozy Beautiful Room In Ajax

apartment, Toronto
This Ajax flat offers convenient access to Lake Ontario, located a 7-minute drive away, and Rouge Park, 9 minutes by car, with the Toronto Zoo and Oshawa Centre a 14-minute drive from your accommodation.
This one-bedroom, one-bathroom flat accommodates up to two guests, providing air conditioning, Wi-Fi, and is situated within easy reach of the Whitby History Museum & Children's Centre, Station Gallery, Parkwood Estate, Markham Museum, Tribute Communities Centre, and Toronto Pan Am Sports Centre.
Charming And Cozy Suite Downtown Whitby - Pickering
9.9 89 reviews

Charming And Cozy Suite Downtown Whitby

apartment, Oshawa
This basement flat is located in the heart of Whitby, just a short walk from the charming shops and restaurants of the town centre. It has received excellent ratings for cleanliness, location, and user experience.
The self-contained apartment has two bedrooms, a bathroom, and a fully equipped kitchen, comfortably accommodating up to three guests. Amenities include a dedicated laundry room, free Wi-Fi, a private entrance, and a parking space.
Modern Townhome | Boardwalk · Spa · Zoo | Parking - Pickering
9.7 13 reviews

Modern Townhome | Boardwalk · Spa · Zoo | Parking

apartment, Toronto
This modern townhome in Pickering offers a 45-minute GO Train commute to downtown Toronto, with restaurants and grocery stores within a 500-meter walk.
This newly built accommodation sleeps four guests and features two bedrooms, two bathrooms, abundant natural light, and two private balconies.
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