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Pickering short term rentals
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Best Short term and Weekly rentals in Pickering

Top-Rated Short-Term Rentals near the City Center in Pickering

Walk effortlessly to major urban landmarks by reserving central short-term rentals in Pickering, keeping downtown entertainment fully accessible.

Fully Renovated Basement - Pickering
9.6 208 reviews

Fully Renovated Basement

apartment, Toronto
This fully renovated basement apartment in central Toronto offers a convenient self-check-in and is family-friendly, though the specific neighborhood and proximity to attractions remain unspecified.
The one-bedroom, one-bathroom unit sleeps two guests and includes a kitchen with a fridge, freezer, and microwave, air conditioning, and a garden; parking is also available.
Private 2bedroom Unit, Free Parking, Free From Smoke & Pet, Self-check In - Pickering
9.1 59 reviews

Private 2bedroom Unit, Free Parking, Free From Smoke & Pet, Self-check In

apartment, Toronto
This Pickering rental is conveniently located about 16 kilometers from the Toronto Zoo and roughly 42 kilometers from downtown Toronto attractions such as the Distillery District and Ryerson University.
This 700-square-foot apartment features two bedrooms, one bathroom, and accommodates up to 11 guests, offering free Wi-Fi, in-unit laundry, a fully equipped kitchen, private parking, and a garden.
Your Home Away From Home. Close To Everything. - Pickering
9.9 71 reviews

Your Home Away From Home. Close To Everything.

apartment, Toronto
This newly renovated home is located in Pickering, Ontario, a quiet suburb just 30 minutes east of downtown Toronto. The property has excellent ratings for location, cleanliness, and user experience. This four-bedroom, two-bathroom house comfortably sleeps eight guests. The home features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, as well as air conditioning, a garden, and internet access.
Spacious 3-bedroom + Den Townhouse With Parking. - Pickering
9.8 13 reviews

Spacious 3-bedroom + Den Townhouse With Parking.

apartment, Toronto
This comfortable rental is located in Pickering, a suburb east of Toronto, with easy access to major highways, public transportation, and local attractions. The apartment has received excellent ratings for location, cleanliness, and user experience.
The apartment has two bathrooms and can accommodate up to six guests. It comes with a fully equipped kitchen, including a refrigerator, freezer, microwave oven, and dishwasher, as well as air conditioning, a garden, and parking.

Browse Family Short-Term Rentals in Pickering

Choosing a family-friendly rental in Pickering ensures the city’s top attractions are within easy reach.

3-bed 3-bath Cozy Vacation House In Ajax, Greater Toronto Area, On, Canada - Pickering
9.2 19 reviews

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

apartment, Toronto
This Toronto-area apartment is conveniently located in Ajax, a suburb just 11 miles from the Toronto Zoo and 21 miles from the Ontario Science Centre, offering a peaceful escape from the city buzz. The apartment consistently receives excellent ratings for its cleanliness, location, and overall experience.
This 3-bedroom, 3-bathroom home comfortably accommodates up to 6 guests, with a spacious 1750 square feet of living space. Enjoy a modern, fully equipped kitchen, private parking, outdoor dining, streaming services, laundry service, and a shared lounge area, making it ideal for families or groups seeking a relaxing and comfortable stay.
Entire Family House | 2br | Stylish & Spacious - Pickering
9.9 80 reviews

Entire Family House | 2br | Stylish & Spacious

apartment, Toronto
This newly built (2024) Scarborough home is conveniently located near Guildwood GO Station, offering easy access to public transit and a short drive to the Toronto Zoo and Scarborough Town Centre.
This two-bedroom, one-bathroom house sleeps five guests comfortably, featuring a fully equipped kitchen, high-speed Wi-Fi, Netflix, Disney+, Prime, a Jacuzzi, and a shared backyard; private parking is available.
40min Dt Toronto | Pickeringgo|lakeridge Skiresort - Pickering
9.8 81 reviews

40min Dt Toronto | Pickeringgo|lakeridge Skiresort

B&B, Oshawa
This modern Pickering house, a short 13-minute drive from the Toronto Zoo and 12 minutes from Pickering Town Centre, offers a convenient location near major attractions and amenities.
This three-bedroom, two-bathroom home sleeps seven guests and features a fully equipped chef-inspired kitchen, a cozy patio, dedicated workspaces, and free street parking; high-speed Wi-Fi (up to 100 Mbps) is also included.
A Beautiful Walkout Basement - Pickering
9.4 6 reviews

A Beautiful Walkout Basement

apartment, Toronto
This apartment is situated in Pickering, Ontario, a suburb east of Toronto, offering convenient access to attractions like the Markham Museum, Markham Village, and the Toronto Zoo.
This spacious 2,000-square-foot walkout basement suite accommodates up to six guests and features a full kitchen with a fridge, microwave, and dishwasher, along with air conditioning and on-site parking, making it ideal for families.

Frequently Asked Questions about short term rentals in Pickering

  • Which top landmarks you shouldn't miss in Pickering?

    You should definitely check out the Pickering Museum Village, a living history museum showcasing life in 19th-century Ontario. The Rouge National Urban Park is a must-see for nature lovers, with hiking trails, scenic views, and diverse wildlife. And for a unique experience, visit the Toronto Zoo, just a short drive from Pickering.
  • What are the best short term rentals in Pickering?

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

  • What kind of weather can travelers expect in Pickering?

    Pickering has a humid continental climate, so you can expect warm, humid summers with average highs in the 80s Fahrenheit and cold, snowy winters with average lows in the 20s. Spring and fall offer pleasant temperatures, making them ideal for outdoor activities.
  • What are the best short term rentals with a pool in Pickering?

  • What are the most popular festivals and events in Pickering?

    The Pickering Village Festival is a popular summer event with live music, food, and craft vendors. The Pickering Pumpkinfest in October features pumpkin carving, a parade, and other family-friendly activities. The annual Canada Day celebrations at the Pickering Recreation Complex are always a big hit with fireworks and live entertainment.
  • What are the best short term rentals with a jacuzzi in Pickering?

  • Are there any famous stadiums or sports arenas in Pickering?

    There are no major stadiums or sports arenas in Pickering itself. However, the Rogers Centre in downtown Toronto, home to the Toronto Blue Jays baseball team, is easily accessible from Pickering by car or public transportation.
  • What are the best short term rentals for families and kids in Pickering?

  • What notable natural landmarks are near Pickering?

    The Rouge National Urban Park, located just south of Pickering, is a great spot for hiking, birdwatching, and enjoying nature. The shores of Lake Ontario are also nearby, offering scenic views and opportunities for swimming, fishing, and boating.
  • What part of Pickering is ideal for finding lodging?

    The area around the Pickering Town Centre, with its shopping, dining, and entertainment options, is a good choice for lodging. The neighborhoods of Dunbarton and Rouge Park are also popular with visitors, offering a quieter atmosphere and easy access to the Rouge National Urban Park.

Popular destinations

Best Pickering Short term rentals with a jacuzzi

Among the 1428 accommodations in Pickering, here are the 4 best rentals with a jacuzzi

1860s Quiet Respite 45 Minutes N/e Of To. - Pickering
10 3 reviews

1860s Quiet Respite 45 Minutes N/e Of To.

B&B, Uxbridge
This B&B is located outside of Uxbridge, offering a peaceful escape surrounded by nature and abundant birdlife.
This accommodation for two guests features one bedroom, a kitchen, Jacuzzi, fitness center, and parking, with on-site wellness and art classes available by donation, and farm-to-table dining upon request.
Private Room With En Suit Bathroom Pickering - Pickering
9.6 363 reviews

Private Room With En Suit Bathroom Pickering

apartment, Toronto
This charming bed and breakfast is located in Pickering, a suburb east of Toronto, offering easy access to public transportation and nearby amenities. The property has received excellent ratings for cleanliness, location, and overall guest experience.
The guest room features a private bathroom and a comfortable queen-sized bed. Guests have access to a fully equipped kitchen, living room, dining area, and laundry facilities, making this a convenient and comfortable option for travelers visiting Toronto.
Whitby Luxury Home | Pool, Hot Tub | Near Toronto - Pickering
10 1 review

Whitby Luxury Home | Pool, Hot Tub | Near Toronto

apartment, Oshawa
This 3,000 sq ft detached house in Whitby's Pringle Creek neighborhood offers a private backyard oasis with a heated pool and hot tub, a fully equipped kitchen, a home office, and convenient access to Highways 401/407 and the Whitby GO station, placing you just 1 mile from Lake Ontario and downtown Whitby. This residence accommodates up to 10 guests with four bedrooms, includes in-unit laundry and Smart TVs with Netflix & Prime Video, and features an outdoor dining area with a gas BBQ, ideal for vacation rentals.
* Hot Tub* Guest Suite - Minutes To The Beach! - Pickering
9.8 809 reviews

* Hot Tub* Guest Suite - Minutes To The Beach!

B&B, Toronto
This one-bedroom rental is located in Pickering, a charming town just east of Toronto, offering easy access to the city while providing a peaceful escape. With excellent ratings for location, cleanliness, and user experience, this rental is a great choice for a comfortable and enjoyable stay.
The cozy home features a separate entrance and lower level, accommodating up to four guests. Enjoy amenities like a fully equipped kitchen, air conditioning, a jacuzzi, a garden, parking, and a fireplace. Relax on the patio, cook outdoors, or take advantage of add-on packages for a truly memorable experience.

Compare 5-Star Lodgings in Pickering

Experience the pulse of the city from a luxury rental in central Pickering, where every urban convenience is at your fingertips.

2 Bedroom Apartment In Pickering On - Pickering
9.1 7 reviews

2 Bedroom Apartment In Pickering On

apartment, Toronto
This 2-bedroom, 1-bathroom condo is located in a quiet Toronto district, offering a peaceful escape with convenient access to the city's attractions.
This pet-friendly apartment accommodates up to 4 guests and includes air conditioning, internet, a microwave oven, and on-site parking.

Search Dog-Friendly Lodgings in Pickering

Urban pet travel is made easy with Pickering rentals situated near city walking paths.

Embers Nest - 5 Beds, 4 Baths, 2 Park, Backyard, Thermea Spa - Pickering
8.0 1 review

Embers Nest - 5 Beds, 4 Baths, 2 Park, Backyard, Thermea Spa

apartment, Oshawa
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