Find short term rentals in Pickering at the best prices
936 available short term rental offers
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Price per night
Accommodation type
Rating
Best Short term and Weekly rentals in Pickering
9.4 11 reviews
Pickering
10/10 – 16/10
$311/nighttotal: $1866 (6 )
Vacation Suite In Pickering
3 4
apartment , Toronto
This three-bedroom apartment is located in Pickering, a suburb east of Toronto, approximately 10.6 kilometres from the Toronto Zoo and 27 kilometres from the Ontario Science Centre. The 121 square metre apartment offers a comfortable home-away-from-home experience with amenities including a dishwasher, coffee machine, and laundry service, and can accommodate up to 15 guests.
9.9 36 reviews
Pickering
10/07 – 12/07
$136/nighttotal: $272 (2 )
Peaceful Escape To Town Of Lakes
1 2
B&B , Toronto
This bright basement apartment, situated in Ajax, Ontario, offers easy access to Toronto attractions such as the Toronto Zoo (approximately 32km away) and various golf courses, all within a short driving distance. The self-contained guest suite sleeps three, featuring a queen-size bed, a futon sofa bed, a full bathroom, a powder room, a private kitchen, laundry facilities, and private parking; nearby amenities include outlet malls and walking trails.
9.2 69 reviews
Pickering
25/06 – 27/06
$177/nighttotal: $354 (2 )
Modern 2bed/1bath + Parking
1 2
apartment , Toronto
This two-bedroom flat is located in Ajax, Ontario, approximately 40 kilometres east of downtown Toronto, offering convenient access to local schools, parks, plazas, and grocery stores. This well-appointed accommodation features a bright, open-concept living and kitchen area, a private entrance, air conditioning, in-suite laundry, a sofa bed for up to five guests, and dedicated driveway parking.
9.6 139 reviews
Pickering
30/07 – 05/08
$131/nighttotal: $786 (6 )
Peaceful & Private Karma Stay, Easy Toronto Access
1 2
apartment , Toronto
This newly renovated basement flat is situated in the upscale Pickering neighbourhood, a short drive from Toronto and the 401 Highway, offering easy access to the city. The self-catering suite sleeps three guests comfortably, boasting a full kitchen, private bathroom with washer/dryer, high-speed WiFi (741 Mbps), Netflix, and a Pickering's Hidden Gems guidebook for local exploration.
9.2 99 reviews
Pickering
14/08 – 29/08
$175/nighttotal: $2625 (15 )
Luxury Suites At Military Trail
1 2
B&B , Toronto
Luxury Suites at Military Trail is situated in a peaceful residential area in Scarborough, Toronto, just a short distance from attractions like the Toronto Zoo and Ontario Science Centre. The property has consistently received excellent ratings for its cleanliness, location, and overall experience. The guesthouse offers a comfortable and private space for two guests, with a 19 square metre floor area and a well-equipped kitchen. Amenities include air conditioning, a terrace, a garden, free parking, and complimentary Wi-Fi.
9.7 350 reviews
Pickering
20/06 – 27/06
$89/nighttotal: $623 (7 )
Private Room With En Suit Bathroom Pickering
1 1
apartment , Toronto
This charming bed and breakfast is situated in Pickering, a pleasant suburb just 30 kilometres east of Toronto, providing easy access to the city's attractions. It consistently receives excellent ratings for its cleanliness, location, and guest experience. The accommodation features a private room with a queen-sized bed and a private bathroom, ideal for couples. Guests can also enjoy a fully equipped kitchen, a living room with a TV, a dining area, and a laundry area, as well as a Jacuzzi and parking.
10 13 reviews
Pickering
22/08 – 02/09
$373/nighttotal: $4103 (11 )
Beautiful Private Detached Home In Ajax!
1 4
apartment , Toronto
This spacious four-bedroom house is situated in North Ajax, a family-friendly area with green space opposite, offering a suburban retreat approximately 40 kilometres north of central Toronto. The property boasts four bedrooms, three full bathrooms, a half washroom, and comfortably accommodates up to eight guests with amenities including a TV and Wi-Fi, plus on-site parking and a garden.
Pickering
01/07 – 31/07
$166/nighttotal: $4980 (30 )
Townhouse In Toronto
1 5
apartment , Toronto
This Morningside guesthouse is conveniently located near the University of Toronto and a local park, offering easy access to public transport. Sleeping up to six guests in six bedrooms and two bathrooms, this family-friendly property features a well-equipped kitchen, air conditioning, a jacuzzi, and the option of a third-floor extension.
Pickering
23/06 – 23/07
$150/nighttotal: $4500 (30 )
Family-sized Lower Unit W/firepit, Close To Great Hiking Trails.\n
1 4
apartment , Toronto
This Scarborough flat is conveniently located near Lake Ontario, Rouge National Urban Park (approximately a few kilometres away depending on the exact location within Scarborough), and Colonel Danforth Park. The one-bedroom, one-bathroom apartment sleeps five guests, includes in-unit laundry facilities and a hairdryer, and offers easy access to Toronto's public transport network for exploring the city.
10 41 reviews
Pickering
30/07 – 05/08
$172/nighttotal: $1032 (6 )
Cozy Private Suite | Sep Entry | Free Parking
1 2
apartment , Toronto
This stylish Ajax apartment, a short drive (approx. 40km) from Toronto's city centre and conveniently located near Ajax Downs Racetrack, offers easy access to public transport and major attractions. The self-contained unit sleeps two guests in a modern one-bedroom layout, boasting a fully equipped kitchen, in-suite laundry, smart TV, and a luxurious bathroom with massage shower; an EV charger is available (subject to prior notice and additional charges).
10 1 review
Pickering
01/08 – 31/08
$77/nighttotal: $2310 (30 )
Bright Studio
1 2
apartment , Toronto
This centrally located flat offers a peaceful and secure base, with convenient access to major motorways for travel across the region and excellent connectivity to both Toronto and the Durham area. This one-bedroom flat accommodates two guests and includes a kitchen with a fridge, freezer, and microwave, plus air conditioning and Wi-Fi, with a garden also available.
10 3 reviews
Pickering
10/10 – 16/10
$148/nighttotal: $888 (6 )
Spacious Basement Apt Open Concept Wth Separate Entrance No Walls Dividing Rooms
1 4
apartment , Toronto
This self-contained basement flat in Pickering, Ontario, offers convenient access to the Toronto Zoo, Pickering Town Centre, and is approximately 24 kilometres from the University of Toronto Scarborough campus. The one-bedroom, one-bathroom property sleeps four guests and includes Wi-Fi, Netflix, in-unit laundry, and keyless entry; nearby attractions include the Herongate Barn Theatre and Scarborough Historical Museum.
Best Pickering luxury short term rentals
10 8 reviews
Pickering
30/07 – 05/08
$146/nighttotal: $876 (6 )
Home Away From Home!
1 2
apartment , Toronto
This one-bedroom flat is located in Toronto, offering excellent transit access and proximity to shops and dining establishments, making it a convenient base for exploring the city. This self-contained unit provides a private lawn, a separate entrance, and is fully equipped with a fridge and microwave oven, catering for up to two guests for both short and long-term stays.
Best Pickering Short term rentals with a jacuzzi
Among the 936 accommodations in Pickering, here are the 4 best rentals with a jacuzzi
9.2 16 reviews
Pickering
10/10 – 16/10
$2488/nighttotal: $14928 (6 )
Assets Event Venue Modern Interior With Elegant Décor.
6 4
apartment , Oshawa
This spacious six-bedroom house is located in north Whitby, a 45-minute drive north of downtown Toronto, offering a tranquil escape from the city. It has received excellent user ratings, making it a popular choice for travellers. The property features a private pool, hot tub, and gym, along with a fully equipped kitchen and five bathrooms. It can accommodate up to 20 guests, making it perfect for large families or groups of friends. Guests can enjoy a variety of amenities including a garden, spa, and concierge services, as well as access to nearby attractions such as golf courses, botanical gardens, and wineries.
9.2 36 reviews
Pickering
20/06 – 21/06
$1824/nightfor 1 night
Downtown 8 Kingbdr-4 Parking-hottub-weights-fifa
1 13
apartment , Toronto
This five-bedroom semi-detached house is situated in downtown Toronto, near Trinity Bellwoods Park, and within a short distance (approximately 2–3 km) of iconic landmarks such as the CN Tower and Rogers Centre. Sleeping up to 13 guests, this property boasts a fully equipped kitchen, jacuzzi, in-unit laundry, parking for up to four cars, and a fitness centre, making it ideal for large groups visiting Toronto.
9.8 108 reviews
Pickering
10/10 – 16/10
$590/nighttotal: $3540 (6 )
Ravine Paradise ! Heated Pool And Hot Tub!
1 4
apartment , Toronto
This three-bedroom bungalow is located in the Rouge River Valley, just 20 kilometres from downtown Toronto, offering a peaceful retreat from the city centre. It has received excellent ratings for location, cleanliness, and user experience. The property provides spacious accommodation for up to six guests and has a large garden with seating for 16 people, a swimming pool, an outdoor fireplace, and a fitness centre. Guests can enjoy direct access to the Rouge River Valley trails, Rouge Beach, and Port Union Waterfront for hiking, fishing, biking, and scenic walks.
10 3 reviews
Pickering
23/06 – 23/07
$241/nighttotal: $7230 (30 )
Toronto/lakeside Home
1 4
apartment , Toronto
This two-bedroom apartment in Toronto's West Rouge neighbourhood, Scarborough, is a 0.3km walk from Rouge Beach Park and a 0.8km walk from Rouge Hill GO Transit station, offering easy access to Rouge National Urban Park and its amenities. The self-catering property sleeps four, features a jacuzzi, private side yard with hot tub and BBQ, and provides access to hiking trails, a sandy beach, and Toronto's only campground (according to Parks Canada).
Frequently Asked Questions about short term rentals in Pickering
Which top landmarks you shouldn't miss in Pickering?
Pickering has some great landmarks. You should definitely visit the Pickering Museum Village, a living history museum with historic buildings. Another popular spot is the Rouge National Urban Park, a vast green space with trails and a beautiful natural setting.
What are the best short term rentals in Pickering?
What kind of weather can travelers expect in Pickering?
Pickering has a humid continental climate, so you'll experience all four seasons. Summers are warm and humid, with average temperatures around 23 degrees Celsius. Winters are cold and snowy, with average temperatures around -5 degrees Celsius. Be sure to pack accordingly!
What are the best short term rentals with a pool in Pickering?
Are there any famous stadiums or sports arenas in Pickering?
There aren't any major stadiums or sports arenas in Pickering. However, there are plenty of parks and green spaces where you can enjoy outdoor activities.
What are the best short term rentals with a jacuzzi in Pickering?
What notable natural landmarks are near Pickering?
Pickering is close to some beautiful natural landmarks. Rouge National Urban Park is a great option for hiking and exploring nature, and the shores of Lake Ontario offer stunning views.
What are the best short term rentals for families and kids in Pickering?
Among the 936 accommodations in Pickering, here are the 4 best family friendly rentals
10 2 reviews
Pickering
22/08 – 02/09
$822/nighttotal: $9042 (11 )
Entire Home | Toronto Hub | Therma Spa | 12 Guests | Dagmar | Sports Arenas
6 4
apartment , Oshawa
This spacious Whitby apartment, a six-bedroom, five-bathroom dwelling, is situated approximately 3.7km from the Whitby Museum and Children's Centre and 6km from Lake Ontario, offering easy access to local attractions. The 279 square metre property sleeps up to twelve guests and boasts a fully equipped kitchen, in-unit laundry, Wi-Fi, and parking; nearby amenities include the Ontario Regiment Museum and Landmark Cinemas Whitby.
10 29 reviews
Pickering
14/08 – 29/08
$650/nighttotal: $9750 (15 )
King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km From Tesla Chrg
4 2
apartment , Claremont
This spacious apartment is located in Pickering, a short drive from Claremont, and is within 15 minutes of the Toronto Zoo, Thermea Spa, Frenchman's Bay Marina, and Pickering Casino. It has received excellent user ratings and is perfect for families or groups of up to eight people. The property offers a generous 195 square metres of living space, with four bedrooms and eight bathrooms. Guests can enjoy a range of amenities including a fully equipped kitchen, a gas fireplace, a 65-inch smart TV, and a private garden, as well as dedicated workspaces and high-speed internet.
9.5 40 reviews
Pickering
12/07 – 31/07
$503/nighttotal: $9557 (19 )
Hornett Bliss: Modern 4b/2.5b, Office,5g,parking!
1 6
apartment , Toronto
This spacious Ajax house, approximately 30km east of Toronto, is ideally situated near Frenchman's Bay Marina and several parks, offering easy access to the city via nearby highways. The four-bedroom, two-and-a-half-bathroom property sleeps twelve guests and boasts two living areas, a fully equipped kitchen with dishwasher, high-speed internet (up to 500 Mbps), a dedicated workstation, free on-site parking, and a garden; enjoy nearby outdoor activities and cultural attractions.
10 2 reviews
Pickering
26/08 – 25/11
$207/nighttotal: $18837 (91 )
Sleep 8 | Toronto Hub| Thermëa Spa | Iroquois Park
1 2
apartment , Oshawa
This spacious 4-bedroom, 2-bathroom townhouse, located in downtown Whitby, is a short drive from the Thermëa Spa Village and less than 3 kilometres from the Iroquois Park Sports Centre, with shops and restaurants within walking distance. This 3-storey property offers accommodation for up to 8 guests, featuring a fully equipped chef's kitchen, a private backyard, a versatile finished basement, and ample parking for four mid-size vehicles, making it ideal for group stays and tournament attendees.
Best Pickering lodging with parking
Pickering
12/07 – 31/07
$526/nighttotal: $9994 (19 )
Maple Nest - 4 Beds, 3.5 Baths, 2 Park, Backyard
4 6
apartment , Oshawa
This four-bedroom, three-bathroom flat is located in Pickering, offering convenient access to Oshawa, with Pickering Town Centre Shopping Mall 12 minutes away, Walmart 9 minutes away, and Longo's 10 minutes away. This family-friendly property accommodates up to eight guests, featuring a fully equipped kitchen, air conditioning, a garden, free parking for two vehicles, and in-unit laundry, with proximity to Pickering Paintball (10 minutes), Pickering Recreation Complex (11 minutes), and Iroquois Beach (13 minutes).
9.6 9 reviews
Pickering
10/10 – 16/10
$350/nighttotal: $2100 (6 )
Beautiful Three Bedroom House In Pickering
3 4
apartment , Toronto
This Pickering holiday home is conveniently located near major attractions, within 9.6km of Pickering Casino Resort, Lake Ontario, and Rouge National Urban Park. The three-bedroom, three-bathroom property sleeps six guests and boasts free Wi-Fi, a fully equipped kitchen, in-unit laundry, a smart TV, and parking; nearby attractions include Millennium Square and Herongate Barn Theatre.
Pickering
23/06 – 23/07
$251/nighttotal: $7530 (30 )
60 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests
2 4
apartment , Oshawa
This modern two-bedroom flat is located in Whitby, just a 10-minute walk from the Heber Down Conservation Area, offering a peaceful escape from the hustle and bustle of Oshawa. The conservation area is a short drive away, providing opportunities for outdoor activities like fishing, hiking, and picnicking. The 60 square metre flat comfortably sleeps four guests and features a fully equipped kitchen with a dishwasher, washing machine, and microwave. The apartment also benefits from free Wi-Fi, private parking, and a garden, making it ideal for a relaxing stay.
9.8 26 reviews
Pickering
20/06 – 27/06
$160/nighttotal: $1120 (7 )
Luxurious 2 Bedroom; Private Entrance
1 2
B&B , Toronto
This brand new, lower-floor apartment is situated in Pickering Village, a short distance from restaurants, cafes, and the Pickering Casino Resort. The two-bedroom self-catering property, sleeping four guests, boasts a full kitchen with air fryer, two 43" 4K Smart TVs, a modern bathroom with a waterfall shower, high-speed Wi-Fi, and a private entrance, ideal for business trips or leisure stays near Toronto.