Find short term rentals in Pickering at the best prices

1428 available short term rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Pickering short term rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Short term and Weekly rentals in Pickering

Best Pickering luxury short term rentals

V-swim Suite-3 - Pickering
10 1 review

V-swim Suite-3

B&B, Toronto
This B&B is located in a Toronto district providing easy access to local attractions and amenities, with complimentary high-speed Wi-Fi and free private parking.
The accommodation offers a single bedroom and bathroom for up to two guests, with air conditioning, towels, and bed linen provided in this strictly non-smoking environment.

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 guest house is located in a tranquil, natural area of Uxbridge, providing a peaceful escape from the town's main routes, approximately 3.5 kilometres from the Uxbridge Common.
This property offers one bedroom for two guests, with amenities including internet, a kitchen, a jacuzzi, and a fitness centre, alongside an on-site infra-red sauna, Qi Gong/Meditation and Art classes, and the option of healthy meals prepared with seasonal garden vegetables.
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 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.
Whitby Luxury Home | Pool, Hot Tub | Near Toronto - Pickering
10 1 review

Whitby Luxury Home | Pool, Hot Tub | Near Toronto

apartment, Oshawa
This detached 2-storey residence is situated in Whitby's Pringle Creek district, offering excellent access to the A401/A407 motorways, Whitby GO station (approximately 1.6 kilometres away), downtown Whitby, and the Lake Ontario waterfront.
This spacious 280 square metre home accommodates up to 10 guests and features four bedrooms, three bathrooms, a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, a private garden with a heated swimming pool and hot tub, a fitness centre, and parking.
Luxury Remodel W Hot Tub, 6 Bdrm W 3 King Beds. - Pickering
10 8 reviews

Luxury Remodel W Hot Tub, 6 Bdrm W 3 King Beds.

apartment, Toronto
This spacious Ajax holiday home, near Pickering Casino Resort and Ajax Convention Centre (within 5km), offers easy access to Veterans' Point Gardens and Lake Ontario (within 10km).
The 325 square metre property boasts six bedrooms, three bathrooms, sleeps twelve guests, and includes a jacuzzi, fitness centre, tennis court, and private garden with barbecue facilities.

Frequently Asked Questions about short term rentals in Pickering

Popular destinations

Best family friendly Pickering Short term rentals

Among the 1428 accommodations in Pickering, here are the 4 best family friendly rentals

The Lake View Stay - Pickering
9.6 45 reviews

The Lake View Stay

apartment, Toronto
This two-bedroom apartment is located in Ajax, a town just 15 kilometres east of Toronto, offering a peaceful setting with easy access to nature trails, parks, a lake and a golf course.
The apartment has a modern open-plan design, accommodating up to five guests, and includes a fully equipped kitchen, a garden with a barbecue area, and a basement for extra storage or relaxation. Guests can enjoy free Wi-Fi, a TV, air conditioning and laundry facilities for stays longer than five days.
Guildwood Bnb - Brandy Room - Pickering
9.7 509 reviews

Guildwood Bnb - Brandy Room

apartment, Toronto
This charming bed and breakfast is situated just 35 kilometres from downtown Toronto, in a peaceful residential area on the north shore of Lake Ontario's Bluffs. It offers a tranquil escape from the city, with stunning views of the lake and easy access to the historic Guild Inn. The accommodation has consistently received excellent ratings for cleanliness, location, and overall experience.
The bed and breakfast has one bedroom and one bathroom, comfortably accommodating two guests. Guests can enjoy a shared library sitting room, a fully equipped kitchen, a laundry room, and a spacious backyard with a BBQ area, providing a relaxing outdoor space.
Whitby Hideout - 3br 5bd 3wr Pool Table Sauna Close To Thermea Spa - Pickering
No reviews

Whitby Hideout - 3br 5bd 3wr Pool Table Sauna Close To Thermea Spa

apartment, Oshawa
This three-bedroom, three-bathroom Whitby apartment, a 9-minute drive (approximately 7km) from Lake Ontario and 35km from the Toronto Zoo, offers easy access to Rouge Park and Lynde Shores Conservation Area.
The self-catering property boasts a fully equipped kitchen, in-unit laundry, a garden, sauna, parking, and free Wi-Fi, comfortably accommodating families or groups, with nearby opportunities for snowboarding, snowmobiling, and ice skating.
Private Apartment/suite - Pickering
9.4 23 reviews

Private Apartment/suite

apartment, Oshawa
This one-bedroom flat is located in Whitby, just 30km from the Toronto Zoo and 47km from the Ontario Science Centre, offering a peaceful retreat from the city. It has consistently received excellent ratings for cleanliness, location, and overall experience.
The 33 square metre apartment comfortably accommodates two guests and includes a fully equipped kitchen, a flat-screen TV, and free Wi-Fi. Guests can enjoy the convenience of private parking and benefit from the apartment's proximity to Toronto attractions and the local charm of Oshawa.

Best Pickering lodging with parking

Roro's Comfy Basement - Pickering
10 7 reviews

Roro's Comfy Basement

apartment, Toronto
This private basement flat offers its own entrance and two parking spaces in a well-connected Toronto district, convenient for accessing local amenities and attractions.
This dwelling accommodates four guests across two bedrooms with king-size beds, featuring a fully equipped kitchen, in-suite laundry, a dedicated workspace, and a 55-inch Smart TV.
Luxury Lakeview Condo  Steps To Sandy Beach - Pickering
9.7 6 reviews

Luxury Lakeview Condo Steps To Sandy Beach

apartment, Toronto
This modern flat offers a peaceful retreat near Sandy Beach, just a 5-minute walk from the GO Station and minutes from Pickering Town Centre, with straightforward travel to downtown Toronto.
This one-bedroom condo accommodates two guests and features air conditioning, a garden, a fitness centre, parking, and a well-equipped kitchen including a fridge, freezer, microwave, and dishwasher, ideal for couples or solo travellers.
Cozy Room With Private Bath And Private Entrance. - Pickering
10 6 reviews

Cozy Room With Private Bath And Private Entrance.

apartment, Toronto
This private suite in Ajax offers convenient access to Toronto, situated a mere 5.6 kilometres by car or a 15-minute bus journey from the Ajax GO station, facilitating easy commutes into the city.
This one-bedroom, one-bathroom flat accommodates up to four guests, featuring a separate entrance, complimentary parking for up to 10 nights, and essential amenities like air conditioning and internet.
Entire 2 Storey Home 1bdrm Private - Pickering
10 54 reviews

Entire 2 Storey Home 1bdrm Private

apartment, Toronto
This Pickering semi-detached house offers easy access to the 401, Toronto Zoo, and downtown Toronto, situated conveniently near shops, restaurants, and grocery stores.
This one-bedroom flat accommodates two guests and features air conditioning, Wi-Fi, a kitchen with a fridge, freezer, and microwave, plus off-street parking, providing a private, two-storey home experience in a quiet neighbourhood.
©2026 cozycozy.com