Find short term rentals in Pickering at the best prices

1428 available short term rental offers

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

Best Pickering luxury short term rentals

Serene Private 1-bdrm Apt Surrounded By Nature - Pickering
9.9 75 reviews

Serene Private 1-bdrm Apt Surrounded By Nature

B&B, Oshawa
This one-bedroom apartment is situated in a peaceful neighbourhood in Oshawa, just a short drive from the 407 and 401 highways and local grocery stores. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The self-contained ground-floor suite can comfortably accommodate two guests and features a fully equipped kitchen, bathroom, and private entrance. Enjoy the convenience of a private garden, air conditioning, and parking, as well as the added bonus of a dog-friendly environment, making it ideal for a relaxing getaway.

Best Pickering Short term rentals with a jacuzzi

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

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.
Brand New Private Luxury Suite Open Consept Living - Pickering
9.9 215 reviews

Brand New Private Luxury Suite Open Consept Living

apartment, Toronto
This Ajax, Ontario private suite offers convenient access to Toronto, a 48km drive from the city centre, situated near the 401 highway and Ajax GO station.
The self-contained apartment sleeps four, boasting a fully equipped kitchen with new appliances, a jacuzzi, a 65-inch LG Smart TV with streaming services, and a dedicated workspace.
* 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 lower-level suite is located in Pickering, just 5km from Lake Ontario and Frenchman's Bay, offering easy access to nature trails, fishing spots, and the beach. The accommodation has excellent user, location and cleanliness ratings.
The suite has one bedroom and one bathroom, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, air conditioning, a jacuzzi, a garden, parking, and a range of add-on packages, including a Beach Package, Romance Package, and Charcuterie Package.
Discover The Perfect Fusion Of Style And Comfort Your Home Away From Home. - Pickering
9.2 9 reviews

Discover The Perfect Fusion Of Style And Comfort Your Home Away From Home.

apartment, Toronto
This four-bedroom, three-bathroom flat is situated in the South Ajax district, offering proximity to natural areas such as Lynde Shores Conservation Area and Oshawa Valley Botanical Gardens, and is approximately 30 kilometres east of downtown Toronto.
This spacious 204 square metre residence, suitable for up to eight guests, features a newly renovated open-concept kitchen with modern appliances, air conditioning, Wi-Fi, and provides access to a garage space and the backyard.

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Best family friendly Pickering Short term rentals

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

Vacation Suite In Pickering - Pickering
9.4 12 reviews

Vacation Suite In Pickering

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.
Queen Of Hearts: Cozy Private Apt 1b/1b,kitchen,5g - Pickering
9.8 12 reviews

Queen Of Hearts: Cozy Private Apt 1b/1b,kitchen,5g

B&B, Toronto
This Queen of Hearts themed private suite is situated in Pickering, Ontario, a suburb east of Toronto, offering convenient access to Petticoat Creek Conservation Park, Frenchman’s Bay Marina, and Pickering Town Centre.
This 1-bedroom, 1-bathroom basement unit accommodates up to three guests and features a well-equipped kitchen, dedicated workstation with high-speed internet, air conditioning, and free street parking for extended stays.
Whitby Gateway - 2br 3bd 2wr Kitchen Laundry - Pickering
9.0 2 reviews

Whitby Gateway - 2br 3bd 2wr Kitchen Laundry

apartment, Oshawa
This Whitby holiday home, near Oshawa, offers convenient access to Thermëa by Bota Bota, spa, Pickering Casino Resort, and Lakeridge Ski Resort, all within a 20-30 kilometre radius.
The two-bedroom, two-bathroom apartment sleeps seven, features a private garden, spa access, parking, and a well-equipped kitchen including a dishwasher, microwave, and fridge; enjoy nearby attractions such as Lynde Shores Conservation Area and Whitby's waterfront.
Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard - Pickering
10 2 reviews

Soleil Nest - 5 Beds, 2.5 Baths, 2 Park, Backyard

apartment, Claremont
This spacious 4-bedroom, 2-bathroom flat is located in a quiet, family-friendly Pickering neighbourhood, offering convenient access to attractions such as the Toronto Zoo (approximately 22 kilometres away) and various golf clubs within a 20-21 kilometre drive.
This accommodation is equipped with high-speed internet, a fully fitted kitchen, air conditioning, and parking for two vehicles, and can host up to 10 guests, making it ideal for families with young children due to the inclusion of a high chair.

Best Pickering lodging with parking

Cozy 4br Near 401, 407 & Toronto - Pickering
9.9 22 reviews

Cozy 4br Near 401, 407 & Toronto

apartment, Toronto
This spacious Toronto apartment, ideal for families or groups, is situated in a suburban area a short 11.3km drive from Highway 401 and a 12.9km drive from Highway 407, offering convenient access to Toronto's attractions.
The four-bedroom, two-bathroom property boasts two living rooms, a fully equipped kitchen with modern appliances including a Nespresso machine and air fryer, in-unit laundry, a private backyard and front patio, plus an indoor fireplace and outdoor gas cooktop; nearby amenities include a golf course, bars and restaurants within walking distance.
Private 1br Basement Suite  Work-friendly - Pickering
10 3 reviews

Private 1br Basement Suite Work-friendly

apartment, Toronto
This private, fully equipped 1-bedroom basement flat in Toronto offers a dedicated workspace with fast WiFi, a spa-like bathroom with a rain shower, and in-suite laundry, all accessible via a separate entrance for enhanced comfort and privacy. The accommodation is suitable for two guests, allows pets, and is family-friendly, with professional cleaning, soundproofing, and exterior security cameras ensuring a secure and hygienic stay.
Whitby Home - Great Convenient Getaway - Pickering
9.4 218 reviews

Whitby Home - Great Convenient Getaway

apartment, Oshawa
This comfortable home is situated in Whitby, just 35km from downtown Toronto and a short walk from Lake Ontario and national reserve areas. It has received excellent reviews for its location, cleanliness and overall experience.
The house has three bedrooms and two bathrooms, comfortably accommodating up to five guests. It offers a fully equipped kitchen, a garden, parking, air conditioning, and high-speed internet, making it ideal for families or groups looking for a relaxing and convenient stay.
Cozy 2-bedroom With Kitchen - Pickering
9.9 18 reviews

Cozy 2-bedroom With Kitchen

apartment, Toronto
This spacious Toronto basement flat is conveniently located near a highway, offering easy access to Toronto city centre, approximately 56km away.
The 111 sqm self-contained unit sleeps four guests, boasting two bedrooms, one bathroom, a kitchen, air conditioning, internet access, and three off-street parking spaces with CCTV surveillance.
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