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

Quiet Oasis Minutes From Toronto - Pickering
9.7 46 reviews

Quiet Oasis Minutes From Toronto

apartment, Toronto
This centrally located studio flat is just a short walk from a bus stop, restaurants, grocery stores, and a pharmacy, making it a convenient base for exploring Toronto. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The studio flat is suitable for two guests and features a private entrance, a well-lit walkway, and a cosy living area with a gas fireplace. The kitchen is equipped with a fridge, microwave oven, hotplate, and toaster oven, perfect for light meals.

Best Pickering Short term rentals with a jacuzzi

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

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.
Beautiful Cottage In Ajax - Pickering
9.8 85 reviews

Beautiful Cottage In Ajax

apartment, Oshawa
This seven-bedroom home is situated in Ajax, just 10km south of Oshawa, offering a peaceful retreat close to Lake Ontario. It has received excellent ratings for location, cleanliness, and user experience.
This spacious property comfortably accommodates 16 guests and features a fully equipped kitchen, air conditioning, a swimming pool, and parking. Enjoy the convenience of a dishwasher, microwave, and internet access, as well as the charming town setting of Ajax with its local shops, cafes, and restaurants.
Quiet Retreat With 2 King Beds & Hot Tub - Pickering
10 6 reviews

Quiet Retreat With 2 King Beds & Hot Tub

apartment, Oshawa
This ground-floor flat in downtown Whitby offers proximity to amenities and public transport, being a 5-minute walk to local cafés, restaurants, breweries, shops, and a 5-minute drive to Whitby GO Station and the Highway 401.
This two-bedroom, one-bathroom apartment accommodates up to four guests and features a private backyard with a hot tub, fire pit, BBQ, a fully equipped kitchen, a dedicated workspace, and entertainment options including a record player and Smart TVs, all within an hour's drive of Toronto attractions.
King Bed Comfort On Main Floor - Pickering
8.0 1 review

King Bed Comfort On Main Floor

apartment, Toronto
This three-bedroom flat is located in Ajax, a town just east of Toronto, approximately 40 kilometres from the city centre and close to attractions like the Whitby History Museum & Children's Centre and Herongate Barn Theatre. The property has received very good user ratings and an excellent location rating.
The 232 square metre flat has a dedicated workspace, a charming interior, and a garden. It offers a range of amenities including a fully equipped kitchen, air conditioning, a jacuzzi, and parking.

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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

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.
Steps To Frenchmans Bay In Luxury Bsmt Apartment - Pickering
9.2 59 reviews

Steps To Frenchmans Bay In Luxury Bsmt Apartment

apartment, Toronto
This two-bedroom basement flat in Pickering is located just a short walk from Lake Ontario, the marina, and the beach, in a family-friendly neighbourhood with restaurants, shops, and entertainment options. It has received excellent ratings for its location, cleanliness, and overall experience.
The self-contained apartment comfortably sleeps four guests and features a separate kitchen, a patio for outdoor relaxation, and a spacious living area with a 65-inch smart TV. It also provides amenities like a washer/dryer, access to a backyard barbecue, and basic condiments for a comfortable stay.
Furnished Family Home  King Bed  Parking  Bbq  Backyard  Discounted Price - Pickering
8.8 20 reviews

Furnished Family Home King Bed Parking Bbq Backyard Discounted Price

apartment, Toronto
This Pickering holiday home, situated 5km from Lake Ontario and Rouge National Urban Park, offers convenient access to outdoor recreation and is also within 10km of Colonel Danforth Park and Herongate Barn Theatre.
The 232 square metre property boasts three bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, swimming pool, spa, tennis court, and private fenced yard with barbecue facilities.
Large Separate Entrance Basement Unit 2beds 1washroom Sleeps 4-6 - Pickering
8.5 27 reviews

Large Separate Entrance Basement Unit 2beds 1washroom Sleeps 4-6

apartment, Toronto
This Pickering basement flat, near the Toronto Zoo (7km) and within a 37km radius of the Ontario Science Centre, Royal Ontario Museum, and Distillery District, offers convenient access to major Toronto attractions.
The 93 square metre self-catering property sleeps 4-6 guests, featuring one bedroom, one bathroom, free Wi-Fi, private parking, and air conditioning.

Best Pickering lodging with parking

Private Guest Suite - Pickering
9.7 30 reviews

Private Guest Suite

apartment, Toronto
This Toronto apartment, ideal for couples or small families, is situated in an unspecified area of the city, requiring further details for precise location relative to landmarks such as the CN Tower or the Distillery District.
The self-contained flat offers one bedroom, one bathroom, in-unit laundry, dedicated parking, and access to Netflix and Prime Video, comfortably accommodating two guests.
Modern Luxury Suite In Ajax Near Amenities - Pickering
9.7 15 reviews

Modern Luxury Suite In Ajax Near Amenities

apartment, Toronto
This spacious two-bedroom basement apartment is situated in Ajax, Ontario, approximately 0.8 km from Walmart, Cineplex Cinemas Ajax, and Ajax Downs racetrack, offering easy access to the highway.
The self-contained flat sleeps four guests in two queen-sized bedrooms, boasting a fully equipped kitchen with dishwasher, a modern bathroom with laundry facilities, a smart TV, Wi-Fi, and private parking; long-term guests benefit from complimentary replenishment of toiletries and pantry staples.
Spacious 5br Home/office -Gta, Whitby, 401,407,412 - Pickering
10 12 reviews

Spacious 5br Home/office -Gta, Whitby, 401,407,412

apartment, Oshawa
This spacious five-bedroom house in Oshawa offers easy access to Highways 412, 401, and 407, placing it within convenient reach of local amenities such as the LCBO, various grocery stores, golf clubs, and the Thermea Spa.
The 5-bedroom, 3-bathroom property sleeps up to 10 guests, boasting a fully equipped kitchen, high-speed internet, laundry facilities, a BBQ, ample parking (six cars), and a dedicated home office; public transport is also readily available.
Spacious Basement Lower Suite 3br Home Stay 1 King 2 Queen Beds 2 Car Parkings Fifa 2026 - Pickering
9.3 11 reviews

Spacious Basement Lower Suite 3br Home Stay 1 King 2 Queen Beds 2 Car Parkings Fifa 2026

apartment, Toronto
This Pickering flat offers convenient access to Toronto, situated approximately 12.7 kilometres from the Toronto Zoo and 30.6-32.2 kilometres from central attractions such as the Ontario Science Centre and The Distillery District.
This spacious 140 square metre apartment accommodates up to nine guests, featuring air conditioning, a fully equipped kitchen with an oven and microwave, complimentary Wi-Fi, an on-site bar, and private parking for two cars, with a patio area perfect for outdoor dining.
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