Holiday Rentals in Pickering

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Pickering holiday rentals
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1167 Holiday Rentals and Airbnb in Pickering

Best family friendly Pickering holiday rentals

Among the 1167 accommodations in Pickering, here are the 4 best family friendly rentals

Luxury Kitchen/king Beds/hot Tub Table+beds For 24 - Pickering
9.9 99 reviews
Pickering
10/10 – 16/10
NZ$1083/nighttotal: NZ$6498 (6 )

Luxury Kitchen/king Beds/hot Tub Table+beds For 24

6 4
apartment , Toronto
This spacious six-bedroom house is located in Ajax, just 5 kilometres from the 401 highway and Ajax Go Train station, offering easy access to Toronto and its attractions. The property has received excellent ratings for location, cleanliness, and user experience, making it a great choice for families or groups.
The property can comfortably accommodate up to 16 guests with its six bedrooms and two bathrooms. The house boasts a range of amenities, including a hot tub, a private garden, a fitness centre, and a fully equipped kitchen.
Cozy Whitby Retreat - 2 Bedroom Private House - Pickering
Pickering
30/07 – 05/08
NZ$482/nighttotal: NZ$2892 (6 )

Cozy Whitby Retreat - 2 Bedroom Private House

2 2
house , Oshawa
This Whitby townhouse, conveniently located near Oshawa and offering easy access to the city's attractions, provides a comfortable base for exploring the area.
The 55-square-metre, three-storey property boasts two bedrooms sleeping four, two and a half bathrooms, a full kitchen, free Wi-Fi, on-site parking, and a serene balcony; ideal for families or small groups visiting Oshawa.
Stylish Home Near Luxury Spa & Go Station - Pickering
9.8 301 reviews
Pickering
10/10 – 16/10
NZ$469/nighttotal: NZ$2814 (6 )

Stylish Home Near Luxury Spa & Go Station

4 5
apartment , Oshawa
This four-bedroom bungalow is situated in a peaceful neighbourhood in Whitby, just a short walk from the Ash Creek Channel Trail and within easy reach of the GO station, Iroquois Park and Port Whitby Marina. The property has received excellent ratings for its cleanliness, location and overall user experience.
The home is ideal for families or groups of up to ten guests, with a spacious living area, a fully equipped kitchen and three bedrooms each accommodating two adults. The apartment also offers a range of amenities and activities, including a private deck and backyard, a fitness centre, a garden, and access to Netflix, Disney+ and Spotify.
Stunning 7 Br Rougeview Home With 2 Kitchens, 5 Bathrooms, Amazing Backyard & 8-car Parking - Pickering
9.6 14 reviews
Pickering
23/08 – 26/08
NZ$1374/nighttotal: NZ$4122 (3 )

Stunning 7 Br Rougeview Home With 2 Kitchens, 5 Bathrooms, Amazing Backyard & 8-car Parking

7 1
house , Toronto
This spacious home is located in Toronto, just 3.4 kilometres from the Toronto Zoo, making it ideal for families looking for a comfortable base to explore the city. The surrounding area offers a peaceful residential setting, perfect for a relaxing stay.
The property spans 279 square metres and comfortably accommodates up to 20 guests, with seven bedrooms and five bathrooms. The house features a range of amenities, including two kitchens, a private garden, a shared lounge, air conditioning, free Wi-Fi, and parking.

Best Pickering holiday rentals with parking

Upscale Pickering Escape | Near Lake & Dining - Pickering
Pickering
03/07 – 07/07
NZ$1727/nighttotal: NZ$6908 (4 )

Upscale Pickering Escape | Near Lake & Dining

5 10
apartment , Toronto
This five-bedroom, five-bathroom property in Pickering, Ontario, is situated a short 1.8km walk from Lake Ontario and 1.6km from Millennium Square.
The self-catering apartment sleeps ten guests and boasts a fully equipped kitchen, in-unit laundry, parking, air conditioning, Wi-Fi, and a fireplace; nearby attractions include Cineplex Pickering cinemas, Scarborough Golf and Country Club, Toronto Zoo, and Veterans' Point Gardens.
Lavishing & Modern Apt. With Free Parking - Pickering
9.4 163 reviews
Pickering
01/08 – 31/08
NZ$163/nighttotal: NZ$4890 (30 )

Lavishing & Modern Apt. With Free Parking

1 2
apartment , Oshawa
This basement flat in Oshawa is conveniently located just a short distance from the downtown area and Lake Ontario, offering easy access to local attractions, restaurants, and outdoor activities. The property has received excellent ratings for its cleanliness, location, and user experience, making it a great choice for travellers.
This comfortable self-catering property can accommodate up to five guests and features two bedrooms and one bathroom. The apartment comes equipped with a fully equipped kitchen, a washer, a smart TV with Netflix, and free parking on site.
Beautifully Renovated Apartment - Pickering
9.8 59 reviews
Pickering
14/08 – 29/08
NZ$168/nighttotal: NZ$2520 (15 )

Beautifully Renovated Apartment

1 2
apartment , Oshawa
This one-bedroom flat is located in a peaceful cul-de-sac in Oshawa, just a short drive from downtown Toronto, a casino, the Toronto Zoo, and various shops and restaurants. The property has received excellent ratings for cleanliness, location, and overall user experience.
The flat has a private patio with views of the woods, a comfortable bedroom with a queen-sized bed, and a modern bathroom with an oversized shower. Guests can enjoy access to the Seaton Trail, two TVs with Netflix and Amazon Prime, and a fully equipped kitchen with a fridge, microwave, and dishwasher.
Tranquil Haven: Luxurious 2br Retreat Near Hwy 401 - Pickering
10 47 reviews
Pickering
14/08 – 29/08
NZ$209/nighttotal: NZ$3135 (15 )

Tranquil Haven: Luxurious 2br Retreat Near Hwy 401

1 2
apartment , Toronto
This newly built, two-bedroom basement flat is situated in a family-friendly neighbourhood in Ajax, Ontario, approximately 40km east of Toronto.
The 2-bathroom self-catering property sleeps three guests and boasts a fully equipped kitchen, dedicated workspace, smart TV with premium streaming services, designated parking, and enhanced security features including keypad entry and outdoor cameras.

Frequently asked questions about holiday rentals in Pickering

Destinations nearby

Best Pickering holiday rentals with a balcony

Luxury 2br Suite Stylish Stay With 2 Free Parking - Pickering
Pickering
14/08 – 29/08
NZ$305/nighttotal: NZ$4575 (15 )

Luxury 2br Suite Stylish Stay With 2 Free Parking

1 2
apartment , Toronto
This Pickering flat is situated 6.1 kilometres from the Toronto Zoo and over 27.4 kilometres from central Toronto's attractions, including the Ontario Science Centre and Distillery District.
This one-bedroom apartment accommodates up to nine guests and offers a fully equipped kitchen, air conditioning, complimentary WiFi, and a balcony and terrace, with free private parking available.
Dove Manor Spacious 9 Beds 3 Full Baths Near Pickering Centre - Pickering
Pickering
09/08 – 23/08
NZ$2182/nighttotal: NZ$30548 (14 )

Dove Manor Spacious 9 Beds 3 Full Baths Near Pickering Centre

5 2
house , Toronto
Dove Manor, a recently renovated holiday home, is situated in Pickering, 10 kilometres from the Toronto Zoo and 27 kilometres from the Ontario Science Centre.
This spacious 3500 square metre property accommodates up to 38 guests across five bedrooms and three bathrooms, featuring a fully equipped kitchen, air conditioning, a terrace, garden, and private parking, with a baby safety gate available for families.
Scarborough Oasis Near Uoft Campus, Free Parking - Pickering
Pickering
14/08 – 29/08
NZ$536/nighttotal: NZ$8040 (15 )

Scarborough Oasis Near Uoft Campus, Free Parking

1 2
apartment , Toronto
This Scarborough flat is located 8.4 kilometres from the Toronto Zoo and 14.5 kilometres from the Ontario Science Centre, with key attractions such as the Distillery District and Ryerson University situated 20.9 kilometres away.
This self-catering apartment offers free WiFi, air conditioning, a private balcony, and private parking for up to three guests, with a fully equipped kitchen and one bathroom.
Furnished Family Home Near Toronto - Great Location Game Room - Backyard - Parking & Self Checkin - Pickering
9.3 18 reviews
Pickering
10/10 – 16/10
NZ$495/nighttotal: NZ$2970 (6 )

Furnished Family Home Near Toronto - Great Location Game Room - Backyard - Parking & Self Checkin

3 4
house , Toronto
This three-bedroom house is situated in Pickering, a suburb of Toronto, located 27 kilometres from the Ontario Science Centre and 37 kilometres from the Royal Ontario Museum, offering a peaceful escape from the city's hustle and bustle. The property has received excellent ratings for cleanliness, location and overall experience.
This spacious home, covering 19 square metres, comfortably accommodates up to seven guests. The house features a fully equipped kitchen, a private balcony with garden views, a water park, complimentary Wi-Fi, private parking, and is conveniently located near cycling and hiking trails.

Best Pickering holiday rentals with air conditioning

Stylish Basement Studio Near Whitby Waterfront - Pickering
Pickering
27/06 – 04/07
NZ$221/nighttotal: NZ$1547 (7 )

Stylish Basement Studio Near Whitby Waterfront

1 2
apartment , Oshawa
This one-bedroom flat in Oshawa offers a prime location, situated within walking distance of Lake Ontario and the Waterfront Trail, Lakeridge Health Whitby Hospital, and the Whitby Go Station, with convenient access to Iroquois Park Sports Centre and Whitby Town Centre.
This serviced apartment accommodates up to three guests with a king bed and a sofa bed, featuring a fully equipped kitchen with a coffee station, in-suite laundry, driveway parking for one vehicle, and a dedicated workspace with ultra-fast Wi-Fi.
Home Away From Home! - Pickering
Pickering
09/08 – 23/08
NZ$188/nighttotal: NZ$2632 (14 )

Home Away From Home!

1 2
apartment , Toronto
This Pickering flat offers convenient access to Toronto attractions, situated approximately 12.5 kilometres from the Toronto Zoo and 37 kilometres from Yonge-Dundas Square.
This one-bedroom flat, measuring 37 square meters, accommodates up to three guests and features a private balcony, complimentary WiFi, private parking, and a kitchenette, with the Toronto Zoo a mere 12.5 kilometres away.
Luxury 4br Retreat ~ Spacious Home ~ Pickering - Pickering
9.9 14 reviews
Pickering
10/10 – 16/10
NZ$407/nighttotal: NZ$2442 (6 )

Luxury 4br Retreat ~ Spacious Home ~ Pickering

4 5
apartment , Toronto
This four-bedroom residence in Pickering provides exclusive use of the main and upper levels, featuring a private entrance and convenient access to the Toronto Zoo, situated just 10 kilometres away.
This detached house offers accommodation for up to eight guests, boasting a fully equipped kitchen, a garden with scenic views, high-speed WiFi, an 85-inch Smart TV, and parking for two vehicles, making it an ideal base for exploring the Greater Toronto Area.
Private 1br Basement Suite • Work-friendly - Pickering
10 1 review
Pickering
27/06 – 04/07
NZ$244/nighttotal: NZ$1708 (7 )

Private 1br Basement Suite • Work-friendly

1 2
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.
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