Holiday Rentals in Pickering

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Pickering holiday rentals
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1702 Holiday rentals and Airbnb in Pickering

Best family friendly Pickering holiday rentals

Among the 1702 accommodations in Pickering, here are the 4 best family friendly rentals

The Taunton House - Pickering
10 2 reviews

The Taunton House

house, Oshawa
This Taunton House in Ajax is located 14.8 kilometres from the Toronto Zoo and 37 kilometres from the Ontario Science Centre, with the Distillery District and Ryerson University within a 41.8-kilometre radius.
This four-bedroom, two-bathroom detached house offers accommodation for up to 12 guests, featuring a fully equipped kitchen, air conditioning, free WiFi, and a garden with a patio and outdoor dining area.
Modern Ajax House ~ Casino ~ Ajax ~ Parking ~ Wifi - Pickering
9.5 33 reviews

Modern Ajax House ~ Casino ~ Ajax ~ Parking ~ Wifi

house, Toronto
This modern townhouse is situated in a family-friendly neighbourhood in Ajax, a suburb of Toronto, just 40km from the city centre and close to Ajax Downs Casino, Costco, restaurants, a spa, and Lakeridge Hospital. The property has received excellent ratings for its cleanliness, location, and user experience.
The house has three bedrooms and two bathrooms, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, air conditioning, a private garden, parking, and free Wi-Fi, making it a great choice for families and groups of friends visiting the Toronto area.
Botanical Dream: Modern 10b/3.5b,kitchen, Parking - Pickering
9.1 11 reviews

Botanical Dream: Modern 10b/3.5b,kitchen, Parking

apartment, Claremont
This property in Claremont offers convenient access to the Pickering Recreation Complex, Pickering Museum Village, and Pickering Town Centre, with Petticoat Creek Conservation Park and Frenchman’s Bay Marina also a short drive away.
This spacious 5-bedroom, 3-bathroom flat accommodates up to 16 guests and features a fully-equipped kitchen, high-speed internet, air conditioning, and free on-site parking, complemented by a relaxing patio area.
Spacious 4 Bedroom Near Rouge Park/toronto Zoo - Pickering
9.6 70 reviews

Spacious 4 Bedroom Near Rouge Park/toronto Zoo

apartment, Toronto
This four-bedroom house in Pickering, Ontario, is situated approximately 35 km east of Toronto city centre, offering easy access to Rouge National Urban Park and its hiking trails.
The property provides ample space for eight guests, boasting a fully equipped kitchen, private garden with gazebo, and workspace, alongside free parking for two cars.

Best Pickering holiday rentals with parking

Detached 3 Br Home In Ajax,on - Pickering
9.5 124 reviews

Detached 3 Br Home In Ajax,on

apartment, Toronto
This four-bedroom home is located in a peaceful suburban area, just 12 miles from the Toronto Zoo and 26 miles from the Ontario Science Centre. The property has received excellent ratings for its cleanliness, location, and overall experience.
The spacious 158 square metre apartment can comfortably accommodate up to eight guests. Amenities include a fully equipped kitchen, a private garden, free parking, and free Wi-Fi, making it ideal for families or groups looking for a comfortable and convenient stay.
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.
Home Away From Home! - Pickering
10 1 review

Home Away From Home!

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.
Stylish Basement Studio Near Whitby Waterfront - Pickering
10 4 reviews

Stylish Basement Studio Near Whitby Waterfront

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.

Frequently asked questions about holiday rentals in Pickering

  • What should a first-time visitor not miss in Pickering?

    If you're visiting Pickering for the first time, you should definitely check out the Pickering Museum Village. It's a great way to learn about the history of the area and see how people lived in the 19th century. Also, be sure to visit the Rouge National Urban Park. It's a beautiful place to go for a hike, bike ride, or picnic.
  • What are the best Airbnb and holiday rentals in Pickering?

  • Which neighborhood in Pickering should you consider for a vacation rental?

    The best neighbourhood to find a vacation rental in Pickering would be the one near Frenchman's Bay. It's a lovely area with easy access to the waterfront and the Rouge National Urban Park. You can find a range of rentals from apartments to houses, depending on your budget and needs.
  • What are the most popular Airbnbs in Pickering?

  • What are the top family-friendly attractions in Pickering?

    Pickering has a lot to offer families. The Pickering Museum Village is a great place to visit with kids, and the Rouge National Urban Park is perfect for a day of outdoor fun. The Toronto Zoo is just a short drive away and is always a popular choice for families.
  • What are the best holiday rentals with a pool in Pickering?

  • When is the best time to book a vacation rental in Pickering?

    The best time to book a vacation rental in Pickering would be during the shoulder seasons, from April to June and September to October. You'll find better deals and fewer crowds during these months.
  • What are the best rentals for families and kids in Pickering?

  • What are the best budget-friendly activities in Pickering?

    For budget-friendly activities, there's a lot to do in Pickering. The Rouge National Urban Park is free to enter and offers plenty of hiking and biking trails. You can also explore the Pickering Museum Village, which has free admission on certain days of the week.
  • What are the best rentals or Airbnbs with a jacuzzi in Pickering?

  • What are the best restaurants with local dishes in Pickering?

    For local dishes, you should try the pickerel at The Captain's Boil on Kingston Road. It's a popular spot for fresh seafood and a great place to try some local fare. You can also find some great restaurants in the Pickering Village area.
  • What are the best walking or cycling routes in Pickering?

    The most popular walking and cycling routes in Pickering are located within the Rouge National Urban Park. The park has a variety of trails, ranging from easy to challenging, so there's something for everyone. The Waterfront Trail is another great option for a scenic walk or bike ride.
  • Are there pet-friendly attractions in Pickering?

    Yes, there are a number of pet-friendly attractions in Pickering. The Rouge National Urban Park is a great place to take your dog for a walk, and many of the restaurants and cafes in the Pickering Village area are also pet-friendly.
  • What are the benefits of choosing a vacation rental in Pickering?

    Choosing a vacation rental in Pickering can offer a more spacious and comfortable stay than a hotel. You'll also have access to a kitchen and laundry facilities, which can be convenient for families or longer stays.
  • What are the top sports attractions and facilities in Pickering?

    Pickering is home to several sports facilities, including the Pickering Recreation Complex, which features a swimming pool, fitness centre, and ice rink. The city also has a number of parks and trails that are perfect for outdoor sports activities.

Popular destinations

Best Pickering holiday rentals with a balcony

Finished 2 Br Apartment In An Upscale Area Of Ajax - Pickering
No reviews

Finished 2 Br Apartment In An Upscale Area Of Ajax

apartment, Toronto
Apartment rental. You will be located in Toronto.
Facilities and services: a dish washer, a washing machine and an iron. Take advantage of the air conditioning in this apartment in Toronto.
Scarborough Oasis Near Uoft Campus, Free Parking - Pickering
No reviews

Scarborough Oasis Near Uoft Campus, Free Parking

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.
3-bed 3-bath Cozy Vacation House In Ajax, Greater Toronto Area Gta, On, Canada - Pickering
9.8 7 reviews

3-bed 3-bath Cozy Vacation House In Ajax, Greater Toronto Area Gta, On, Canada

apartment, Toronto
This Ajax holiday home, near the Ajax Convention Centre (2.4km) and Pickering Casino Resort (3.4km), offers easy access to public transport and is ideally located for exploring Toronto.
This 185 square metre property boasts three bedrooms, three bathrooms, sleeps six guests, and includes a fully equipped kitchen, swimming pool, Jacuzzi, spa, and parking, making it perfect for a family getaway.
Beautiful Lakeview Cottage On The Beach - Pickering
9.3 208 reviews

Beautiful Lakeview Cottage On The Beach

cottage, Toronto
This charming cottage is located in south Ajax, Ontario, just 20 kilometres east of Toronto, directly on Paradise Beach. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
This spacious three-bedroom cottage offers over 200 square metres of living space, comfortably accommodating up to 11 guests. The cottage includes a fully equipped kitchen, laundry facilities, a terrace, and a garden, as well as a barbecue grill for enjoying summer evenings.

Best Pickering holiday rentals with air conditioning

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.
Karibu Home Retreat, Near Toronto Hwy 401 - Pickering
9.5 19 reviews

Karibu Home Retreat, Near Toronto Hwy 401

apartment, Toronto
This three-bedroom, two-bathroom detached house in North Ajax offers convenient access to major routes such as the 412, 401, and 407, placing the Greater Toronto Area within easy reach.
This accommodation for six features a modern kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, a garden, parking, two living areas with TVs, a dedicated workspace, and a lounge with a daybed.
Modern 2bed/1bath + Parking - Pickering
9.2 69 reviews

Modern 2bed/1bath + Parking

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.
2 Bdrms- Bsmt, Light Breakfast, Ajax Go/fifa& 401 - Pickering
9.9 28 reviews

2 Bdrms- Bsmt, Light Breakfast, Ajax Go/fifa& 401

apartment, Toronto
This Toronto apartment, ideally situated near the subway, offers easy access to Walmart, Food Basics, and Costco, with parks and beaches also within a short distance.
The two-bedroom, one-bathroom flat sleeps four guests, features a kitchen with fridge, freezer, and microwave, laundry facilities, designated parking, air conditioning, and a separate entrance.
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