Pickering holiday homes

We found 645 holiday rentals — enter your dates for availability
Discover a selection of 65 homes, 22 apartments and other holiday rentals in Pickering that are perfect for your trip. Holiday homes provide the best amenities for your stay with friends, family or just your pet, such as a fireplace and garden. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Pickering

Showing deals for:30 Oct - 6 Nov

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Why visit Pickering

  • Picturesque parks: Enjoy the tranquil beauty of urban parks perfect for family outings and leisurely strolls.
  • Botanical gardens: Discover stunning gardens that showcase local flora and provide a peaceful retreat.
  • Beaches: Relax at local beaches, offering sun, sand, and fun water activities for all ages.
  • Charming neighbourhoods: Explore vibrant communities like West Shore and Steeple Hill, ideal for picnics and community engagement.
  • Outdoor adventures: Engage in various outdoor activities amidst the beautiful landscapes of Pickering.

Top attractions near Pickering

Pickering, Ontario, Canada offers a delightful mix of urban parks, botanical gardens, and beaches perfect for family, romantic, and city-themed holidays. This vibrant city caters to travellers seeking outdoor adventures and memorable city experiences, making it a charming destination for a relaxed getaway. Enjoy the local attractions and activities that provide a unique blend of nature and urban excitement right in the heart of Pickering.

  • Woodbine Beach: Enjoy the vibrant beach vibes with sandy shores and refreshing sea breezes, located 27km from Pickering.
  • Parkwood Estate: Immerse yourself in culture at this historic house, offering a glimpse into local heritage 19km from Pickering.
  • Rouge National Urban Park: Experience a family-friendly urban park with outdoor adventures and city charm, situated 6km from Pickering.

Things to do recommended for couples

For a romantic getaway in Pickering, explore the scenic waterfront trails of Frenchman's Bay, or indulge in a couple's spa day at a local wellness retreat. Enjoy a candlelit dinner at a charming bistro, followed by a stroll through the picturesque parks nearby.

Things to do recommended for families

Families visiting Pickering can have a delightful time at the nearby Toronto Zoo, where kids can marvel at diverse wildlife. Enjoy a fun-filled day at the Beachfront Park, featuring playgrounds and picnic spots, perfect for making lasting memories together.

Things to do recommended for groups

Groups visiting Pickering can explore the beautiful Rouge National Urban Park, offering hiking trails and wildlife watching. Enjoy a day at the local beach at Frenchman’s Bay, and experience the vibrant food scene at nearby restaurants for a taste of Canadian cuisine.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Pickering

If you're travelling with a group, family, or pets, or if you're considering longer stays, it's important to filter your options based on what matters most to you. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Pickering with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Pickering with young kids: Traveling with little ones can be a challenge. You need to make sure they’re comfortable and safe, with amenities suited to their age—like a private swimming pool. It’s also wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Pickering: For many families, a holiday isn't truly complete without their furry companion. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Pickering: If you’re searching for holiday rentals with special offers for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Pickering

Pickering, Ontario, offers a delightful blend of family-friendly attractions and charming communities. Explore the picturesque rural areas and vibrant neighbourhoods like West Shore and Steeple Hill, perfect for leisurely strolls and picnics. Enjoy the welcoming atmosphere created by friendly locals while engaging in outdoor activities or visiting local parks. With its beautiful landscapes and engaging experiences, Pickering is an ideal destination for a memorable holiday.

  • Ajax: Situated a mere 5km from Pickering, Ajax is a vibrant city that caters to families, business travellers, and those seeking a city-themed experience. The area is well-known for its shopping centres and entertainment venues, making it an ideal spot for both leisure and retail therapy. Notable landmarks include a modern sports facility stadium and a spacious convention centre that hosts various events throughout the year. Ajax also offers picturesque parks and recreational areas, perfect for enjoying the outdoors or a family picnic.
  • Whitby: Located 13km from Pickering, Whitby is a charming city that seamlessly blends family-friendly activities with urban amenities. Visitors can explore a variety of shopping centres and enjoy leisurely days at local resorts. The area is highlighted by its sports facility stadium and scenic lake, providing opportunities for both relaxation and recreation. With its welcoming community atmosphere, Whitby is an excellent place for families and business travellers alike to experience the best of what the region has to offer.
  • Scarborough Village: Scarborough Village, positioned 14km from Pickering, is a delightful neighbourhood known for its family-oriented environment and educational institutions. Visitors will find a range of shopping centres and vibrant community spaces that encourage exploration and social interaction. The area boasts an urban park and a modern college university, making it an inviting destination for both relaxation and learning. Scarborough Village perfectly captures the essence of suburban life while remaining close to the excitement of the nearby city.

Best time to go to Pickering

If you're planning a trip to Pickering, it's a good idea to check both the weather and property rates. The warmest month is July.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January23.0°F (-5.0°C)Light RainMostly CloudySlightly Low
February23.4°F (-4.8°C)Light RainMostly CloudyAverage
March32.0°F (0.0°C)Light RainMostly CloudyAverage
April42.3°F (5.7°C)Light RainMostly CloudyAverage
May54.3°F (12.4°C)Light RainMostly SunnyAverage
June63.5°F (17.5°C)Light RainMostly SunnySlightly High
July70.2°F (21.2°C)Light RainMostly SunnySlightly High
August69.6°F (20.9°C)Light RainMostly SunnySlightly High
September63.3°F (17.4°C)Light RainMostly SunnyAverage
October51.4°F (10.8°C)Light RainMostly SunnyAverage
November39.7°F (4.3°C)Light RainMostly CloudySlightly Low
December30.7°F (-0.7°C)Light RainMostly CloudySlightly Low

Booking with Vrbo is simple

Are you keen to save on your upcoming journey? Being flexible with your travel dates can lead to better deals, as prices can fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, make use of our filters to sort by price, location, and type of holiday accommodation.

Vrbo Trips: Planning made easy

Vrbo’s inventive Trip Board offers you a dedicated space to craft new journeys, pick up where you left off, or review and organise your plans. Properties you’ve previously saved or booked now appear under Potential, Upcoming, or Current Trips. To access your Trip Boards, simply visit: https://www.bookabach.co.nz/trips

**Based on Vrbo properties bookings.

Travel to friendly Pickering

The lake and surrounding scenery provide a peaceful ambience to your holiday home in Pickering. Well known for its zoo, hockey games and coffee shops, this welcoming city won't disappoint. Toronto Zoo and Scarborough Town Centre are just a couple of the must-see attractions in the area. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Pickering

Do you want to find attractions to visit while you're in the area? Venture out of your holiday home and experience everything that makes Pickering a fun place to get away to. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Toronto Zoo (5.1 mi / 8.1 km)
  • Deer Creek North Golf Course (7 mi / 11.3 km)
  • Royal Ashburn Golf Club (11.7 mi / 18.8 km)
  • Angus Glen Golf Club (12.5 mi / 20 km)
  • Neb's Funworld (13.2 mi / 21.2 km)
  • Cedar Park Resort (20.3 mi / 32.6 km)

Exploring the natural features in Pickering

Whether you're an adventurous traveller or just want to take in the scenery, Pickering is a great place to get out in nature. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Rouge National Urban Park (3.9 mi / 6.2 km)
  • Morningside Park (6.8 mi / 11 km)
  • Guild Inn Gardens (8.2 mi / 13.3 km)
  • Scarborough Crescent Park (12.1 mi / 19.5 km)
  • Lakeview Park Beach (13.2 mi / 21.2 km)
  • Toronto Botanical Garden (15.3 mi / 24.6 km)

Transport options to and around Pickering

The nearest airport is in Toronto, ON (YTZ-Billy Bishop Toronto City), located 21 mi (33.8 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Toronto, ON (YYZ-Pearson Intl.), which is 28.3 mi (45.6 km) away.

Catch a ride on the metro at Pickering Station for ease of access to the rest of the city.

Frequently asked questions

What is the most popular type of holiday home accommodation in Pickering?
The most desirable types of holiday homes in Pickering are houses. Prefer something different? Bookabach has numerous options to match the unique needs of our guests, so you'll see holiday properties in all shapes and sizes. The perfect fit is waiting for you — get hold of yours today.
How much does it cost to rent a holiday home in Pickering?
Different factors determine how much you'll pay for a holiday home in Pickering, including the time of year, length of stay and property type. However, all our holiday homes have one thing in common — incredible value. Simply add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Pickering?
Prices for beach houses in Pickering vary depending on the type and size of the property and time of year you're travelling. Just enter your travel dates into Bookabach and the number of guests to see available options and prices. From there you can use the filters to narrow your search by ratings, amenities, nearby activities and more.
Are there pet-friendly holiday homes in Pickering?
There are, yes. Take your pick of 14 holiday homes that welcome pets in Pickering on Bookabach. Our cuddly best friends need a getaway too, so simply use our search function for pet-friendly holiday homes to find a property where Fido can share in the good times.
Can I rent a house with a pool in Pickering?
Check the "pool" box in our filter tool and choose from two houses with private pools in Pickering on Bookabach. Ball games, gentle soak or noodle joust? Free time is up to you when your Bookabach holiday property comes with its own pool.
What are popular home amenities in Pickering?
The most popular home amenities people are searching for in Pickering are a firepit, a nearby waterfront and a swimming pool. Whether you're taking a trip with family, friends or even pets, Bookabach holiday properties have the best amenities for making epic memories with the people that matter most.
Are there holiday homes in Pickering that welcome kids?
With 14 family-friendly holiday homes available in Pickering, now is a fantastic time to introduce the kids to the thrills of travel. Simply click on our "Properties good for families" filter to search for stays packed with amenities perfect for holidaying families, like kitchens, pools, entertainment units and bunk beds.
What are the top attractions for families in Pickering?
Keep the kids busy at these top family-friendly attractions in Pickering:

  • Whitby History Museum & Childrens Centre
  • Lynde Shores Conservation Area
  • Deer Creek North Golf Course

Are there one-bedroom holiday homes in Pickering?
Yes, there are four one-bedroom properties in Pickering to pick from. A one-bedroom holiday home is a wonderful option if it's just two of you or if you're travelling alone. Add in more privacy, space and convenience than a regular hotel, and you're sure to have an unforgettable trip.
Can I find two-bedroom holiday homes in Pickering?
Take your pick of four two-bedroom holiday properties in Pickering. Put your little ones in the second room or maybe fill it with a couple of your nearest and dearest friends. There's ample space for whoever's lucky enough to be coming along.
Are there holiday homes with WiFi in Pickering?
You can choose from 11 holiday homes with WiFi in Pickering. If you want to disconnect from the world on your break, but still want to be connected to the web, these getaways are just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Pickering?
You can choose from 13 holiday homes with air conditioning in Pickering giving you that cool, cool breeze and extra bit of comfort. Enter your preferred travel dates and then use our filters to locate stays with air conditioning.
How old do you have to be to rent a holiday home in Pickering?
The age limit can differ across properties on Bookabach, so look at the rules of the holiday home in Pickering you want to book. But normally, it's 16, 18 or 21.
How long can I rent a holiday home in Pickering for?
It's down to the Pickering property. To see a list of options offering extended stays, simply type your travel dates and guest number into Bookabach. Enjoy having the place to yourself, along with amenities such as air conditioning, a fully-equipped kitchen and a yard where the kids can run around and play. Be on the lookout for long-term stays that offer weekly or monthly discounts.