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Pickering vacation rentals

We found 517 vacation rentals — enter your dates for availability

Discover a selection of 51 homes, 20 apartments, and other vacation rentals in Pickering that are perfect for your trip. Vacation homes offer the amenities you expect for your stay with friends, family, or just your pet, such as WiFi and a fireplace. At the end of the day, you're sure to find a rental to meet everyone's needs, including a place that is accessible or non-smoking.
  • Peace of mind
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  • More quality time
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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Find out more about Pickering

Find out more about Pickering

Why visit Pickering

  1. Family-friendly attractions: Pickering offers a variety of activities suitable for families, ensuring fun for all ages.
  2. Scenic waterfront: Enjoy romantic strolls along the picturesque waterfront, perfect for couples seeking relaxation.
  3. Charming neighborhoods: Explore vibrant areas like North York, rich in history and friendly locals.
  4. Outdoor adventures: Experience the serene landscapes and urban parks ideal for outdoor enthusiasts.
  5. Diverse accommodation options: Choose from spacious apartments, private homes, and modern condos for a comfortable stay.

Popular types of accommodation in Pickering

Planning a getaway to Pickering? You’re in for a treat! This vibrant city offers a variety of vacation rentals, including private homes, spacious apartments, and modern condos. Whether you're looking for a new apartment or a cozy mobile home, you'll find plenty of options to suit your needs. Discover the perfect accommodation that provides comfort and convenience, ensuring a memorable stay in Pickering.

  • Houses: These are the top choice for visitors to Pickering, offering spacious accommodations perfect for families or groups seeking a home-like atmosphere.
  • Apartments: A popular second option, apartments provide a convenient and comfortable stay, ideal for couples or solo travellers.
  • Condos: Condos rank third, combining modern amenities with a central location for an enjoyable vacation experience.
  • Cottages: Cottages are a charming fourth choice, perfect for those wanting a cozy retreat in a peaceful setting.
  • Villas: Fifth on the list, villas offer luxurious spaces with upscale features for a lavish getaway.**

Top attractions in Pickering

Pickering, Ontario, is perfect for city-themed, family, and romantic getaways. Visitors can explore a variety of attractions such as urban parks, modern colleges and universities, and beautiful botanical gardens. The local points of interest cater to those seeking family-friendly activities, outdoor adventures, and vibrant city experiences, ensuring a memorable vacation for everyone.

  1. University of Toronto Scarborough: A dynamic campus that blends modern architecture with a vibrant city atmosphere. Enjoy exploring its beautiful grounds and engaging in cultural events.
  2. Ajax Convention Centre: A premier venue for conferences and events, it exudes a professional atmosphere. Experience the hustle and bustle of business gatherings and networking opportunities.
  3. Rouge National Urban Park: A stunning natural oasis ideal for families, offering scenic trails and diverse wildlife. Enjoy outdoor activities while experiencing the beauty of urban nature.

Things to do recommended for couples

For a romantic getaway in Pickering, explore the adventure-filled Skyloft Ski Resort or indulge in the enchanting atmosphere at Willow Springs Winery. If you're up for some winter sports, the Earl Bales Ski and Snowboard Centre offers a thrilling experience just a short drive away.

Things to do recommended for families

Your family will have a great time at the Markham Pan Am Centre for sports, enjoy ice skating at Cedarena, and unwind in nature at Lynde Shores Conservation Area, all within a short drive from Pickering. Perfect for adventure and relaxation!

Things to do recommended for groups

Enjoy a group shopping spree at Scarborough Town Centre, only 16.1km from Pickering. Tee off at Deer Creek North Golf Course for a sporty outing, or experience the charm of Herongate Barn Theatre for a cultural evening filled with entertainment and romance.

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

If you're planning a trip with friends, family, pets, or seeking extended stays, it's important to prioritize your preferences when filtering options. Here are some helpful Vrbo booking tips for you.

  • Traveling to Pickering with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Pickering with young kids: Traveling with young children can present its challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Pickering: For many, a family getaway isn't truly fulfilled without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Pickering: If you're in search of vacation rentals offering attractive rates for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search for the best options.

Where to stay in Pickering

Pickering, Ontario, offers a delightful blend of family-friendly attractions and charming neighborhoods. Explore the serene landscapes of rural Pickering or venture into the vibrant areas of North York, where friendly locals and rich history await. Enjoy a romantic stroll along the waterfront or indulge in budget-friendly dining options. With its welcoming atmosphere and diverse experiences, Pickering is the perfect destination for any traveller seeking adventure and relaxation.

  • Ajax: Located a mere 4.8km from Pickering, Ajax is a vibrant city that offers a blend of family-friendly activities and urban experiences. Visitors can enjoy a day at the popular shopping malls, or try their luck at the nearby casino. For sports enthusiasts, Ajax features a variety of sports facilities, including a stadium that hosts local events. The scenic waterfront along Lake Ontario provides a perfect backdrop for leisurely strolls, making Ajax a delightful destination for both relaxation and excitement.
  • Rouge: Just 8.0km from Pickering, Rouge is a charming neighbourhood that is perfect for outdoor lovers and families seeking adventure. With its proximity to an amusement park and numerous recreational areas, there’s never a dull moment. The local theme park offers thrilling rides and entertainment, while the sports facilities and stadium cater to those looking to catch a game or participate in activities. Rouge’s lush green spaces provide excellent opportunities for hiking and family outings, making it a great spot for nature enthusiasts.
  • Port Union: Also located 8.0km from Pickering, Port Union is an inviting neighbourhood that combines urban living with outdoor leisure. Families can explore the recreational areas or visit the shopping centres nearby for a day of retail therapy. The urban park is a standout feature, offering trails and picnic spots perfect for a family day out. With sports facilities and stadiums in the area, Port Union provides a dynamic atmosphere for both relaxation and recreation, making it a must-visit during your stay.

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. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

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

Booking with Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Also, extending your stay can lead to significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers a user-friendly platform to plan new adventures, revisit your previous arrangements, or manage your existing travel plans. You can easily find your saved or booked properties sorted into categories like Potential Trips, Upcoming Trips, or Current Trips. To begin utilizing Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Travel to friendly Pickering

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

Activities and attractions in and around Pickering

Are you looking for attractions to visit while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Pickering a fun place to get away. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • 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)
  • Wooden Sticks Golf Course (17.9 mi / 28.8 km)

Exploring the natural features in Pickering

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Pickering is a great spot to appreciate mother nature. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Rouge National Urban Park (3.9 mi / 6.2 km)
  • Guild Inn Gardens (8.2 mi / 13.3 km)
  • Oshawa Valley Botanical Gardens (11.5 mi / 18.5 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)

Transportation options to and around Pickering

The nearest airport is in Billy Bishop Toronto City Airport (YTZ), located 21 mi (33.8 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Toronto Pearson Intl. Airport (YYZ), 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 vacation rental accommodation in Pickering?
The most desirable types of vacation rentals in Pickering are houses. Prefer something different? Vrbo has numerous options to match the unique needs of our guests, so you’ll see vacation 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 vacation rental in Pickering?
Different factors determine how much you’ll pay for a vacation rental in Pickering, including the time of year, length of stay and property type. However, all our vacation 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 traveling. Just enter your travel dates into Vrbo 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 vacation rentals in Pickering?
There are, yes. Take your pick of 14 vacation homes that welcome pets in Pickering on Vrbo. Our cuddly best friends need a getaway too, so simply use our search function for pet-friendly vacation rentals 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 Vrbo. Ball games, gentle soak or noodle joust? Free time is up to you when your Vrbo vacation property comes with its own pool.
What are popular rental amenities in Pickering?
The most popular rental 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, Vrbo vacation properties have the best amenities for making epic memories with the people that matter most.
Are there vacation rentals in Pickering that welcome kids?
With 14 family-friendly vacation rentals 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 vacationing 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 vacation rentals in Pickering?
Yes, there are four one-bedroom properties in Pickering to pick from. A one-bedroom vacation home is a wonderful option if it’s just two of you or if you’re traveling 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 vacation rentals in Pickering?
Take your pick of four two-bedroom vacation 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 vacation rentals with WiFi in Pickering?
You can choose from 11 vacation rentals 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 Vrbo.
How can I find vacation rentals with air conditioning in Pickering?
You can choose from 13 vacation rentals 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 vacation rental in Pickering?
The age limit can differ across properties on Vrbo, so look at the rules of the vacation home in Pickering you want to book. But normally, it’s 16, 18 or 21.
How long can I rent a vacation rental 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 Vrbo. 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.

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