Best Vacation Homes in Pickering
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Pickering Luxury Rentals
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Pickering Pet Friendly Vacation Rentals
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- Pet Friendly
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- Balcony/Terrace
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Pickering Large Vacation Homes
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Why Choose Rent By Owner for your Pickering Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Pickering Vacation Rentals
Where are the best neighborhoods to stay in Pickering?
When choosing a neighborhood to stay in Pickering, Ontario, youโll find a variety of options that suit different preferences, whether you're seeking a peaceful retreat or a lively community. Each area offers its own unique charm and convenient access to local amenities, making it easy to enjoy your visit. Exploring neighborhoods within this inviting city ensures you find the perfect setting for your getaway, all while enjoying the trusted comfort of reliable vacation rentals. Discover the ideal spot to relax and experience the local culture during your stay in Pickering, Ontario.
Scarborough
Located just a short drive from here, Scarborough offers a vibrant community with easy access to the region's natural beauty and urban amenities. Staying in this neighborhood provides a convenient base for exploring Torontoโs diverse attractions and local parks.
View 412+ Rentals in ScarboroughBest Times to Visit Pickering
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can greatly enhance your experience, as seasonal variations in this region influence the local atmosphere and activities available during your stay.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination experiences warm weather, making it an ideal time for outdoor activities and exploring local attractions.
Fall (September to November)
Autumn brings cooler temperatures and vibrant foliage, perfect for scenic drives and outdoor adventures in the area.
Off-Season Highlights
Winter (December to February)
The winter months tend to be quieter, with colder weather that offers a peaceful setting for cozy stays and holiday festivities.
Spring (March to May)
Early spring features milder weather and blossoming nature, making it a less crowded time to enjoy the region's tranquility.
Weekly Weather Forecast for Pickering
How to Book Your Pickering Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Pickering
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor grilling with a barbecue setup available in many properties around here.
- Relax on a spacious patio or deck to take in the scenic views of the regionโs natural landscapes.
- Take advantage of private gardens or yards to unwind and experience the fresh air.
- Make use of dedicated outdoor dining spaces perfect for leisurely meals outside.
- Discover nearby walking trails and pathways accessible from your rental for outdoor adventures.
- Utilize outdoor recreational amenities such as fire pits or seating areas to gather with friends and family.
- Explore nearby parks or green spaces that are easily accessible for outdoor activities during your stay.
Top Attractions Around Pickering
What attractions are nearby?
Enjoy a variety of outdoor activities and scenic explorations just moments from your accommodation in this vibrant region, offering perfect opportunities to experience local parks, trails, and recreational spots nearby.
Family Activities
- Pickering Museum Village: Step back in time by exploring this living history museum that provides an engaging experience for children and families interested in local history.
- Lakeside Activities at Lake Ontario: Enjoy a day of picnicking, swimming, or simply relaxing along the scenic shores of Lake Ontario, perfect for family outings in the area.
- Edgewater Park and Trail System: Discover outdoor adventures with walking trails, playgrounds, and open spaces where your family can connect with nature within the region.
- Seaton Trail Nature Walks: Embark on scenic hikes suitable for all ages, offering an immersive experience into the natural beauty surrounding here.
Adult Activities
- Visit Rouge National Urban Park: Explore Canada's first national urban park, offering scenic hiking trails and outdoor adventures close to your vacation rental in the area.
- Enjoy Lake Ontario activities: Spend a day by the waterfront engaging in boating, fishing, or simply relaxing along the shores of this beautiful lake nearby.
- Discover local dining experiences: Indulge in diverse culinary options at popular eateries around here, perfect for experiencing regional flavors during your stay.
- Explore the Pickering Museum Village: Step back in time by visiting this historic site that offers a glimpse into the area's past, ideal for an enriching day trip from your accommodation.
Other Places to Stay in Pickering, ON
Pickering Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Events: Check the area's event calendar to align your stay with local festivals or markets, enhancing your experience in this vibrant destination.
- Explore Nearby Outdoor Activities: Take advantage of outdoor pursuits like trails and parks, which showcase the natural beauty of the region near your vacation rental.
- Discover Dining Options: Sample the diverse culinary spots nearby to enjoy authentic regional flavors during your visit to here.
- Utilize Local Transportation: Familiarize yourself with available transit options to easily explore the region and make the most of your time without hassle.
Transportation Options
- Pickering GO Station: This major transit hub connects you conveniently to Toronto and the surrounding region, making day trips easy during your stay.
- Local Bus Services: Reliable bus routes serve the area comprehensively, offering convenient options for exploring Pickering and nearby attractions.
- Private Car Rentals: Renting a vehicle provides flexibility and ease of access to the region's scenic spots and local amenities.
- Taxi and Ride-Sharing Services: Accessible through various providers, these options offer quick and direct transportation throughout the area, ideal for short trips or when convenience matters.
Local Customs Options
- Welcome Ceremony: Participating in local welcoming traditions often involves community gatherings where newcomers are warmly received, reflecting the area's friendly spirit.
- Festive Celebrations: The region celebrates various holidays with unique customs, including community parades and cultural festivals that showcase local heritage.
- Indigenous Heritage: Respect for indigenous traditions is integral here, with opportunities to learn about the area's First Nations history through cultural events and art displays.
- Seasonal Practices: Seasonal customs such as outdoor winter activities or summer outdoor markets offer authentic experiences rooted in the region's climate and lifestyle.
Frequently Asked Questions About Pickering?
1. What are the top vacation rentals in Pickering?
There are a lot of options in Pickering. If you plan on staying in the Pickering area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Pickering:
- RedDore - 2 Bedroom Cozy Basement Suite
- Cosy 3-Bedroom Home in Quiet Cul-de-Sac
- King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg
- Beachy bungalow
- Vacation Home in Pickering
- "Bloom: A Retreat for Business Professionals โ Near Toronto Pan Am Sports Centre
- Lovely Private Bedroom Next to Beach and GoStation
- Lakeside Luxe
- Newly built stunning 4-bedroom detached 2-storey home in Pickering.
- Lux Style | New Town | Pickering | Greater Toronto
2. Which vacation homes in Pickering are best for families?
If you are looking for a family-friendly vacation home in Pickering, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Pickering:
3. How many Rentbyowner vacation rentals are available in Pickering?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 220 in the Pickering area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Pickering.โฏ
Pickering Top Rated Vacation Rentals
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