Discover Your Perfect Pickering Vacation Homes

Why Choose Rent By Owner for your Pickering Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Weekly Weather Forecast for Pickering

How to Book Your Pickering Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Pickering

More Top-Rated Vacation Rentals in Pickering Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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

Other Places to Stay in Pickering, ON

Luke Andrews Wood Sculptures
Luke Andrews Wood Sculptures Vacation Rentals
Annandale Golf and Country Club
Annandale Golf and Country Club Vacation Rentals
Glen Cedars Golf Club
Glen Cedars Golf Club Vacation Rentals
Deer Creek North Golf Course
Deer Creek North Golf Course Vacation Rentals
Herongate Barn Theatre
Herongate Barn Theatre Vacation Rentals
More Places to Stay Near Pickering

Pickering Vacation Rental Frequently Asked Questions

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:

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 235 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.