Pickering Summer Rentals, Cottages & Cabins

Book a Place to Stay in Pickering for Your Summer Getaway

About Pickering Summer Rental on SunSkiResorts

SunSki's selection of summer rentals in Pickering promises the ideal setting for your next seasonal escape. We offer a diverse array of properties boasting enticing features such as private pools, indoor/outdoor swimming facilities, hot tubs, WiFi, beachfront access, and more. Whether you're journeying with family, friends, or a larger group, we have a rental perfectly tailored to your requirements.

Immerse yourself in the epitome of summer leisure in Pickering with SunSki. Our summer rental accommodations are meticulously curated to ensure utmost comfort and relaxation. From chic condos and opulent resorts to charming villas, quaint bungalows, cozy cabins, RVs, and cottages, we present a spectrum of options to match your vacation vision. Discover your idyllic summer retreat with SunSki.

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Frequently Asked Questions About Pickering Luxury Rentals

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 Summer Rentals in Pickering:

In 2025, SunSki offers 433 summer rentals in or around Pickering. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
The average price per night for a summer rental in Pickering is $227. Check the full list of summer accommodations in Pickering.
There are 433 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with SunSkiResorts.

Yes, here are some popular summer holiday rentals in Pickering that have a private or indoor pool:

Check all holiday rentals with a pool in Pickering on SunSkiResorts.

Yes, We have 433 summer rental homes in Pickering and types of place to stay in Pickering include:

  • Vacation Homes: 433 available for rent
  • Villas: 433 Rentals available for rent
  • Holiday Apartments: 433 Rentals available for rent
  • Hotels with Suites: 433 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Pickering. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Pickering.