236+ Luxury Vacation Rentals & Cabins in Pickering |
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  3. Oshawa
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Pickering Cabin Rentals

About Pickering Vacation Rentals

There are more than 236 incredible getaway rentals that are available in Pickering. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.com and uncover great stays in Pickering.

Cabinns.com features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.com in Pickering, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.com vacation rentals, resorts, and Airbnb-style properties in Pickering. Places to stay near Pickering are 461.53 ft² on average, with prices averaging US $194 a night.

Cabinns.com helps you find the ideal holiday rental to create a lifetime of travel memories in Pickering. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.

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Top Cabin Rentals, Cottages, and Holiday Home Rentals in Pickering

Type Count
Vacation Homes 162
Holiday Apartments 52
Villas 5
B&B 2
Unique Vacation Rentals 1

Use these Quick Filters to Find a Vacation Rental in Pickering

★ Pro Tip: Cabinns.com is a cabin vacation rental website, pulling some of the top cabins, luxury resorts, and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible cabin resorts and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Pickering with Cabinns.com.

Weather in Pickering, ON

View the weather forecast for Pickering before booking your Pickering Vacation Rentals to confirm your best time to go.

December - February
High 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F

Activities Pickering Guest Reviews Local Attractions

Cabins Provides a Large Selection of Cabins and Vacation Rentals in and Near Pickering. Discover Top Attractions For Your Next Outdoor Adventure.


Herongate Barn Theatre
Deer Creek North Golf Course
Glen Cedars Golf Club
Luke Andrews Wood Sculptures
AnNonedale Golf and Country Club
CN Tower
Toronto Eaton Centre
Canada's Wonderland
Rogers Centre
Scotiabank Arena
Ripley's Aquarium of Canada
Metro Toronto Convention Centre
Royal Ontario Museum
Toronto Zoo
Casa Loma
Vaughan Mills Mall
University of Toronto - St. George Campus
Royal Alexandra Theatre
Hockey Hall of Fame
Harbourfront Centre

Find Nearby Cabin Rentals in these Cities & Neighborhoods


Annandale Golf and Country Club 271 Properties
Glen Cedars Golf Club 127 Properties
Deer Creek North Golf Course 63 Properties
Herongate Barn Theatre 44 Properties
Luke Andrews Wood Sculptures 32 Properties

Complexes around Pickering, ON


Comfort Inn 3 Properties

Frequently Asked Questions About Pickering?

What are the top cabins, lake houses & summer homes in Pickering?

We provide an array of great vacation destinations in Pickering. If you are looking to stay in or around the Pickering area, make sure to browse our options to find a premium cabin resort or rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Pickering:

Which cabin rental, resort, or holiday home in Pickering is best for families?

Searching for a family-friendly cabin in Pickering? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfectly fit families of all sizes.

How many hotels, resorts, or cabin rentals are available in Pickering?

Cabinns.com offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.com in 2026 is over 236 in the Pickering area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.com can provide you with a diverse amount of choices of the best luxury stays in Pickering.

Nearby Neighborhood (1) 
Neighborhood Property Count
Scarborough Rental Cabins and Private Getaways in Oshawa, Ontario 256

People Also Ask

There are 3 hotels in Pickering 1 resorts, and 219 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Pickering