587+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. United Kingdom
  2. England
  3. Pickering

Pickering pickleball Stays, Resort Rentals, & Homes

About Pickering Vacation Rentals

Discover over 587 amazing vacation rental options in Pickering with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in Pickering.

Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 445.8 ft², with prices averaging US $236 per night.

With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in Pickering.

Show more
Show less

Top Pickleball-Ready Accommodation Types in Pickering

Type Count
Cottages 235
Vacation Homes 221
Holiday Apartments 29

Use these Quick Filters to Find a Vacation Rental in Pickering

★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in Pickering with PickleTrip™.

Weather in Pickering, GB

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

December - February
High 43°F       Low 32°F
March - May
High 61°F       Low 36°F
June - August
High 63°F       Low 48°F
September - November
High 58°F       Low 35°F

Top Attractions Around Pickering, GB

PickleTrip offers a large selection of top attractions around Pickering . Research things to do on your vacation before you visit Pickering.


North York Moors National Park
Dalby Forest Visitor Centre
North Riding Forest Park
North Yorkshire Moors Railway
Rosedale Abbey
Pickering Castle
Pickering Church
Gillies Jones Glass
Beck Isle Museum
Flamingo Land Theme Park and Zoo
Scarborough Open Air Theatre
Castle Howard
Whitby Abbey
Scarborough Spa
Peasholm Park
Robin Hood's Bay Beach
Whitby Pavilion
Whitby Harbour
Filey Beach
Whitby Beach

Other Places to Stay in Pickering, GB


North York Moors National Park 1,250 Properties
Pickering Church 543 Properties
North Yorkshire Moors Railway 539 Properties
Wrelton 440 Properties
Wilton 230 Properties
Cropton 222 Properties
Allerston 146 Properties
Levisham 133 Properties
Thornton Dale 89 Properties
Hartoft 82 Properties
Newton-on-Rawcliffe 77 Properties
Rosedale Abbey 26 Properties

Frequently Asked Questions About Pickering?

What are the top vacation rentals, resorts, and hotels in Pickering with Courts?

Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in Pickering. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in Pickering!

Which vacation rentals, resorts, or hotels in Pickering is best for families looking for a pickleball-getaway?

Looking for a fun and active getaway with pickleball courts in Pickering? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.

How many PickleTrip vacation rentals or resorts are available in Pickering?

PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 587 properties listed in Pickering in 2025, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.


People Also Ask

There are 587 Pickering, GB Vacation Rentals

Recently Booked Vacation Rentals in Pickering