1718+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. United Kingdom
  2. England
  3. Cheltenham

Cheltenham pickleball Stays, Resort Rentals, & Homes

About Cheltenham Vacation Rentals

Discover over 1718 amazing vacation rental options in Cheltenham 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 Cheltenham.

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 774.61 ft², with prices averaging US $382 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 Cheltenham.

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Top Pickleball-Ready Accommodation Types in Cheltenham

Type Count
Vacation Homes 736
Holiday Apartments 487
Cottages 361
Villas 8

Use these Quick Filters to Find a Vacation Rental in Cheltenham

★ 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 Cheltenham with PickleTrip™.

Weather in Cheltenham, GB

View the weather forecast for Cheltenham before booking your Cheltenham 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 Cheltenham, GB

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


Cheltenham Racecourse
Cheltenham Town Hall
Sudeley Castle
University of Gloucestershire
Cheltenham General Hospital
Escape to the Cotswolds
Cotswold Countryside Collection
Chedworth Roman Villa
Cotswold Farm Park
The Promenade
Pitville Pump Room
The Model Village
Prescott Speed Hill Climb
Imperial Gardens
Everyman Theatre
Keith Harding's World of Mechanical Music
Stanway House and Foutain
Cheltenham Playhouse
Pittville Park
Cotswold Motoring Museum

Other Places to Stay in Cheltenham, GB


Cotswold District 2,057 Properties
Charlton Kings 837 Properties
Lower Slaughter 725 Properties
Great Rissington 413 Properties
Tewkesbury District 284 Properties
Stow-on-the-Wold 182 Properties
Winchcombe 112 Properties
Little Rissington 85 Properties
Northleach 61 Properties
Montpellier 59 Properties
Temple Guiting 47 Properties
Bourton-on-the-Water 27 Properties

Frequently Asked Questions About Cheltenham?

What are the top vacation rentals, resorts, and hotels in Cheltenham 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 Cheltenham. 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 Cheltenham!

How many pickleball-ready properties have private pools in Cheltenham?

Discover 6 accommodations with private or nearby pickleball courts in Cheltenham. Some of the best destinations to stay and play pickleball are:

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

Looking for a fun and active getaway with pickleball courts in Cheltenham? 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 Cheltenham?

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 1718 properties listed in Cheltenham 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 1718 Cheltenham, GB Vacation Rentals

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