233+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. United Kingdom
  2. Wales
  3. Oswestry

Oswestry pickleball Stays, Resort Rentals, & Homes

About Oswestry Vacation Rentals

Discover over 233 amazing vacation rental options in Oswestry 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 Oswestry.

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 774.76 ft², with prices averaging US $300 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 Oswestry.

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Top Pickleball-Ready Accommodation Types in Oswestry

Type Count
Cottages 106
Vacation Homes 91
Holiday Apartments 7

Use these Quick Filters to Find a Vacation Rental in Oswestry

★ 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 Oswestry with PickleTrip™.

Weather in Oswestry, GB

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

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


Lake Vyrnwy
Pistyll Rhaeadr
Lion Quays Spa
Oswestry Cricket Club
Church of St Peter
Crazy Knights
British Ironwork Centre
Park Hall The Countryside Experience
The Willow Art Gallery
Rednal Laser Games
Chester Racecourse
University of Chester
Chester City Walls
Chester Cathedral
Grosvenor Park
The Quarry Park
Racecourse Ground
Ruthin Castle
Countess of Chester Hospital
Hawkstone Park Follies

Other Places to Stay in Oswestry, GB


Trefonen 149 Properties
Bronygarth 126 Properties
Selattyn 115 Properties
Llanwddyn 104 Properties
St Martins 90 Properties
Weston Rhyn 90 Properties
Rhydycroesau 83 Properties
Maesbury Marsh 75 Properties
Llanrhaeadr-ym-Mochnant 71 Properties
Knockin 50 Properties
Gobowen 47 Properties
Llangynog 37 Properties

Frequently Asked Questions About Oswestry?

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

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

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

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 233 properties listed in Oswestry 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 233 Oswestry, GB Vacation Rentals

Recently Booked Vacation Rentals in Oswestry