103+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Hennessey

Hennessey pickleball Stays, Resort Rentals, & Homes

About Hennessey Vacation Rentals

Discover over 103 amazing vacation rental options in Hennessey 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 Hennessey.

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 365.28 ft², with prices averaging US $171 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 Hennessey.

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Top Pickleball-Ready Accommodation Types in Hennessey

Type Count
Vacation Homes 43
Holiday Apartments 14
Cottages 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Hennessey

★ 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 Hennessey with PickleTrip™.

Weather in Hennessey, OK

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

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Hennessey, OK

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


Hennessey Public Library
Bull Foot Park
Hennessey Monument
Roman Nose State Park
Crescent Mountain
Enid Symphony Orchestra
Enid Event Center and Convention Hall
Mark Price Arena
Gaslight Theatre
Vance Park
Kelett Baseball Park
Railroad Museum of Oklahoma
Leonardo's Discovery Warehouse & Adventure Quest
Ringwood Wesleyan Church
Okeene Municipal Hospital
INTEGRIS Bass Baptist Health Center

Other Places to Stay in Hennessey, OK


Bull Foot Park 32 Properties
Hennessey Public Library 31 Properties
Hennessey Monument 27 Properties

Frequently Asked Questions About Hennessey?

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

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

Discover 1 accommodations with private or nearby pickleball courts in Hennessey. Some of the best destinations to stay and play pickleball are:

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

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

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 103 properties listed in Hennessey 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 103 Hennessey, OK Vacation Rentals

Recently Booked Vacation Rentals in Hennessey