84+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Jamestown

Jamestown pickleball Stays, Resort Rentals, & Homes

About Jamestown Vacation Rentals

Discover over 84 amazing vacation rental options in Jamestown 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 Jamestown.

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 1008.76 ft², with prices averaging US $384 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 Jamestown.

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Top Pickleball-Ready Accommodation Types in Jamestown

Type Count
Vacation Homes 53
Cottages 18
Holiday Apartments 1

Use these Quick Filters to Find a Vacation Rental in Jamestown

★ 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 Jamestown with PickleTrip™.

Weather in Jamestown, IN

View the weather forecast for Jamestown before booking your Jamestown 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 Jamestown, IN

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


Pokagon State Park
The Outlet Shoppes at Fremont
Satek Winery
Jimmerson Lake
Trine University
Wild Winds Buffalo Preserve
Sturgis Hospital
Capri Drive-In Theater
Lake James
Adventure Zone
Tibbits Opera House
Angola Motor Speedway
Lake James Golf Club
Golf Club of Coldwater
Heritage Park
Lake Lavine
Lake of the Woods
Bella Vista Golf Course
Cedar Lake Golf Club
Oaklawn Terrace Park
Glendarin Hills Golf Club
Zollner Golf Club
Fox Lake
Gilead Lake
Wall Lake
Big Turkey Lake
Big Long Lake
Palmer Lake
Witmer Lake
Sylvan Lake

Other Places to Stay in Jamestown, IN


Lake James 97 Properties
Jimmerson Lake 94 Properties
Pokagon State Park 94 Properties
The Outlet Shoppes at Fremont 60 Properties
Satek Winery 37 Properties

Frequently Asked Questions About Jamestown?

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

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

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

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 84 properties listed in Jamestown in 2026, 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 84 Jamestown, IN Vacation Rentals

Recently Booked Vacation Rentals in Jamestown