212+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Gillette

Gillette pickleball Stays, Resort Rentals, & Homes

About Gillette Vacation Rentals

Discover over 212 amazing vacation rental options in Gillette 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 Gillette.

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 410.7 ft², with prices averaging US $264 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 Gillette.

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Top Pickleball-Ready Accommodation Types in Gillette

Type Count
Vacation Homes 85
Holiday Apartments 20
Cottages 6

Use these Quick Filters to Find a Vacation Rental in Gillette

★ 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 Gillette with PickleTrip™.

Weather in Gillette, WY

View the weather forecast for Gillette before booking your Gillette 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 Gillette, WY

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


Devils Tower National Monument
CAM-PLEX Multi-Event Facilities
Vore Buffalo Jump
Gillette Country Club
The Golf Club at Devils Tower
Black Thunder Coal Mine
Keyhole State Park
NooNone Park
AVA Community Art Center
Bell Nob Golf Club
Eagle Butte Coal Mine
Bicentennial Park
Rockpile Museum
Washington Park
Robinson Park
Hulett Museum & Art Gallery
Campbell County Convention and Visitors Bureau
Clarenbach Memorial Park
Energy Capital Sports Complex
Black Hills National Forest

Other Places to Stay in Gillette, WY


Black Thunder Coal Mine 163 Properties
Aladdin 131 Properties
Campbell County 125 Properties
Crook County 117 Properties
Eagle Butte Coal Mine 102 Properties
Antelope Valley-Crestview 101 Properties
Beulah 68 Properties
Sundance 47 Properties
Moorcroft 36 Properties
Devils Tower 26 Properties
Hulett 24 Properties
Pine Haven 24 Properties

Frequently Asked Questions About Gillette?

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

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

Discover 9 accommodations with private or nearby pickleball courts in Gillette. Some of the best destinations to stay and play pickleball are:

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

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

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 212 properties listed in Gillette 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.


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There are 212 Gillette, WY Vacation Rentals

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