342+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Webster County

Webster County pickleball Stays, Resort Rentals, & Homes

About Webster County Vacation Rentals

Discover over 342 amazing vacation rental options in Webster County 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 Webster County.

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 609.1 ft², with prices averaging US $346 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 Webster County.

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Top Pickleball-Ready Accommodation Types in Webster County

Type Count
Vacation Homes 191
Holiday Apartments 26
Cottages 11
Villas 1

Use these Quick Filters to Find a Vacation Rental in Webster County

★ 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 Webster County with PickleTrip™.

Weather in Webster County, MS

View the weather forecast for Webster County before booking your Webster County 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 Webster County, MS

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


Whites Creek Lake Park
Wood Junior College
Mississippi State University
Grenada Lake
Grenada Country Club
French Camp Academy
Winona Country Club
Davis Wade Stadium
Bollinger Family Theatre
Starkville Community Theatre
Tanglefoot Trail
Mississippi Entomological Museum
Houston Garden Park
Bledsoe Park
Joe Brigance Memorial Park
Bulldog Lanes
Dogwoods Golf Course
Middleton Cemetery
Montgomery County Performing Arts Center
McKee Park
Oktibbeha Heritage Museum
Moncrief Park
Choctaw Regional Medical Center
Trace Family Health
OCH Regional Medical Center
Medicaid Division
Hugh White State Park
The Mill Conference Center at MSU
Dudy Noble Field at Polk–DeMent Stadium
University of Mississippi Medical Center - Grenada

Other Places to Stay in Webster County, MS


Mathiston 422 Properties
Whites Creek Lake Park 291 Properties
Mantee 287 Properties
Eupora 106 Properties
Wood Junior College 50 Properties

Frequently Asked Questions About Webster County?

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

How many pickleball-ready properties have private pools in Webster County?

Discover 4 accommodations with private or nearby pickleball courts in Webster County. Some of the best destinations to stay and play pickleball are:

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

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

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 342 properties listed in Webster County 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 342 Webster County, MS Vacation Rentals

Recently Booked Vacation Rentals in Webster County