42+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Virginia
  3. Emporia
  4. Skippers

Skippers pickleball Stays, Resort Rentals, & Homes

About Skippers Vacation Rentals

Discover over 42 amazing vacation rental options in Skippers 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 Skippers.

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 853.11 ft², with prices averaging US $169 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 Skippers.

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Top Pickleball-Ready Accommodation Types in Skippers

Type Count
Vacation Homes 15
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Skippers

★ 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 Skippers with PickleTrip™.

Weather in Skippers, VA

View the weather forecast for Skippers before booking your Skippers 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 Skippers, VA

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


Good Earth Peanut Company
Lake Gaston
Historic Halifax
Meherrin River Park
Georgia Visitor Information Center - Savannah
Village View Mansion House
Southern Virginia Regional Medical Center
Royal Palace Theatre
Veteran's Memorial Park
Roanoke Canal Museum and Trail
Chockoyotte Country Club
Vidant North Hospital

Other Places to Stay in Skippers, VA


Good Earth Peanut Company 59 Properties

Frequently Asked Questions About Skippers?

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

How many PickleTrip vacation rentals or resorts are available in Skippers?

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 42 properties listed in Skippers 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 42 Skippers, VA Vacation Rentals

Recently Booked Vacation Rentals in Skippers