1037+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Maryland
  3. Salisbury
  4. Girdletree

Girdletree pickleball Stays, Resort Rentals, & Homes

About Girdletree Vacation Rentals

Discover over 1037 amazing vacation rental options in Girdletree 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 Girdletree.

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 377.77 ft², with prices averaging US $298 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 Girdletree.

Show more
Show less

Top Pickleball-Ready Accommodation Types in Girdletree

Type Count
Vacation Homes 817
Cottages 50
Holiday Apartments 43
Villas 15

Use these Quick Filters to Find a Vacation Rental in Girdletree

★ 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 Girdletree with PickleTrip™.

Weather in Girdletree, MD

View the weather forecast for Girdletree before booking your Girdletree 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 Girdletree, MD

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


Chincoteague National Wildlife Refuge
Assateague State Park
Wallops Flight Facility
University of Maryland Eastern Shore
Main Street Berlin
Assateague Point
Calvin B. Taylor House Museum
Museum of Chincoteague
Assateague Lighthouse
Pocomoke River State Park
Pocomoke River Canoe Company
Rackliffe House
Cypress Park
Delmarva Discovery Center
Great Hope Golf Course
Globe Theater
Ocean City Golf Club
Bay Club Golf Course
Rum Pointe Seaside Golf Links
Furnace Town Living Hertiage Museum

Frequently Asked Questions About Girdletree?

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

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

Discover 35 accommodations with private or nearby pickleball courts in Girdletree. Some of the best destinations to stay and play pickleball are:

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

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

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 1037 properties listed in Girdletree 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 1037 Girdletree, MD Vacation Rentals

Recently Booked Vacation Rentals in Girdletree