74+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Maryland
  3. Salisbury
  4. Fruitland

Fruitland pickleball Stays, Resort Rentals, & Homes

About Fruitland Vacation Rentals

Discover over 74 amazing vacation rental options in Fruitland 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 Fruitland.

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 847.47 ft², with prices averaging US $246 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 Fruitland.

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Top Pickleball-Ready Accommodation Types in Fruitland

Type Count
Vacation Homes 38
Holiday Apartments 15

Use these Quick Filters to Find a Vacation Rental in Fruitland

★ 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 Fruitland with PickleTrip™.

Weather in Fruitland, MD

View the weather forecast for Fruitland before booking your Fruitland Vacation Rentals to confirm your best time to go.

December - February
High 55°F       Low 30°F
March - May
High 73°F       Low 39°F
June - August
High 89°F       Low 67°F
September - November
High 79°F       Low 40°F

Top Attractions Around Fruitland, MD

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


Salisbury University
Wicomico Youth and Civic Center
University of Maryland Eastern Shore
Salisbury Zoo
Trap Pond State Park
Wor-Wic Community College
Centre at Salisbury
Coco's Funhouse
Poplar Hill Mansion
The Hen House
Skydive Delmarva
Ward Museum of Wildfowl Art
Pocomoke River Canoe Company
Pocomoke River State Park
Layton's Chance Vineyard and Winery
Cypress Park
Delmarva Discovery Center
Arthur W. Perdue Stadium
Great Hope Golf Course
Pemberton Historical Park

Frequently Asked Questions About Fruitland?

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

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

Discover 1 accommodations with private or nearby pickleball courts in Fruitland. Some of the best destinations to stay and play pickleball are:

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

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

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 74 properties listed in Fruitland 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 74 Fruitland, MD Vacation Rentals

Recently Booked Vacation Rentals in Fruitland