159+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Dagsboro

Dagsboro pickleball Stays, Resort Rentals, & Homes

About Dagsboro Vacation Rentals

Discover over 159 amazing vacation rental options in Dagsboro 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 Dagsboro.

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 1060.1 ft², with prices averaging US $360 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 Dagsboro.

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Top Pickleball-Ready Accommodation Types in Dagsboro

Type Count
Vacation Homes 119
Cottages 8
Holiday Apartments 5
Villas 4

Use these Quick Filters to Find a Vacation Rental in Dagsboro

★ 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 Dagsboro with PickleTrip™.

Weather in Dagsboro, DE

View the weather forecast for Dagsboro before booking your Dagsboro 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 Dagsboro, DE

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


Ocean City Boardwalk
Ocean City Beach
Rehoboth Beach Boardwalk
Lewes Beach
Jolly Roger Amusement Park
Maryland Beach
Bethany Beach Boardwalk
Casino at Ocean Downs
Roland E. Powell Convention Center
Tanger Outlets
Jolly Roger at the Pier
Sports at the Beach
Cape May - Lewes Ferry
Funland
Wicomico Youth and Civic Center
Carousel Ice Skating Rink
Trimper's Rides
Tanger Outlet Mall
Northside Park

Other Places to Stay in Dagsboro, DE


West Beach 439 Properties

Frequently Asked Questions About Dagsboro?

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

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

Discover 3 accommodations with private or nearby pickleball courts in Dagsboro. Some of the best destinations to stay and play pickleball are:

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

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

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 159 properties listed in Dagsboro in 2026, 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 159 Dagsboro, DE Vacation Rentals

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