1585+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. New Jersey
  3. Cape May - Wildwood
  4. Dennis

Dennis pickleball Stays, Resort Rentals, & Homes

About Dennis Vacation Rentals

Discover over 1585 amazing vacation rental options in Dennis 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 Dennis.

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 151.78 ft², with prices averaging US $608 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 Dennis.

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Top Pickleball-Ready Accommodation Types in Dennis

Type Count
Vacation Homes 1050
Holiday Apartments 7
Cottages 7
Villas 1

Use these Quick Filters to Find a Vacation Rental in Dennis

★ 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 Dennis with PickleTrip™.

Weather in Dennis, NJ

View the weather forecast for Dennis before booking your Dennis 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 Dennis, NJ

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


Shore Gate Golf Club
Belleplain State Forest
Natali Vineyards
Leaming's Run Gardens
The Pines at Clermont Golf Club
Sand Barrens Golf Club
Hard Rock Casino Atlantic City
Borgata Casino
Boardwalk Hall
Tropicana Casino
Wildwood Boardwalk
Atlantic City Convention Center
Atlantic City Beach
Bally's Atlantic City Casino
Wildwood Convention Center
Ocean City Boardwalk
Wildwood Beach
Harrah's Atlantic City Casino
Atlantic City Boardwalk
Resorts Atlantic City Casino

Other Places to Stay in Dennis, NJ


Southern Shore Region 6,864 Properties
Sand Barrens Golf Club 2,745 Properties
Tuckahoe 2,630 Properties
Woodbine 2,106 Properties
South Seaville 1,527 Properties
Sea Isle City 682 Properties
Ocean View 514 Properties
Townsend's Inlet 182 Properties
Upper Township 167 Properties
Corbin City 49 Properties
Swainton 37 Properties
Dennis Township 26 Properties

Frequently Asked Questions About Dennis?

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

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

Discover 25 accommodations with private or nearby pickleball courts in Dennis. Some of the best destinations to stay and play pickleball are:

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

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

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 1585 properties listed in Dennis 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.

Nearby Neighborhood (2) 
Neighborhood Property Count
Townsend's Inlet Vacation Rentals in Dennis, New Jersey 182
South Seaville Vacation Rentals in Dennis, New Jersey 1527

People Also Ask

There are 1585 Dennis, NJ Vacation Rentals

Recently Booked Vacation Rentals in Dennis