1380+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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New Haven County pickleball Stays, Resort Rentals, & Homes

About New Haven County Vacation Rentals

Discover over 1380 amazing vacation rental options in New Haven County 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 New Haven County.

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 651.69 ft², with prices averaging US $366 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 New Haven County.

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Top Pickleball-Ready Accommodation Types in New Haven County

Type Count
Vacation Homes 587
Holiday Apartments 542
Cottages 72
Villas 5

Use these Quick Filters to Find a Vacation Rental in New Haven County

★ 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 New Haven County with PickleTrip™.

Weather in New Haven County, CT

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

December - February
High 44°F       Low 25°F
March - May
High 68°F       Low 28°F
June - August
High 83°F       Low 58°F
September - November
High 78°F       Low 33°F

Top Attractions Around New Haven County, CT

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


Yale University
Yale-New Haven Hospital
Toyota Presents Oakdale Theatre
Quinnipiac University
Shubert Theater
Palace Theatre
New Haven Green
University of New Haven
Hammonasset Beach State Park
Choate Rosemary Hall
CoCo Key Water Resort Hotel & Convention Center - Waterbury
New Haven City Hall
Southern Connecticut State University
Quassy Amusement Park
Yale University Art Gallery
Branford Hills Plaza Shopping Center
Albertus Magnus College
Sleeping Giant State Park
East Rock Park
Hospital of Saint Raphael
Wooster Square
Ansonia Mall Shopping Center
Wallingford Public Library
Bill Miller’s Castle
Westfield Meriden
Tradition Golf Club at Wallingford
Waterbury Green
Southford Falls State Park
Sterling Memorial Library at Yale University
Osborndale State Park

Other Places to Stay in New Haven County, CT


New Haven 1,011 Properties
Milford 132 Properties
Downtown 92 Properties
East Haven 61 Properties
Branford 60 Properties
West New Haven 57 Properties
West Haven 55 Properties
Devon 44 Properties
Guilford 43 Properties
Madison 42 Properties
Dwight 33 Properties
Mill River 33 Properties

Frequently Asked Questions About New Haven County?

What are the top vacation rentals, resorts, and hotels in New Haven County 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 New Haven County. 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 New Haven County!

How many pickleball-ready properties have private pools in New Haven County?

Discover 36 accommodations with private or nearby pickleball courts in New Haven County. Some of the best destinations to stay and play pickleball are:

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

Looking for a fun and active getaway with pickleball courts in New Haven County? 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 New Haven County?

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 1380 properties listed in New Haven County 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 1380 New Haven County, CT Vacation Rentals

Recently Booked Vacation Rentals in New Haven County