61+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Connecticut
  3. Old Saybrook
  4. Haddam

Haddam pickleball Stays, Resort Rentals, & Homes

About Haddam Vacation Rentals

Discover over 61 amazing vacation rental options in Haddam 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 Haddam.

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 1278.85 ft², with prices averaging US $496 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 Haddam.

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Top Pickleball-Ready Accommodation Types in Haddam

Type Count
Vacation Homes 37
Holiday Apartments 13
Cottages 4

Use these Quick Filters to Find a Vacation Rental in Haddam

★ 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 Haddam with PickleTrip™.

Weather in Haddam, CT

View the weather forecast for Haddam before booking your Haddam 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 Haddam, CT

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


Cockaponset State Forest
Haddam Meadow State Park
Toyota Presents Oakdale Theatre
Quinnipiac University
Wesleyan University
Essex Steam Train
Connecticut College
Cabela's
Hammonasset Beach State Park
Choate Rosemary Hall
Webster Theater
Essex Library
Clinton Crossing Premium Outlets
US Coast Guard Academy
CRRA Trash Museum
Pratt and Whitney Headquarters
Chateau le' Gari'
Central Connecticut State University
Rocky Neck State Park

Other Places to Stay in Haddam, CT


Middlesex County 349 Properties
Cockaponset State Forest 56 Properties
Haddam Meadow State Park 56 Properties
Haddam Center Historic District 50 Properties

Frequently Asked Questions About Haddam?

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

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

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

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 61 properties listed in Haddam 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 61 Haddam, CT Vacation Rentals

Recently Booked Vacation Rentals in Haddam