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Waterbury pickleball Stays, Resort Rentals, & Homes

About Waterbury Vacation Rentals

Discover over 66 amazing vacation rental options in Waterbury 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 Waterbury.

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 706.73 ft², with prices averaging $216 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 Waterbury.

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Top Pickleball-Ready Accommodation Types in Waterbury

Type Count
Vacation Homes 27
Holiday Apartments 20
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Waterbury

★ 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 Waterbury with PickleTrip™.

Weather in Waterbury, CT

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

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


Palace Theatre
CoCo Key Water Resort Hotel & Convention Center - Waterbury
Waterbury Green
Brass Mill Center
Waterbury City Hall
Holy Land USA
Union Station Clocktower
Seven Angels Theater
New Life Christian church
Ben Franklin Statue
Apothecary Building
Soldiers' Monument
Harrub Pilgrim Memorial
Carrie Welton Fountain
Hop Brook Lake
Mattatuck Museum Arts and History Center
Shrine of Saint Anne
TIMEXpo Museum
Yale University
Yale-New Haven Hospital

Other Places to Stay in Waterbury, CT


TIMEXpo Museum 60 Properties
Holy Land USA 60 Properties
Brass Mill Center 59 Properties
Seven Angels Theater 57 Properties
Palace Theatre 55 Properties
Shrine of Saint Anne 55 Properties
Carrie Welton Fountain 54 Properties
Apothecary Building 54 Properties
Waterbury Green 54 Properties
Mattatuck Museum Arts and History Center 53 Properties
Waterbury City Hall 53 Properties
Ben Franklin Statue 53 Properties

Frequently Asked Questions About Waterbury?

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

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

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

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 66 properties listed in Waterbury 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 66 Waterbury, CT Vacation Rentals

Recently Booked Vacation Rentals in Waterbury