209+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Monticello
  4. Claryville

Claryville pickleball Stays, Resort Rentals, & Homes

About Claryville Vacation Rentals

Discover over 209 amazing vacation rental options in Claryville 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 Claryville.

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 688.98 ft², with prices averaging US $364 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 Claryville.

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Top Pickleball-Ready Accommodation Types in Claryville

Type Count
Vacation Homes 94
Holiday Apartments 8
Cottages 6
Villas 1

Use these Quick Filters to Find a Vacation Rental in Claryville

★ 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 Claryville with PickleTrip™.

Weather in Claryville, NY

View the weather forecast for Claryville before booking your Claryville 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 Claryville, NY

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


Straus Center - Frost Valley YMCA
Red Hill Fire Tower
Hunter Mountain
Catskill Mountains
Belleayre Mountain
Resorts World Catskills
Monticello Casino and Raceway
Minnewaska State Park
Plattekill Mountain
Holiday Mountain Ski and Fun Park
Copperhood Retreat & Spa
White Sulphur Springs Synagogue
Emerson Place Kaleidoscope
Belleayre Beach at Pine Hill Lake
World's Second Largest Garden Gnome
Bethel Woods Museum
Canada Falls
Karma Triyana Dharmachakra Monastery
Pine Hill Community Center
Woodstock Golf Club

Other Places to Stay in Claryville, NY


Straus Center - Frost Valley YMCA 318 Properties
Red Hill Fire Tower 33 Properties
Town of Denning 27 Properties

Frequently Asked Questions About Claryville?

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

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

Discover 6 accommodations with private or nearby pickleball courts in Claryville. Some of the best destinations to stay and play pickleball are:

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

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

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 209 properties listed in Claryville 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 209 Claryville, NY Vacation Rentals

Recently Booked Vacation Rentals in Claryville