62+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. New York
  3. Poughkeepsie
  4. Castle Point

Castle Point pickleball Stays, Resort Rentals, & Homes

About Castle Point Vacation Rentals

Discover over 62 amazing vacation rental options in Castle Point 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 Castle Point.

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 601.83 ft², with prices averaging US $484 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 Castle Point.

Show more
Show less

Top Pickleball-Ready Accommodation Types in Castle Point

Type Count
Vacation Homes 28
Holiday Apartments 20
Cottages 2
Villas 1

Use these Quick Filters to Find a Vacation Rental in Castle Point

★ 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 Castle Point with PickleTrip™.

Weather in Castle Point, NY

View the weather forecast for Castle Point before booking your Castle Point 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 Castle Point, NY

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


Woodbury Common Premium Outlets
Bear Mountain State Park
United States Military Academy
Marist College
Train Station
Vassar College
Culinary Institute of America
State University of New York-New Paltz
Dia Beacon
Storm King Art Center
Minnewaska State Park
Brotherhood Winery
SplashDown Beach
Harriman State Park
Mid-Hudson Civic Center
Chance Theater
Mohonk Preserve Visitor Center
Franklin D. Roosevelt Presidential Library and Museum
Stormville Airport Antique Show & Flea Market
Mount Saint Mary's College Newburgh

Other Places to Stay in Castle Point, NY


Chelsea 37 Properties

Frequently Asked Questions About Castle Point?

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

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

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

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 62 properties listed in Castle Point 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 62 Castle Point, NY Vacation Rentals

Recently Booked Vacation Rentals in Castle Point