8680+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Hudson Valley

Hudson Valley pickleball Stays, Resort Rentals, & Homes

About Hudson Valley Vacation Rentals

Discover over 8680 amazing vacation rental options in Hudson Valley 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 Hudson Valley.

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 1050.91 ft², with prices averaging US $491 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 Hudson Valley.

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Top Pickleball-Ready Accommodation Types in Hudson Valley

Type Count
Vacation Homes 4999
Holiday Apartments 1087
Cottages 404
Villas 130

Use these Quick Filters to Find a Vacation Rental in Hudson Valley

★ 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 Hudson Valley with PickleTrip™.

Weather in Hudson Valley, NY

View the weather forecast for Hudson Valley before booking your Hudson Valley 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 Hudson Valley, NY

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


Hunter Mountain
Woodbury Common Premium Outlets
Windham Mountain Resort
Catskill Mountains
Bear Mountain State Park
Belleayre Mountain
United States Military Academy
Marist College
Train Station
Bethel Woods Center For The Arts
Resorts World Catskills
Vassar College
Capitol Theatre
Empire City Casino
Palisades Center
Westchester County Center
Catamount Ski Area
New Roc City
Purchase College
Monticello Casino and Raceway

Other Places to Stay in Hudson Valley, NY


The Catskills 4,460 Properties
Lower Hudson Valley 2,670 Properties
Kingston 1,807 Properties
Greene County 1,395 Properties
Ulster County 1,292 Properties
Catskill State Park 1,212 Properties
Sullivan County 782 Properties
Poughkeepsie 712 Properties
Monticello 617 Properties
Newburgh 587 Properties
Orange County 527 Properties
Westchester County 508 Properties

Frequently Asked Questions About Hudson Valley?

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

How many pickleball-ready properties have private pools in Hudson Valley?

Discover 734 accommodations with private or nearby pickleball courts in Hudson Valley. Some of the best destinations to stay and play pickleball are:

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

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

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 8680 properties listed in Hudson Valley 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.

Nearby Neighborhood (16) 
Neighborhood Property Count
West Bronx Vacation Rentals in New York 150
East Bronx Vacation Rentals in New York 110
Northwest Yonkers Vacation Rentals in New York 74
South Side Vacation Rentals in New York 216
North Side Vacation Rentals in New York 216
Getty Square Vacation Rentals in New York 77
Northeast Yonkers Vacation Rentals in New York 122
Bryn Mawr Vacation Rentals in New York 183
North Stamford Vacation Rentals in New York 187
Park Hill Vacation Rentals in New York 173
Shady Vacation Rentals in New York 144
Dunwoodie Vacation Rentals in New York 217
Ludlow Vacation Rentals in New York 146
Catskill Heights Vacation Rentals in New York 77
Highlands Vacation Rentals in New York 109
Downtown Saugerties Vacation Rentals in New York 143

People Also Ask

There are 8680 Hudson Valley, NY Vacation Rentals

Recently Booked Vacation Rentals in Hudson Valley