132+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. New York
  3. Monticello
  4. Phillipsport

Phillipsport pickleball Stays, Resort Rentals, & Homes

About Phillipsport Vacation Rentals

Discover over 132 amazing vacation rental options in Phillipsport 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 Phillipsport.

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 1080.99 ft², with prices averaging US $450 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 Phillipsport.

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Top Pickleball-Ready Accommodation Types in Phillipsport

Type Count
Vacation Homes 72
Holiday Apartments 10
Cottages 8
Villas 3

Use these Quick Filters to Find a Vacation Rental in Phillipsport

★ 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 Phillipsport with PickleTrip™.

Weather in Phillipsport, NY

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

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


Catskill Mountains
Resorts World Catskills
Monticello Casino and Raceway
Minnewaska State Park
Holiday Mountain Ski and Fun Park
Mohonk Preserve Visitor Center
Paramount Theatre
World's Second Largest Garden Gnome
Forestburgh Playhouse
Orange County Fairgrounds
Galleria at Crystal Run
Mohonk Golf Course
Shawangunk Mountains
Goshen Historic Track
Stony Kill Falls
Thomas Bull Memorial Park
Tarry Brae Golf Course
Sam's Point Preserve
VerKeerderkill Falls
Sullivan County Dramatic Workshop - Rivoli Theatre

Frequently Asked Questions About Phillipsport?

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

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

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

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 132 properties listed in Phillipsport 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 132 Phillipsport, NY Vacation Rentals

Recently Booked Vacation Rentals in Phillipsport