96+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Town of Rockland

Town of Rockland pickleball Stays, Resort Rentals, & Homes

About Town of Rockland Vacation Rentals

Discover over 96 amazing vacation rental options in Town of Rockland 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 Town of Rockland.

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 824.16 ft², with prices averaging US $402 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 Town of Rockland.

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Top Pickleball-Ready Accommodation Types in Town of Rockland

Type Count
Vacation Homes 61
Cottages 8
Holiday Apartments 4

Use these Quick Filters to Find a Vacation Rental in Town of Rockland

★ 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 Town of Rockland with PickleTrip™.

Weather in Town of Rockland, NY

View the weather forecast for Town of Rockland before booking your Town of Rockland 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 Town of Rockland, NY

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


Mongaup Pond Campground
Catskill Fly Fishing Center and Museum
Roscoe Presbyterian Church
Catskill Art Society Art Center
Catskill Mountains
Belleayre Mountain
Bethel Woods Center For The Arts
Resorts World Catskills
Monticello Casino and Raceway
Bethel Woods
Holiday Mountain Ski and Fun Park
Copperhood Retreat & Spa
White Sulphur Springs Synagogue
Belleayre Beach at Pine Hill Lake
Canada Falls
Straus Center - Frost Valley YMCA
Pine Hill Community Center
Ski Bobcat
Giant Ledge Trailhead
Tarry Brae Golf Course
Hancock Golf Course
Lake Superior
Sullivan County Dramatic Workshop - Rivoli Theatre
Concord Monster Golf Course
Red Hill Fire Tower
Neversink Dam
Slide Mountain
South Fallsburg Hebrew Association Synagogue
Grossinger Country Club
Sullivan County Golf and Country Club

Other Places to Stay in Town of Rockland, NY


Livingston Manor 64 Properties
Debruce 45 Properties
Roscoe Presbyterian Church 38 Properties
Catskill Art Society Art Center 37 Properties
Morsston 37 Properties
Lewbeach 33 Properties
Mongaup Pond Campground 33 Properties
Catskill Fly Fishing Center and Museum 32 Properties

Frequently Asked Questions About Town of Rockland?

What are the top vacation rentals, resorts, and hotels in Town of Rockland 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 Town of Rockland. 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 Town of Rockland!

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

Looking for a fun and active getaway with pickleball courts in Town of Rockland? 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 Town of Rockland?

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 96 properties listed in Town of Rockland 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 96 Town of Rockland, NY Vacation Rentals

Recently Booked Vacation Rentals in Town of Rockland