48+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  4. Sugar Loaf

Sugar Loaf pickleball Stays, Resort Rentals, & Homes

About Sugar Loaf Vacation Rentals

Discover over 48 amazing vacation rental options in Sugar Loaf 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 Sugar Loaf.

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 882.37 ft², with prices averaging US $680 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 Sugar Loaf.

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Top Pickleball-Ready Accommodation Types in Sugar Loaf

Type Count
Vacation Homes 26
Holiday Apartments 10
Villas 8
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Sugar Loaf

★ 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 Sugar Loaf with PickleTrip™.

Weather in Sugar Loaf, NY

View the weather forecast for Sugar Loaf before booking your Sugar Loaf 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 Sugar Loaf, NY

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


Woodbury Common Premium Outlets
Mountain Creek Ski Resort
Bear Mountain State Park
United States Military Academy
Crystal Springs Golf Resort
Campgaw Mountain Ski Area
Mountain Creek Waterpark
Storm King Art Center
Mount Peter Ski Area
Brotherhood Winery
High Point State Park
Harriman State Park
Ramapo College of New Jersey
Orange County Choppers
Rockland Community College
Ringwood State Park
Frederick Franck's Pacem in Terris
Warwick Valley Winery and Distillery
Paramount Theatre
Bear Mountain State Park

Frequently Asked Questions About Sugar Loaf?

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

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

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

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 48 properties listed in Sugar Loaf 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 48 Sugar Loaf, NY Vacation Rentals

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