43+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Orient pickleball Stays, Resort Rentals, & Homes

About Orient Vacation Rentals

Discover over 43 amazing vacation rental options in Orient 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 Orient.

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 1347.59 ft², with prices averaging US $1,016 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 Orient.

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Top Pickleball-Ready Accommodation Types in Orient

Type Count
Vacation Homes 37
Villas 2
Holiday Apartments 1
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Orient

★ 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 Orient with PickleTrip™.

Weather in Orient, NY

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

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


Orient Beach State Park
Orient Point County Park
Orient By The Sea Marina
Little Bay
Island's End Golf & Country Club
Oysterponds Historical Society
Ocean Beach Park
Cooper's Beach
Essex Steam Train
East Hampton Main Beach
Wolffer Estates Vineyard
Connecticut College
Hammonasset Beach State Park
Naval Submarine Base New London
Meschutt Beach
Guild Hall
Ditch Plains Beach
United States Coast Guard Academy
Essex Library
New London Ferry Dock

Other Places to Stay in Orient, NY


Oysterponds Historical Society 120 Properties
Island's End Golf & Country Club 106 Properties
Orient Point 34 Properties
Orient Beach State Park 34 Properties
Little Bay 34 Properties
Orient By The Sea Marina 27 Properties
Orient Point County Park 24 Properties

Frequently Asked Questions About Orient?

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

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

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

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 43 properties listed in Orient 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 43 Orient, NY Vacation Rentals

Recently Booked Vacation Rentals in Orient