53+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. New York
  3. Ithaca
  4. Cortland

Cortland pickleball Stays, Resort Rentals, & Homes

About Cortland Vacation Rentals

Discover over 53 amazing vacation rental options in Cortland 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 Cortland.

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 414.17 ft², with prices averaging US $266 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 Cortland.

Show more
Show less

Top Pickleball-Ready Accommodation Types in Cortland

Type Count
Vacation Homes 21
Holiday Apartments 11
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Cortland

★ 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 Cortland with PickleTrip™.

Weather in Cortland, NY

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

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


Greek Peak Mountain Resort
State University of New York-Cortland
Cascades Indoor Waterpark
Cortland Beer Company
Cortland Country Music Park and Campground
1890 House Museum
Elm Tree Golf Course
Shipwreck Golf Amusement Center
Cornell University
Ithaca College
Cayuga Lake
Skaneateles Lake
Ithaca Commons
State Theatre of Ithaca
Buttermilk Falls State Park
Ithaca Farmers Market
Taughannock Falls State Park
Shops at Ithaca Mall
Owasco Lake
Homer Center for the Arts

Other Places to Stay in Cortland, NY


Shipwreck Golf Amusement Center 134 Properties
Elm Tree Golf Course 77 Properties
Cascades Indoor Waterpark 68 Properties
Greek Peak Mountain Resort 67 Properties
Cortland Beer Company 63 Properties
1890 House Museum 63 Properties
State University of New York-Cortland 63 Properties
Cortland Country Music Park and Campground 59 Properties
Munsons Corners 44 Properties
Town of Cortlandville 38 Properties
Virgil 36 Properties
Cortland West 29 Properties

Frequently Asked Questions About Cortland?

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

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

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

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 53 properties listed in Cortland 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 53 Cortland, NY Vacation Rentals

Recently Booked Vacation Rentals in Cortland