84+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. New York
  3. Cooperstown - Otsego Lake
  4. Cobleskill

Cobleskill pickleball Stays, Resort Rentals, & Homes

About Cobleskill Vacation Rentals

Discover over 84 amazing vacation rental options in Cobleskill 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 Cobleskill.

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 868.31 ft², with prices averaging US $386 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 Cobleskill.

Show more
Show less

Top Pickleball-Ready Accommodation Types in Cobleskill

Type Count
Vacation Homes 39
Holiday Apartments 9
Cottages 3

Use these Quick Filters to Find a Vacation Rental in Cobleskill

★ 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 Cobleskill with PickleTrip™.

Weather in Cobleskill, NY

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

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


Bassett Healthcare Network Cobleskill Regional Hospital
National Baseball Hall of Fame
Cooperstown Dreams Park
Howe Caverns
Otsego Lake
Brewery Ommegang
Farmers' Museum
Glimmerglass Festival
Clark Sports Center
Doubleday Field
Beekman 1802 Mercantile
Glimmerglass State Park
Cooperstown Brewing Company
Thacher State Park
Fenimore Art Museum
Cooperstown Fun Park
Stamford Golf Club
Secret Caverns
Iroquois Indian Museum
Meadow Links Golf Course

Other Places to Stay in Cobleskill, NY


Dorloo 65 Properties
Town of Seward 62 Properties
Mineral Springs 62 Properties
Bassett Healthcare Network Cobleskill Regional Hospital 59 Properties

Frequently Asked Questions About Cobleskill?

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

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

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

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 84 properties listed in Cobleskill 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 84 Cobleskill, NY Vacation Rentals

Recently Booked Vacation Rentals in Cobleskill