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

Stamford pickleball Stays, Resort Rentals, & Homes

About Stamford Vacation Rentals

Discover over 41 amazing vacation rental options in Stamford 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 Stamford.

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 2556.79 ft², with prices averaging US $426 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 Stamford.

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Top Pickleball-Ready Accommodation Types in Stamford

Type Count
Vacation Homes 22
Holiday Apartments 3
Cottages 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Stamford

★ 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 Stamford with PickleTrip™.

Weather in Stamford, NY

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

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


Stamford Golf Club
Windham Mountain Resort
Catskill Mountains
Belleayre Mountain
Howe Caverns
Brewery Ommegang
Plattekill Mountain
Interskate 88
Windham Vineyards and Winery
Windham Country Club
Zoom Flume
Belleayre Beach at Pine Hill Lake
Canada Falls
Pine Hill Community Center
Cooperstown Brewing Company
Ski Bobcat
Hobart Book Village
Joseph L. Popp
Secret Caverns
Iroquois Indian Museum

Other Places to Stay in Stamford, NY


Stamford Golf Club 39 Properties

Frequently Asked Questions About Stamford?

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

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

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

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 41 properties listed in Stamford 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 41 Stamford, NY Vacation Rentals

Recently Booked Vacation Rentals in Stamford