441+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Maryland
  3. Bethesda
  4. Chevy Chase

Chevy Chase pickleball Stays, Resort Rentals, & Homes

About Chevy Chase Vacation Rentals

Discover over 441 amazing vacation rental options in Chevy Chase 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 Chevy Chase.

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 709.83 ft², with prices averaging US $249 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 Chevy Chase.

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Top Pickleball-Ready Accommodation Types in Chevy Chase

Type Count
Holiday Apartments 244
Vacation Homes 109
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Chevy Chase

★ 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 Chevy Chase with PickleTrip™.

Weather in Chevy Chase, MD

View the weather forecast for Chevy Chase before booking your Chevy Chase 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 Chevy Chase, MD

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


Chevy Chase Circle
Columbia Country Club
The Spa at the Ritz-Carlton
Be With Me Playseum
Aubudon Naturalist Society
Shops at Wisconsin Place
White House
National Mall
Washington Monument
Walter E. Washington Convention Center
George Washington University
Arlington National Cemetery
Smithsonian National Air and Space Museum
Lincoln Memorial
University of Maryland-College Park
Capital One Arena
United States Capitol
National Museum of Natural History
International Spy Museum
Georgetown University

Other Places to Stay in Chevy Chase, MD


Martin's Additions 612 Properties
Chevy Chase Circle 582 Properties
Chevy Chase Section Five 552 Properties
Aubudon Naturalist Society 540 Properties
Columbia Country Club 529 Properties
North Chevy Chase 506 Properties
Shops at Wisconsin Place 356 Properties
The Spa at the Ritz-Carlton 325 Properties
Friendship Village 316 Properties
Drummond 277 Properties
Be With Me Playseum 265 Properties

Frequently Asked Questions About Chevy Chase?

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

How many pickleball-ready properties have private pools in Chevy Chase?

Discover 8 accommodations with private or nearby pickleball courts in Chevy Chase. Some of the best destinations to stay and play pickleball are:

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

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

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 441 properties listed in Chevy Chase 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.

Nearby Neighborhood (3) 
Neighborhood Property Count
Rock Creek Hills Vacation Rentals in Bethesda, Maryland 287
American University Park Vacation Rentals in Bethesda, Maryland 440
Chevy Chase Section Five Vacation Rentals in Bethesda, Maryland 552

People Also Ask

There are 441 Chevy Chase, MD Vacation Rentals

Recently Booked Vacation Rentals in Chevy Chase