47+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. New York
  3. Holmes

Holmes pickleball Stays, Resort Rentals, & Homes

About Holmes Vacation Rentals

Discover over 47 amazing vacation rental options in Holmes 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 Holmes.

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 1037.91 ft², with prices averaging US $446 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 Holmes.

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Top Pickleball-Ready Accommodation Types in Holmes

Type Count
Vacation Homes 31
Cottages 2
Villas 1

Use these Quick Filters to Find a Vacation Rental in Holmes

★ 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 Holmes with PickleTrip™.

Weather in Holmes, NY

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

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


Whaley Lake
Lake Dutchess
Bear Mountain State Park
United States Military Academy
Marist College
Vassar College
Culinary Institute of America
Ridgefield Playhouse
Dia Beacon
Danbury Fair Mall
Kent Falls State Park
SplashDown Beach
Thunder Ridge Ski Resort
Mid-Hudson Civic Center
Chance Theater
Stormville Airport Antique Show & Flea Market
Mount Saint Mary's College Newburgh
Candlewood Lake
Elephant's Trunk Flea Market

Other Places to Stay in Holmes, NY


Lake Dutchess 37 Properties
Whaley Lake 34 Properties

Frequently Asked Questions About Holmes?

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

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

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

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 47 properties listed in Holmes 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 (1) 
Neighborhood Property Count
Kent Lakes Vacation Rentals in Holmes, New York 33

People Also Ask

There are 47 Holmes, NY Vacation Rentals

Recently Booked Vacation Rentals in Holmes