150+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Howard County pickleball Stays, Resort Rentals, & Homes

About Howard County Vacation Rentals

Discover over 150 amazing vacation rental options in Howard County 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 Howard County.

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 1146.19 ft², with prices averaging US $220 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 Howard County.

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Top Pickleball-Ready Accommodation Types in Howard County

Type Count
Vacation Homes 50
Holiday Apartments 32

Use these Quick Filters to Find a Vacation Rental in Howard County

★ 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 Howard County with PickleTrip™.

Weather in Howard County, MD

View the weather forecast for Howard County before booking your Howard County 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 Howard County, MD

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


Merriweather Post Pavilion
The Mall in Columbia
Historic Savage Mill
Patapsco Valley State Park
Howard County Welcome Center
B&O Railroad Station Museum
TagParty RECON
Maryland Museum of African Art
Hyper Kidz
Waverly Woods Golf Club
Robinson Nature Center
Jailbreak Brewing Company
Centennial Park
African Art Museum of Maryland
Timbers at Troy Golf Course
Clark's Elioak Farm
Howard County General Hospital
Wilde Lake High School
Howard County Fairgrounds
Blandair Regional Park
Bon Secours
Omnicare of Annapolis

Other Places to Stay in Howard County, MD


Glenelg 258 Properties
Long Reach 118 Properties
Waterloo 112 Properties
Savage-Guilford 103 Properties
Clarksville 77 Properties
Columbia 66 Properties
Town Center 58 Properties
Harper's Choice 45 Properties
Ellicott City 41 Properties
Elkridge 39 Properties
West Friendship 36 Properties
Jessup 30 Properties

Frequently Asked Questions About Howard County?

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

How many pickleball-ready properties have private pools in Howard County?

Discover 6 accommodations with private or nearby pickleball courts in Howard County. Some of the best destinations to stay and play pickleball are:

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

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

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 150 properties listed in Howard County 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 150 Howard County, MD Vacation Rentals

Recently Booked Vacation Rentals in Howard County