85+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  4. Overlea

Overlea pickleball Stays, Resort Rentals, & Homes

About Overlea Vacation Rentals

Discover over 85 amazing vacation rental options in Overlea 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 Overlea.

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 608.92 ft², with prices averaging US $372 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 Overlea.

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Top Pickleball-Ready Accommodation Types in Overlea

Type Count
Vacation Homes 49
Holiday Apartments 27
Villas 1

Use these Quick Filters to Find a Vacation Rental in Overlea

★ 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 Overlea with PickleTrip™.

Weather in Overlea, MD

View the weather forecast for Overlea before booking your Overlea 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 Overlea, MD

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


Double Rock Park
Natural History Society of Maryland Museum
National Aquarium in Baltimore
Baltimore Cruise Terminal
Johns Hopkins University
Baltimore Convention Center
Johns Hopkins Hospital
Horseshoe Casino Baltimore
Baltimore Inner Harbor Marina
Arundel Mills Mall
M&T Bank Stadium
Oriole Park at Camden Yards
Maryland Live Casino
Towson University
Maryland Zoo
Power Plant Live
Hippodrome Theatre
Baltimore Museum of Art
University of Maryland - Baltimore
Towson Town Center

Other Places to Stay in Overlea, MD


Double Rock Park 95 Properties
Natural History Society of Maryland Museum 84 Properties

Frequently Asked Questions About Overlea?

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

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

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

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 85 properties listed in Overlea 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 85 Overlea, MD Vacation Rentals

Recently Booked Vacation Rentals in Overlea