Hagerstown pickleball Stays, Resort Rentals, & Homes
About Hagerstown Vacation Rentals
Discover over 174 amazing vacation rental options in Hagerstown 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 Hagerstown.
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 526.33 ft², with prices averaging US $172 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 Hagerstown.
Top Pickleball-Ready Accommodation Types in Hagerstown
| Type | Count |
|---|---|
| Vacation Homes | 69 |
| Holiday Apartments | 21 |
| Cottages | 8 |
Use these Quick Filters to Find a Vacation Rental in Hagerstown
★ 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 Hagerstown with PickleTrip™.
Weather in Hagerstown, MD
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Top Attractions Around Hagerstown, MD
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Other Places to Stay in Hagerstown, MD
Frequently Asked Questions About Hagerstown?
What are the top vacation rentals, resorts, and hotels in Hagerstown 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 Hagerstown. 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 Hagerstown!
- Antietam Overlook Farm
- UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
- Charmingly renovated historic Canal House on C&O along Potomac close to Antietam
- Modern Log Cabin, Great for Families - Close to Many Attractions! Game Room!
- C&O Canal Potomac River Cottage
- Wine Weekend Getaway Steps to Winery and Battlefield with Mountain Views Hot Tub
- 4BR, 4BA, Amazing Indoor Pool, EV charger, ~10 acres retreat, next to Park
- Historic & Cozy ~ Near Antietam Battle & WhiteTail
- Look No Further - 3br, 2ba Single Family
- Elevated Potomac River Retreat - King Suite - Riverfront - Large Screened Porch
How many pickleball-ready properties have private pools in Hagerstown?
Discover 4 accommodations with private or nearby pickleball courts in Hagerstown. Some of the best destinations to stay and play pickleball are:
- Courtyard by Marriott Hagerstown
- Country Inn & Suites by Radisson, Hagerstown, MD
- Sleep Inn & Suites Hagerstown
- Plaza Inn & Suites
Which vacation rentals, resorts, or hotels in Hagerstown is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Hagerstown? 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.
- 5 mins to the Outlets Beautiful Mango Mania Palace
- Thou CozeeNest
- Country Inn & Suites by Radisson, Hagerstown, MD
How many PickleTrip vacation rentals or resorts are available in Hagerstown?
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 174 properties listed in Hagerstown in 2026, 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.
