56+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Virginia
  3. Hillsville
  4. Old Town

Old Town pickleball Stays, Resort Rentals, & Homes

About Old Town Vacation Rentals

Discover over 56 amazing vacation rental options in Old Town 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 Old Town.

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 579.42 ft², with prices averaging $230 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 Old Town.

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Top Pickleball-Ready Accommodation Types in Old Town

Type Count
Vacation Homes 23
Holiday Apartments 13

Use these Quick Filters to Find a Vacation Rental in Old Town

★ 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 Old Town with PickleTrip™.

Weather in Old Town, VA

View the weather forecast for Old Town before booking your Old Town 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 Old Town, VA

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


Blue Ridge Music Center
Mt Vale Vineyards
The Andy Griffith Museum
Jefferson National Forest
Stone Mountain State Park
Mayberry Mall
Shelton Vineyards
Oak Hill Academy
New River Trail State Park
Olde Beau Golf and Country Club
Rex Theater
Earle Theatre
Mount Airy Visitors Center
Fort Chiswell Animal Park
Peaceful Heart Alpacas
Round Peak Vineyard
Wayne Henderson's Workshop
Laurel Hill Birthplace Of J.E.B. Stuart
Mount Airy Public Library

Other Places to Stay in Old Town, VA


Mt Vale Vineyards 60 Properties
Blue Ridge Music Center 40 Properties

Frequently Asked Questions About Old Town?

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

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

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

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 56 properties listed in Old Town 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 56 Old Town, VA Vacation Rentals

Recently Booked Vacation Rentals in Old Town