Shenandoah Valley pickleball Stays, Resort Rentals, & Homes

Frequently Asked Questions About Shenandoah Valley?

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

• Romantic SML Penthouse, Bernard’s Landing. Smith Mountain Lake 3 Pools
• Bernard's Landing Bliss! - Breathtaking Views & Modern Updates
• Peninsula Paradise at Bernard's Landing - Closest to the water!
• Bernard's Landing! Relax at Bernard's Rendezvous!
• Enjoy post-holiday relaxation at Birds Eye View in Bernard's Landing indoor pool
• Make memories to last a lifetime.
• Flat Lot, Views! Waterslide, Firepit, Kayaks, Pickleball, Pingpong, Tennis, WiFi
• Beautifully Located Wintergreen Resort home in the valley off 151
• Cub Cabin on Massanutten Resort- Fully Renovated Log Cabin- Hot Tub & Fire Pit
• 1st Floor Luxury Condo to SKI TUBE & SKATE with BRAND NEW TRAILS @ Bryce Resort

How many pickleball-ready properties have private pools in Shenandoah Valley?

Discover 254 accommodations with private or nearby pickleball courts in Shenandoah Valley. Some of the best destinations to stay and play pickleball are:

• Overlook 180 degree views w/Peloton!
• Residence Inn by Marriott Harrisonburg
• Steeles Tavern Manor
• Harrisonburg Heaven on the Hill

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

Looking for a fun and active getaway with pickleball courts in Shenandoah Valley? 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.

• Massanutten Mountain, Hot Tub, FirePit, Pool Table
• LakeDaze
• Overlook 48 with Wintergreen Advantage

How many PickleTrip vacation rentals or resorts are available in Shenandoah Valley?

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 8276 properties listed in Shenandoah Valley 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.

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