30+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Pennsylvania
  3. Pittsburgh
  4. Pleasant Hills

Pleasant Hills pickleball Stays, Resort Rentals, & Homes

About Pleasant Hills Vacation Rentals

Discover over 30 amazing vacation rental options in Pleasant Hills 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 Pleasant Hills.

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 505.23 ft², with prices averaging US $136 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 Pleasant Hills.

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Top Pickleball-Ready Accommodation Types in Pleasant Hills

Type Count
Vacation Homes 8
Holiday Apartments 5

Use these Quick Filters to Find a Vacation Rental in Pleasant Hills

★ 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 Pleasant Hills with PickleTrip™.

Weather in Pleasant Hills, PA

View the weather forecast for Pleasant Hills before booking your Pleasant Hills 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 Pleasant Hills, PA

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


University of Pittsburgh
PNC Park
Heinz Field
PPG Paints Arena
Rivers Casino
Carnegie Mellon University
David L Lawrence Convention Center
University of Pittsburgh Medical Center
Pittsburgh Zoo and PPG Aquarium
Kennywood
Meadows Racetrack and Casino
The Waterfront
Stage AE
Station Square
Benedum Center
Andy Warhol Museum
Market Square
Phipps Conservatory
Duquesne Incline
California University of Pennsylvania

Frequently Asked Questions About Pleasant Hills?

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

How many PickleTrip vacation rentals or resorts are available in Pleasant Hills?

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 30 properties listed in Pleasant Hills 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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There are 30 Pleasant Hills, PA Vacation Rentals

Recently Booked Vacation Rentals in Pleasant Hills