127+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Missouri
  3. St. Louis
  4. Overland

Overland pickleball Stays, Resort Rentals, & Homes

About Overland Vacation Rentals

Discover over 127 amazing vacation rental options in Overland 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 Overland.

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 372.63 ft², with prices averaging US $164 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 Overland.

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Top Pickleball-Ready Accommodation Types in Overland

Type Count
Vacation Homes 65
Holiday Apartments 27
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Overland

★ 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 Overland with PickleTrip™.

Weather in Overland, MO

View the weather forecast for Overland before booking your Overland 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 Overland, MO

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


St. Louis Car Museum
St. Louis Union Station
Gateway Arch
City Museum
Forest Park
Busch Stadium
St. Louis Zoo
Enterprise Center
Washington University
Westport Plaza
Fox Theater
Hollywood Casino Amphitheatre
Ameristar Casino St. Charles
Dome at Americas Center
Chaifetz Arena
St. Louis University
Barnes Jewish Hospital
America's Center Convention Complex
Missouri Botanical Gardens and Arboretum
Tower Grove Park

Other Places to Stay in Overland, MO


Vinita Park 201 Properties
Charlack 191 Properties
Sycamore Hills 182 Properties
St. Louis Car Museum 171 Properties
Breckenridge Hills 118 Properties

Frequently Asked Questions About Overland?

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

How many pickleball-ready properties have private pools in Overland?

Discover 1 accommodations with private or nearby pickleball courts in Overland. Some of the best destinations to stay and play pickleball are:

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

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

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 127 properties listed in Overland 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.

Nearby Neighborhood (1) 
Neighborhood Property Count
Airport Township Vacation Rentals in St. Louis, Missouri 97

People Also Ask

There are 127 Overland, MO Vacation Rentals

Recently Booked Vacation Rentals in Overland