96+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Indiana
  3. Town of Pines

Town of Pines pickleball Stays, Resort Rentals, & Homes

About Town of Pines Vacation Rentals

Discover over 96 amazing vacation rental options in Town of Pines 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 Town of Pines.

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 566.8 ft², with prices averaging US $307 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 Town of Pines.

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Top Pickleball-Ready Accommodation Types in Town of Pines

Type Count
Vacation Homes 52
Holiday Apartments 37
Cottages 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Town of Pines

★ 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 Town of Pines with PickleTrip™.

Weather in Town of Pines, IN

View the weather forecast for Town of Pines before booking your Town of Pines Vacation Rentals to confirm your best time to go.

December - February
High 74°F       Low 43°F
March - May
High 87°F       Low 48°F
June - August
High 92°F       Low 72°F
September - November
High 89°F       Low 48°F

Top Attractions Around Town of Pines, IN

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


Four Winds Casino New Buffalo
Blue Chip Casino
Indiana Dunes State Park
Indiana Dunes National Park
Local
Valparaiso University
Lighthouse Place Premium Outlets
New Buffalo Public Beach
Trail Creek
Marquette Park
Oasis Splash Pad
Bailly Homestead - American Indians and Fur Traders
Beverly Shores Beach
Memorial Opera House
The Course at Aberdeen
Townline Beach
Shady Creek Winery
Lustron House
Lake View Beach
Waverly Beach

Frequently Asked Questions About Town of Pines?

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

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

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

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 96 properties listed in Town of Pines 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 96 Town of Pines, IN Vacation Rentals

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