The Old Prison Summer Rentals, Cottages & Cabins

Book a Place to Stay in The Old Prison for Your Summer Getaway

About The Old Prison Summer Rental on PickleTrip

PickleTrip™'s summer rentals in The Old Prison are perfect for your next summer getaway. We offer a wide range of properties to choose from, including homes with top-notch pickleball courts or nearby facilities, private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, and more. Whether you're traveling with family, friends, or a group, we have a rental that will suit your needs.

Enjoy the perfect summer vacation in The Old Prison with PickleTrip™. Our summer rental homes are designed to provide you with maximum comfort and relaxation. Choose from a variety of properties, including condos, resorts, villas, bungalows, cozy cabins, RVs, and cottages. Stay and play pickleball when you travel with PickleTrip™.

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Frequently Asked Questions About The Old Prison Luxury Rentals

There are a lot of options in The Old Prison. If you plan on staying in the The Old Prison area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in The Old Prison:

In 2025, PickleTrip offers 74 summer rentals in or around The Old Prison. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
The average price per night for a summer rental in The Old Prison is $60. Check the full list of summer accommodations in The Old Prison.
There are 74 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with PickleTrip.

Yes, here are some popular summer holiday rentals in The Old Prison that have a private or indoor pool:

Check all holiday rentals with a pool in The Old Prison on PickleTrip.

Yes, We have 74 summer rental homes in The Old Prison and types of place to stay in The Old Prison include:

  • Vacation Homes: 74 available for rent
  • Villas: 74 Rentals available for rent
  • Holiday Apartments: 74 Rentals available for rent
  • Hotels with Suites: 74 Rentals available for book
Yes, of course! There are many luxury summer rental properties in The Old Prison. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in The Old Prison.