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Prestonsburg Summer Rentals, Cottages & Cabins

Book a Place to Stay in Prestonsburg for Your Summer Getaway

About Prestonsburg Summer Rental on PickleTrip

PickleTrip™'s summer rentals in Prestonsburg 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 Prestonsburg 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 Prestonsburg Luxury Rentals

In 2025, PickleTrip offers 26 summer rentals in or around Prestonsburg. 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 Prestonsburg is $173. Check the full list of summer accommodations in Prestonsburg.
There are 26 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 Prestonsburg that have a private or indoor pool:

Check all holiday rentals with a pool in Prestonsburg on PickleTrip.

Yes, We have 26 summer rental homes in Prestonsburg and types of place to stay in Prestonsburg include:

  • Vacation Homes: 26 available for rent
  • Villas: 26 Rentals available for rent
  • Holiday Apartments: 26 Rentals available for rent
  • Hotels with Suites: 26 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Prestonsburg. 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 Prestonsburg.