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  5. Summer Rental

Dock Square Summer Rentals, Cottages & Cabins

Book a Place to Stay in Dock Square for Your Summer Getaway

About Dock Square Summer Rental on PickleTrip

PickleTrip™'s summer rentals in Dock Square 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 Dock Square 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 Dock Square Luxury Rentals

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

In 2025, PickleTrip offers 592 summer rentals in or around Dock Square. 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 Dock Square is $788. Check the full list of summer accommodations in Dock Square.
There are 592 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 Dock Square that have a private or indoor pool:

Check all holiday rentals with a pool in Dock Square on PickleTrip.

Yes, We have 592 summer rental homes in Dock Square and types of place to stay in Dock Square include:

  • Vacation Homes: 592 available for rent
  • Villas: 592 Rentals available for rent
  • Holiday Apartments: 592 Rentals available for rent
  • Hotels with Suites: 592 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Dock Square. 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 Dock Square.