Heritage Square Summer Rentals, Cottages & Cabins

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

About Heritage Square Summer Rental on PickleTrip

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

There are a lot of options in Heritage Square. If you plan on staying in the Heritage 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 Heritage Square:

In 2025, PickleTrip offers 274 summer rentals in or around Heritage 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 Heritage Square is $322. Check the full list of summer accommodations in Heritage Square.
There are 274 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 Heritage Square that have a private or indoor pool:

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

Yes, We have 274 summer rental homes in Heritage Square and types of place to stay in Heritage Square include:

  • Vacation Homes: 274 available for rent
  • Villas: 274 Rentals available for rent
  • Holiday Apartments: 274 Rentals available for rent
  • Hotels with Suites: 274 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Heritage 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 Heritage Square.