Head's Beach Summer Rentals, Cottages & Cabins

Book a Place to Stay in Head's Beach for Your Summer Getaway

About Head's Beach Summer Rental on PickleTrip

PickleTrip™'s summer rentals in Head's Beach 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 Head's Beach 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 Head's Beach Luxury Rentals

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

In 2025, PickleTrip offers 212 summer rentals in or around Head's Beach. 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 Head's Beach is $471. Check the full list of summer accommodations in Head's Beach.
There are 212 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 Head's Beach that have a private or indoor pool:

Check all holiday rentals with a pool in Head's Beach on PickleTrip.

Yes, We have 212 summer rental homes in Head's Beach and types of place to stay in Head's Beach include:

  • Vacation Homes: 212 available for rent
  • Villas: 212 Rentals available for rent
  • Holiday Apartments: 212 Rentals available for rent
  • Hotels with Suites: 212 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Head's Beach. 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 Head's Beach.