South Shore Summer Rentals, Cottages & Cabins

Book a Place to Stay in South Shore for Your Summer Getaway

About South Shore Summer Rental on PickleTrip

PickleTrip™'s summer rentals in South Shore 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 South Shore 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 South Shore Luxury Rentals

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

In 2025, PickleTrip offers 116 summer rentals in or around South Shore. 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 South Shore is $212. Check the full list of summer accommodations in South Shore.
There are 116 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 South Shore that have a private or indoor pool:

Check all holiday rentals with a pool in South Shore on PickleTrip.

Yes, We have 116 summer rental homes in South Shore and types of place to stay in South Shore include:

  • Vacation Homes: 116 available for rent
  • Villas: 116 Rentals available for rent
  • Holiday Apartments: 116 Rentals available for rent
  • Hotels with Suites: 116 Rentals available for book
Yes, of course! There are many luxury summer rental properties in South Shore. 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 South Shore.