Upper South Side Summer Rentals, Cottages & Cabins

Book a Place to Stay in Upper South Side for Your Summer Getaway

About Upper South Side Summer Rental on SunSkiResorts

SunSki's selection of summer rentals in Upper South Side promises the ideal setting for your next seasonal escape. We offer a diverse array of properties boasting enticing features such as private pools, indoor/outdoor swimming facilities, hot tubs, WiFi, beachfront access, and more. Whether you're journeying with family, friends, or a larger group, we have a rental perfectly tailored to your requirements.

Immerse yourself in the epitome of summer leisure in Upper South Side with SunSki. Our summer rental accommodations are meticulously curated to ensure utmost comfort and relaxation. From chic condos and opulent resorts to charming villas, quaint bungalows, cozy cabins, RVs, and cottages, we present a spectrum of options to match your vacation vision. Discover your idyllic summer retreat with SunSki.

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Frequently Asked Questions About Upper South Side Luxury Rentals

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

In 2025, SunSki offers 191 summer rentals in or around Upper South Side. 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 Upper South Side is $445. Check the full list of summer accommodations in Upper South Side.
There are 191 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with SunSkiResorts.

Yes, here are some popular summer holiday rentals in Upper South Side that have a private or indoor pool:

Check all holiday rentals with a pool in Upper South Side on SunSkiResorts.

Yes, We have 191 summer rental homes in Upper South Side and types of place to stay in Upper South Side include:

  • Vacation Homes: 191 available for rent
  • Villas: 191 Rentals available for rent
  • Holiday Apartments: 191 Rentals available for rent
  • Hotels with Suites: 191 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Upper South Side. 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 Upper South Side.