What are the top rated Ski Chalet Rentals in Town of Southampton?

There are a lot of options in Town of Southampton. If you plan on staying in the Town of Southampton area, consider making a reservation for a few nights at one of these properties as these have been rated the top Ski Chalet Rentals in Town of Southampton: <a href="/property/whb-village-4200sqft-traffic-free-private-dr-40ft-heated-pool-open-beach-fam-fr/HA-3211041787" class="class="static-page-link"">WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr</a> <a href="/property/enjoy-the-beach-fireplace-hot-tub-the-wine/HA-321742376" class="class="static-page-link"">Enjoy the beach, Fireplace , Hot Tub the wine !</a> <a href="/property/beachy-chic-south-of-the-hwy-in-sh-village-just-3blks-to-shops-food-and-fun/HA-1214231306" class="class="static-page-link"">Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!🏖️</a> <a href="/property/luxury-9-acre-sagaponack-sag-harbor-compound-retreat-year-round-spa/HA-121111095" class="class="static-page-link"">Luxury 9 Acre Sagaponack/Sag Harbor Compound Retreat &amp; Year-Round Spa</a> <a href="/property/waterfront-pool-hottub-strong-wifi-pingpong-paddleboard-kayak-bocce-court/HA-121123945" class="class="static-page-link"">Waterfront, Pool, HotTub, Strong WIFI, Pingpong, Paddleboard, Kayak, Bocce Court</a> <a href="/property/hamptons-haven-heated-pool-hot-tub-gameroom-2-miles-to-rogers-beach/HA-1213912947" class="class="static-page-link"">Hampton’s Haven: Heated Pool, Hot Tub &amp; Gameroom! 2 miles to Rogers Beach</a> <a href="/property/amazing-dune-rd-westhampton-beach-home-steps-to-the-beach-great-ratings/HA-1213937919" class="class="static-page-link"">AMAZING DUNE RD WESTHAMPTON BEACH HOME STEPS TO THE BEACH GREAT RATINGS !</a> <a href="/property/westhampton-beach-cedar-shingle-with-heated-pool-gym-on-a-private-road/HA-321708322" class="class="static-page-link"">Westhampton Beach Cedar Shingle with Heated Pool &amp; Gym - on a Private Road</a> <a href="/property/historic-sag-harbor-village-gem/HA-321824629" class="class="static-page-link"">Historic Sag Harbor Village Gem</a> <a href="/property/oceanfront-home-views-from-each-room-spectacular-sunrises-and-sunsets/HA-121368047" class="class="static-page-link"">Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets</a>

Which is the best ski chalet in Town of Southampton?

There are many ski chalets available in Town of Southampton; however, here are the most popular ski chalets listed in Town of Southampton: Summer 2026 Now Available! Grab an amazing property in the heart of the Hamptons Villa Red Hut Head of Pond House Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

What is the best time to book a ski chalet near Town of Southampton?

Irishridgecabins offers availability throughout the year, but you can book pre-Christmas, mid-January, or before and after the school break at Easter are the best times for renting in Town of Southampton.

What are the most family-friendly ski chalets Town of Southampton?

At Irishridgecabins most of our ski chalets are perfect for families. Check out the complete list of ski chalets in Town of Southampton to find what works for you.