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Head of Pond House - Waterfront Cottage

Welcome to the charming, waterfront Cottage at Head of Pond House! Enjoy a peaceful retreat with beautiful lake access year-round and pool access from Memorial Day to October. The cottage features two comfortable king beds, including one in a cozy loft area, a full bath, WiFi, a projector for movie nights, and a fully stocked kitchen. Whether you’re looking for a relaxing escape or a comfortable base to explore the Hamptons, our waterfront cottage is the perfect spot for your getaway.

2.5 Miles from the 2026 U.S OPEN, Waterfront

Take a break and unwind at this peaceful oasis. Welcome to waterfront living in this beautifully renovated 4 bedroom, 2 bath home situated on .75 acre, adjacent to a marina. You'll be blown away by the unobstructed 180-degree water views over Shinnecock Bay all the way to the inlet. The main feature of this home is the wall-to-wall glass in the living room and dining area, offering panoramic views of the bay. The back two decks are the perfect spots for outdoor dining and relaxation.

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

[FOLLOW US on INSTA @29watersedge] 1-mile from the beach, this child-friendly waterfront Southampton home is a perfect family getaway. Ready for watersports: kayak, paddleboard, boat, or jet ski. Walk down to the beach for a swim in the bay. At home, the backyard has it all: large dock, fire pit, swing/playset, hammock, grill, & oversized deck to take in the views. Surrounded by nature and water, you are just minutes from restaurants and shopping in Southampton Village &Sag Harbor.

Waterfront NoFo Cottage w/ public beach access

Enjoy this waterfront cottage overlooking Marion Lake surrounded by lush landscape and wildlife. Experience the local Vineyards, take a leisurely stroll in downtown Greenport, ferry to Shelter Island, drive to Orient, or discover local hiking trails. Savor the culinary delights at the area's great restaurants, with fresh seafood and farm-to-table dining. Nestled between Greenport and Orient Point, East Marion provides access to all the North Fork has to offer. Rental Permit #1060

Hampton Waterview Gorgeous Yard w/Pool /Pizza Oven

-900ft from Shinnecock Bay perfectly between Hampton Bays & Southampton -Access to private bay Beach for boating or paddle boarding! -The home has Mooring rights (you can dock a boat there) -Outdoor propane Patio Heater -Pizza oven & Propane Grill -A bar with metal ice buckets & coolers -One block walk to EdgeWater Restaurant (5 Star Restaurant & Bar) -Huge private backyard with dinner area, chaise and multiple communal chairs locations -Brand New for Summer 23 16x32 Pool !!!

GREENPORT RETREAT- PRIVATE 2 BR APT w/ PRIV BEACH

4-6 GUEST MAXIMUM PLEASE. Cozy 2 BR and 1 BTHRM apartment in private home in Greenport NY. Total privacy and separation of unit!! Perfectly situated on 1.75 acres. 3 minute drive, or easy walk, to the center of Greenport village, 2 minute ferry ride to quaint Shelter Island, and a 6 minute drive to tip of Orient. So right in the middle of the action with the peace and serenity of living outside the village. Private beach a short walk/ride down the street.

Stylish & Modern Touches Move-In-Ready

Musu&Oscar Residential is a home away from home, located in a cool and serene environment on the East End of Long Island, Flanders, New York. It is a stand-alone, self-contained 2-Bedrrom apartment that stands out in the attractive town of Southampton for travellers and visitors looking to have quality time away with friends loved ones, family or just for that "me time" that you have always wanted all by yourself in a relaxed and hospitable atmosphere.

Charming Bungalow on the Bay

This newly remodeled 1960’s bungalow is the perfect getaway for couples and families alike. Located right on Gardiner’s Bay, there’s a gorgeous view of the water from the large windows and front porch. From the front steps you can follow the 300 yard path to your own private beach where you can wade, swim, snorkel, paddleboard, or just enjoy the amazing view and salt air. (East Hampton Rental Registry Certificate Number: 24-234)

Hamptons Waterview Cottage

Nestled between the waterfront and woods in an oasis where nature is everywhere, and the home is a charming cottage style which offers the perfect balance between luxury and rustic. The pool is a shared unite pool with beautiful custom IPE deck on a common waterfront property with a 300' dock. kayaks paddleboards volleyball court ping pong with incredible waterfront sunsets all within 15 minutes of downtown Hampton Bays.

Secluded 1Br cottage on the lake, close to Ditch

This is the best of Montauk living, right by the lake, close to Ditch, and with an incredible, lush front yard suitable for outside dining or having a couple friends over for dinner. Walk down to the lake to enjoy the sunset, or stroll over to the Crow's Nest for drinks or dinner. No need to drive, it's well within walking distance. Join the many that have experienced the magic of our cottage at South Lake.

Lovely 2-bedroom apartment in a historic home

Restored apartment in a Victorian home, centrally located in the Village of Greenport. Short, few minutes walk to restaurants, shops, cafes in town. Also, conveniently located (10 minute walk) to the Hampton Jitney bus stop, LI Railroad and Shelter Island Ferry as well as local beaches. Enjoy the charm of a historic home, with all the convenience of modern amenities!

Mid-Century Modern House - Ciela Haus

IG: @cielahaus A mid-century modern home with cathedral ceilings, carefully curated interiors and a warming indoor charcoal BBQ. It is the perfect getaway for a group of friends or family to explore the outdoors, farms, wineries or to simply enjoy tranquility. I hope you enjoy staying here as much as I loved renovating, curating and styling it!