Holiday rentals with lake access in The Hamptons

Montauk Modern Waterfront Cottage

Perfect Sunsets all year, this amazing 2 bedroom waterfront cottage, on bucolic Fort Pond is as close as it gets to perfection. A short walk to town, dining, Jitney & beaches. Beautifully decorated with mid century modern furniture & spectacular landscaping. Large living area, state of the art kitchen & bathroom with door to outdoor shower. A flat screen with Apple TV and WiFi. Ideal for couples, singles or a small family (1 dog per booking accepted). EH Montauk Rental #20-550 (2022-2025)

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.

Breezy Waterfront Home With private Dock

This charming waterfront home is the ideal getaway for the active family with the Hamptons' largest natural 'saline pool' (the Peconic Bay) just footsteps away. This home easily sleeps 7 - with 3 bedrooms and 3 separate kids' sleeping cabins. You can jump on our standup paddle board right off our private dock, jog along wide stretches of pebble beach, have a swim race to our floating swim platform or simply relax in the hammock. 2 bathrooms indoors and 1 private outdoor shower,

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.

Sag Harbor Village Chic Historic Reno-Water-views

A fully renovated Captain row historic home from 1850’s in the heart of Sag Harbor village with water views across from Otter Pond. Fully renovated with modern amenities and beautifully crafted interiors while keeping original details. Main floor has a open living concept with two sitting areas, a library and dining. A beautiful TV/Den room has another sofa and few poofs for lounging for watching TV or reading. A gem in the heart of sag harbor village.

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.

Montauk Waterfront Cottage

Cozy and large two bedroom cottage steps from the edge of Fort Pond. Cottage is very private on shared grounds. Water views, fire pit, paddle boards, kayak, and good vibes. Also available are a 3 bedroom house and a 2 bedroom cottage. We do live on the property full time and enjoy making our space a safe and clean environment.

Deluxe Studio Apt@The Montauk Manor

Beautiful, deluxe studio apartment with every amenity. Registered historical landmark. Magnificent lobby with fireplace, restaurant. Cable TV with HBO, DVD and WI FI. Great news the in-door pool, jacuzzi and sauna are now open! The restaurant is now open! Don’t miss out on the fabulous beaches.

Southampton Quiet Private Home/Pool 6min to Villag

Pool is OPEN ! Experience a private and secluded retreat in a home where bold feature walls and chic decor blend with traditional wood fixtures and styles. Fire up a delicious BBQ on the outdoor deck before dipping into the pool. Enjoy our happy home and create long las memories.