Beach house holiday rentals in Amagansett

Private beach, fully updated house, on 2 acres.

Each the special magic that only the Hamptons offer—historic charm, a rural atmosphere, white sandy beaches and a relaxed lifestyle—while staying in this light-filled three-story cottage. Tucked away on a beautiful 2.2-acre wooded lot, this bayside oasis offers a tranquil retreat, with deer sightings, private beach access, stunning view and picture-perfect sunsets. A short drive to the beaches and town, quick trips to nearby shops, market stands, restaurants, museums and Jackson Pollack house.

The North Star: Greenport Waterview Beach Getaway

Welcome to our charming home in Greenport, NY. Right across the street from the private community beach! We are neighbors to the most famous wineries on the North Fork. 3 bedrooms, 2 baths, & a den that has a pull-out queen sleeper sofa. Private beach. Outdoor shower. Comes fully equipped with towels & linens. 2 miles from the town of Greenport. Perfect house for families/groups. DOG(s) FRIENDLY (w/ a pet fee) with fenced front yard & deck- sorry no cats! Looking for adults aged 30 or over.

Dream house vacation in Long Island Sound

For a rejuvenating, fantastical getaway from the day-to-day doldrums, this gorgeous waterfront home is waiting at the very end of rustic Windward Road for you. Bring your whole family for a relaxing time you might desire for your vacation. Minutes by car from the scenic Orient by the Sea Restaurant, from the Orient Beach State Park, and any number of farm stands and even a regionally renowned candy store and historical society. We comply with 14 minimum stay Suffolk County regulation. .

Coastal Cottage on the Water

A coastal cottage on the water surrounded by vineyards and farm stands on the North Fork. Unwind in the backyard with a private view of the Goldsmith's Inlet where you can watch the sunrise, bird watch, and admire our local swans. A quick 5-minute walk to the Long Island Sound where you can sunbathe, swim, kayak, and watch the beautiful sunset. Conveniently located near Greenport, Orient, and Southold. *IMPORTANT* Kayaks and grill are only available from May 1st to October 31st.

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,

YOUR OWN private beach overlooking the Hampton’s

Breath taking sunrises at this beachfront home enjoy your own private beach. Take in the sights on one of the Multiple decks to enjoy the amazing views of natural Long Island at its best! State of the art kitchen, water views from almost every room in the house spend your days lounging by the water fishing off the nearby dock steps away at Osprey Park. bring your jet skis and kyacks for hours of fun. multiple marinas nearby. Short drive to the Hamptons, and shopping

Sea Roost

This private, two-cottage property contains a few of the last remaining original fisherman cottages at Hither Hills built in the 1940s. Set on a lush, private knoll - South of the Highway - Sea Roost boasts mature landscaping and is located steps to Montauk's quiet and secluded Hither Hills Beach. The property consists of a 2 bed/2 bath cottage with separate artist studio (Qn bed, kitchenette & full bath). Dogs negotiable with pet fee. IG @searoosts

Montauk 4bd/3.5ba Ocean, pool spa & private beach.

4bed/3.5 bath beach house in Hither Hills for family. NO GROUP SHARES per local laws. Across from Atlantic ocean private beach! 1.5 miles from Gurney's perfect for a more homey stay if you are attending an event there. 2500 sq. ft (built 2019) Fenced yards, patios, deck. LR/DR kitchen deck with grill on 2nd level. Ultimate 270 deg. ocean views, high ceilings and indoor/ outdoor living. Spa (year round) & heated pool (seasonal) June-Aug

Greenport Beach house Mini Resort Spa & Catering

Nestled steps from the beach, and all that Greenport and the North Fork has to offer, this exquisitely charming 3 bedroom 2 bathroom waterfront home is absolutely delightful.. You’ll love my place because of the views, the location, the people, the ambiance, the outdoors space, and the Saltwater pool.. My place is good for couples, solo adventurers, business travelers, families (with kids), groups, and furry friends (pets).