Holiday home rentals in The Hamptons

Bay Front Beach House 49E

Our beach front house located directly on the Great South Bay has its own private beach, swim area, outdoor shower, barbeque & boat mooring. The house is close to the ferry and easily accessible to restaurants and everything Fire Island has to offer. The house boasts 1 water front bedroom, 1/2 bath & washer/dryer on the main level upstairs; dining/living area(XL twin bed) full gourmet kitchen, 2nd WF oversized bedroom & full bath. Our guests can enjoy sweeping views of the bay, beach, and sunset

Sweet Silver Sands Beach Studio

Take a break at this peaceful oasis just steps to Silver Sands Beach. Escape to a cozy little studio connected to the back of our house with it's own private entrance. 5 houses to beach. Your own parking spot. The Long Island Sound is the perfect escape to relaxation. 5 minutes away is downtown Milford, a charming New England town, with Metro North train station that runs between New Haven and Grand Central/Manhattan. Be in NYC in about 90 minutes. Shopping 10 minutes away on Boston Post Road.

Private Entrance to Duplex Apartment on Lush Acres

Private Exterior Entrance to QUEEN BED bedroom and private bath ONE FLIGHT OF STAIRS UP. 1 mile to Ditch, half mile to L.I. Sound. Quiet, Out-of-the-way 1900s house on Several Acres. 100% non-smoking both inside and out. Friendly DOGS WELCOME provided they do not chew, scratch, bark when left alone, are picked up after outside and are kept OFF furniture. NO UN-HOUSEBROKEN PUPPIES. WE ACCEPT DOGS ONLY. NO CATS OR OTHER PETS. NO EXCEPTIONS. Friendly Dogs & Chickens live on property. 2 NIGHT MIN

Oceanview Townhouse, steps away from the beach

Perfect for a romantic getaway or a family vacation, our home is located directly across the ocean and just steps away from the path to the beach. Relax in our beautiful condo where you can unwind and take in views of the ocean while you dine on the deck or sip your coffee on the balcony of the master bedroom. The village of Montauk is just steps away where you will find restaurants, shops and local attractions. The unit has a designated parking spot, a fully equipped kitchen, A/C and Wi-Fi.

White Beach House- summer 2026 open!

This clean, bright, and airy cottage offers a serene escape with stunning views of Napeague Harbor. Just a short walk away lies one of the most beautiful ocean beaches The home feature- 3 comfortable bedrooms & 3 full bathrooms and an outdoor shower Inside, The cottage is well-appointed and designed. While the train from Amagansett to Montauk does pass behind the house, it does not obstruct the tranquil bay views. Please note: Due to health concerns, we are unable to accommodate animals.

THE MULBERRY OASIS

Bring your family to the custom luxurious mansion on Long Island carefully curated furnishings. No need to lift a finger - wonderfully comfortable and professionally decorated spaces are ready for you to enjoy. Many bespoke items such as a large crystal entry chandelier- custom living room furniture that add unique character and charm. Amazing entertainer's kitchen with gray cabinet. A premier basement with amazing entertainer's, pool table, game table, theater room, exercise /sauna room.

Renovated North Fork Retreat-Rental Permit #0781

This fully renovated 4 bed, 2 bath home sits on a park-like acre in the heart of the North Fork. It's walkable to all Cutchogue hamlet amenities, restaurants, Wickham's farm stand, wineries, and is a bike ride or short car drive to beautiful New Suffolk beach. Enjoy the wood-burning fireplace in the Winter and the spa-like outdoor shower, fire pit and al fresco dining from Spring to Fall. End your day shooting some hoops on the half court or swinging in the hammock with a glass of Rose.

Vacation home with pool by the North Fork

Beautiful ranch-style house with modern comforts is waiting for you. Our vacation home (built in 2017) with very high ceilings includes new appliances and luxury furnishings. This home offers 2,300 square feet of space with an open living room, 3 bedrooms and 2.5 bathrooms. The backyard has a swimming pool during the summers and a BBQ grill. (Pool is closed during the winters.) We have a ping pong table and EV charger in the garage. Our home is only 20 minutes away from the North Fork.

Beautiful new private beach house paradise

Experience a private beach in Milford and enjoy a beautiful and spacious new construction fully furnished luxury home! Scandinavian design. Only 4 houses from the best beach in Connecticut. Large outdoor deck with barbecue and tables and chairs for meals and cocktails. Color changing electric fireplace. 4 car automatic garage. Walking distance to ice cream parlors and nature preserve. Rent kayaks and paddle boards down the road. Enjoy your private beach with tide pools at low tide!

17- Newly Built Gorgeous Private Apt-East Hampton

Our newly built, chic units are located in the beautiful iconic Village of East Hampton. We have 4 units available, please check other ones if this one is sold out. Very spacious studio unit with a queen bed. All units have been curated as a boutique hotel room, modern, beautiful and with everything you need for a great stay! Close to shops, beach, &short drive to Montauk. All units have memory foam mattress, wifi, smart TV(no cable just streaming aps) & a new kitchen with essentials!

2 BR apartment near ocean in Hither Hills

Relax and enjoy a peaceful stay that is a 3 block walk to one of the most beautiful ocean beaches in the Hamptons! This apartment is located in a beautiful, wooded, quiet neighborhood. Town is 1.5 miles away. This apartment has an open concept living space with a fully equipped kitchen. There are 2 cozy bedrooms and one bath with a walk in shower. We prefer families and mature adults. We supply beach towels, chairs, umbrella and beach wagon.

Family Friendly East Hampton 6 Bed 4 bath w Pool

Perfectly located moments to Easthampton's Main Street and Ocean beaches, this charming 6 bedroom and 4.5 bath home is situated on a very private street. The newly restored and planted garden is surrounded by mature privet hedges and punctuated by a heated pool. The home is sundrenched with many of the rooms having captivating views out to the immense garden.