Search All Cottages in The Hamptons, NY

This waterfront holiday home in Aquebogue, Long Island's North Fork, offers 365 feet of private Peconic Bay shoreline and is conveniently located near Long Island Wine Country and local town beaches.
This detached, single-storey cottage boasts 56 square meters of floor space, accommodates up to five guests across two bedrooms and one bathroom, and includes complimentary use of kayaks, paddle boards, and canoes.

This Southold holiday home is situated near Goldsmith's Inlet, a short 0.8km walk from Long Island Sound and a convenient distance from the towns of Greenport, Orient, and Southold itself.
Sleeping six guests, this self-catering property boasts a fully equipped kitchen, air conditioning, a private garden with a spa, and direct water views of Goldsmith's Inlet, plus kayaks available for use between 1 May and 30 September.

This charming cottage is situated in Greenport, just 1.5 kilometres from the Railroad Museum of Long Island, Camera Obscura, and East End Seaport Maritime Museum, providing easy access to the town's cultural attractions. The peaceful setting offers a relaxing retreat from the bustle of Greenport.
This cosy house has three bedrooms and one bathroom, comfortably accommodating up to six guests. It features a convenient shower/tub combination, and is within walking distance of Greenport Station, making it easy to explore the wider Long Island region.

The Bay Breeze cottage is located in Cutchogue, overlooking East/Eugenes Creek, just a short boat ride from the Peconic Bay and its beaches. The cottage has received excellent ratings for its location, cleanliness and overall experience.
The charming cottage sleeps four guests and has two bedrooms and one bathroom. Enjoy the outdoor living space with a large deck, a fire pit, a private dock, and a luxurious outdoor shower, all perfect for relaxing and enjoying the beautiful surroundings.

This Hampton Bays holiday home is situated a short distance from the water, providing easy access to Hampton Bays Beaches and Cooper's Beach.
Sleeping seven guests, the three-bedroom property boasts a fully equipped kitchen (fridge, microwave, dishwasher), Wi-Fi, air conditioning, parking, and a living room with a futon; nearby shops include Victoria's Secret and Nancy + Co.

This North Fork cottage is situated in a peaceful beach community, a short walk from a private beach, approximately 90 minutes from Manhattan and close to the towns of Jamesport, Southold, Greenport, and Shelter Island. The property has received excellent ratings for location, cleanliness, and overall user experience.
The two-bedroom holiday home can accommodate up to six guests and features a fully equipped kitchen, a private terrace, a garden, a spa, a fitness centre, and parking. Guests can enjoy a variety of amenities and activities, including swimming, sunbathing, and exploring the nearby wineries, farm stands, breweries, restaurants, and shops.

This two-bedroom, four-guest holiday home in Southampton offers direct access to an 85-acre spring-fed lake, located 8 kilometres from the town centre and 400 metres from a bar with live music.
The property provides internet, air conditioning, and an outdoor shower, with opportunities for swimming, kayaking, and fishing in the tranquil, motorboat-free waters, and is conveniently situated near The Hamptons Beaches and Southampton Cultural Center.

This charming cottage is located in Southold, a short 5-minute walk from the Long Island Sound and its sandy beach, offering a peaceful retreat in a picturesque setting. It has received excellent ratings from previous guests, making it a popular choice for travellers seeking a comfortable and convenient stay.
The cottage is spacious, with three bedrooms and one bathroom, accommodating up to five guests. It includes a fully equipped kitchen, a garden, a spa, and parking, as well as access to a range of activities, including wine tasting, kayaking, and cycling, making it ideal for families and groups looking for a relaxing and enjoyable holiday.

Beech Tree Cottage is located in Sag Harbor's historic district, a five-minute walk (0.8 km) from Main Street and the village centre.
This two-bedroom cottage sleeps four, offering a fully equipped kitchen, air conditioning, private parking, and beach essentials; nearby beaches are easily accessible by car or bicycle.

This waterfront holiday home in Aquebogue, North Fork, Long Island, offers 110 metres of direct Peconic Bay access and is conveniently located near over 40 wineries and local town beaches.
This 40 square metre cottage accommodates up to four guests, featuring a kitchen with a fridge and microwave, air conditioning, and complimentary use of kayaks, paddle boards, and canoes for exploring the bay.

This waterfront holiday home is located in Aquebogue on the North Fork of Long Island, offering 113 meters of shoreline on Peconic Bay and proximity to over 40 wineries.
This 51 square meter cottage accommodates up to five guests and features two bedrooms, one bathroom, a kitchen with a fridge and microwave, air conditioning, internet, parking, and a screened-in porch, with complimentary kayaks, paddle boards, canoes, and beach passes available for local exploration.

This charming cottage is situated in Bridgehampton, just 5 kilometres from the Hampton Classic equestrian event, offering a peaceful retreat in a vibrant area. The property consistently receives excellent ratings for location, cleanliness, and overall user experience.
The cottage, spanning 93 square metres, comfortably accommodates up to 5 guests in its two bedrooms. It features a well-equipped kitchen, a relaxing garden, and a spa, ensuring a comfortable and enjoyable stay for families and groups.