Villas and Holiday Homes in The Hamptons, NY

Located in Hampton Bays, this cottage offers a prime position just steps from the water, placing you within easy reach of the natural beauty of The Hamptons Beaches and Cooper's Beach, and a short drive from family attractions like Safari Adventure and the South Fork Natural History Museum.
This welcoming holiday home, a perfect villa rental for up to seven guests, features three bedrooms, one bathroom, and essential amenities including air conditioning, WiFi, and a kitchen equipped with a fridge, microwave, and dishwasher, with a garden and terrace providing ample outdoor space.

Directly on 114 meters of Peconic Bay waterfront, this Aquebogue cottage offers complimentary kayaks and paddle boards for exploring the bay, alongside a free beach pass to five local town beaches, positioning it as an ideal beach house for coastal enjoyment. This villa rental, perfect for up to five guests with two bedrooms and one bathroom, boasts a screened-in porch and is situated within Long Island's Wine Country, providing easy access to over 40 wineries, fine dining, and Tanger Outlets.

Just 2.7 kilometres from Meschutt Beach, this Hampton Bays villa offers direct beach access and is located 41.8 kilometres from Montauk Point Lighthouse.
This welcoming holiday home boasts a floor area of 112 square meters, accommodating up to six guests with one bedroom, two bathrooms, a fully equipped kitchen, air conditioning, a garden, and an outdoor swimming pool.

Located in Hampton Bays, this villa is situated 19 kilometres from Splish Splash and 47 kilometres from Montauk Point Lighthouse.
This family-friendly holiday home offers a spacious 190 square meter interior with 4 bedrooms accommodating up to 10 guests, featuring a private swimming pool, exclusive access to a tennis court, and an on-site billiard table.

Just 300 meters from the Long Island Sound beach, this Baiting Hollow cottage offers a prime location for swimming and fishing, serving as a gateway to North Fork Wine Country's Baiting Hollow Farm Vineyard and LiV Distillery.
This welcoming 37 square meter holiday home, perfect for two guests, boasts a newly renovated interior with IKEA and Raymour and Flanigan furniture, a kitchen equipped with a fridge and microwave, air conditioning, and outdoor amenities including a screen house and propane fire pit, alongside an exclusive personalized vineyard tour.

Centrally located in East Hampton, this luxury villa offers convenient access to local attractions and transport links via train or car, situated in the desirable Hamptons district.
This spacious holiday home accommodates up to 10 guests with 4 bedrooms and 4 bathrooms, boasting a heated saltwater swimming pool with a shallow area for children, a built-in bar/media room, and on-site parking.

Located in Hampton Bays, this family-friendly villa is situated 21 kilometres from Splish Splash and 52 kilometres from Montauk Point Lighthouse, offering a welcoming base for exploring the area.
This spacious 125-square-metre holiday home accommodates up to 11 guests across 3 bedrooms, boasting a heated saltwater swimming pool, barbecue facilities, complimentary WiFi, and an electric vehicle charging station, alongside an indoor play area for added family enjoyment.

Villa Bridgehampton Breeze is located in East Hampton, 13.5 kilometres from Montauk Point Lighthouse and 22.5 kilometres from the Second House Museum.
This spacious villa rental, covering 279 square meters, offers accommodation for up to 15 guests with 4 bedrooms and 2 bathrooms, featuring a private swimming pool, air conditioning, complimentary WiFi, and secure private parking.

Located in Water Mill, Villa Xmart is 25.75 kilometres from Montauk Point Lighthouse and 67.59 kilometres from Long Island MacArthur Airport.
This spacious 279 square metre villa offers accommodation for up to 15 guests, featuring 5 bedrooms, a private swimming pool, an on-site bar, and a fully equipped kitchen, with car rental and room service available for convenience.

Premier waterfront cottage in Riverhead offering direct water access, this villa rental is conveniently situated 12.2 kilometres from Splish Splash water park.
This welcoming holiday home boasts a fully equipped kitchen, air conditioning, a garden with an outdoor dining area, and complimentary private parking, with free Wi-Fi available throughout the property.

This welcoming cottage in Mattituck offers a tranquil getaway, just a short walk to popular spots like Strawberry Fields and Windamere restaurant, and a 5-minute drive to Macari Vineyards and Harbes Farm.
This villa rental provides ample entertainment with its expansive garage featuring outdoor furniture, a flat-screen TV, ping pong, foosball, and cornhole, alongside a Solo Stove and Weber BBQ in the garden for al fresco dining, accommodating up to four guests with one bedroom and one bathroom.

Villa Guldan, situated in Wainscott, offers convenient access to Havens Beach, located just 3.06 kilometres away, and is 22.53 kilometres from Montauk Point Lighthouse.
This expansive holiday home boasts 7 bedrooms, 8 bathrooms, and can accommodate up to 33 guests, featuring a private swimming pool, an on-site bar, and a shared kitchen facility, ensuring a comfortable and entertaining stay.