Villas and Vaction Homes in The Hamptons, NY

Discover this exceptional waterfront cabin in Greenport's Pipes Cove, offering direct access to the water and just a short walk to Greenport Village's shops, restaurants, and the Shelter Island Ferry.
This 800 sq ft, 2-bedroom villa accommodates up to 6 guests and features a private 5-person jacuzzi, a converted garage cabana with a wet bar and game area, and is ideal for exploring local attractions like the Greenport Carousel and water sports.

Just minutes from the beautiful beaches of Flying Point and Coopers Beach, this cottage in Water Mill is a prime location, offering easy access to the Parrish Art Museum, Duckwalk Vineyards, and Shou Sugi Ban Wellness Resort & Spa.
This 1220 sq ft villa comfortably accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring a well-equipped kitchen, air conditioning, a terrace, garden, and a private, fenced-in backyard with a gas grill and outdoor shower, making it an ideal holiday home.

Exclusive Georgica Pond views and access define this Wainscott farm stay, located a mere five-minute walk from the Hampton Jitney and Hampton Luxury Liner stops.
This luxurious 2000 sq ft villa comfortably accommodates up to 6 guests with 3 bedrooms and 3 bathrooms, boasting a heated pool, expansive mahogany decking on a 1/2 acre lot, and high-speed internet, perfect for a Hamptons holiday home experience near The Hamptons Beaches and Cooper's Beach.

Directly on the water in East Hampton, this historic 1500 sq ft villa offers private beach access to Gardiner Bay, providing an exclusive holiday home experience just a short drive from Sag Harbor and Montauk Point.
This welcoming beach house accommodates up to six guests in three bedrooms, featuring a modern kitchen, air conditioning in every room, and expansive outdoor spaces perfect for enjoying spectacular sunsets and nearby water activities.

Located in East Hampton's Pantigo Road Historic District, this apartment is just 0.5 miles from the beach and a short walk to village shops and restaurants, offering convenient access to the East Hampton train station and Hamptons Jitney bus stop within 5-10 minutes.
This luxurious holiday home features a private, heated saltwater gunite pool with a poolhouse, a hot/cold outdoor shower, a working fireplace, and a chef's kitchen, perfect for a turn-key rental accommodating up to 6 guests, with nearby recreational activities like jet skiing and kayaking.

Located on 2 secluded acres in Southampton, this modern estate is just 5 minutes from the Indian golf course and 10-15 minutes from the Hamptons beaches and North Fork farms, offering a luxurious holiday home experience.
This welcoming villa features 4 bedrooms, 3 bathrooms, a private pool, a hot tub, and is equipped with a newly renovated kitchen, high-speed internet, and baby-friendly amenities, making it an excellent choice for families and remote professionals.

Located in East Hampton, this private 1800 sq ft villa offers a tranquil escape bordering a nature preserve, just 10 miles from the villages of East Hampton and Amagansett and near the Pollock-Krasner House and Study Center.
This family-friendly holiday home features 4 bedrooms accommodating up to 8 guests, a heated in-ground swimming pool, a spacious deck with patio dining, a gas grill, and a well-equipped kitchen, ensuring a comfortable and entertaining stay.

Located in the trendy Springs district of East Hampton, this apartment offers exclusive access to a members-only beach in the Clearwater Beach Association, just steps away and featuring boat slips and kayak storage.
This luxurious 2260 square foot villa provides ample space for families with four bedrooms, a heated saltwater pool, a separate patio, and kid-friendly amenities, making it an ideal holiday home close to The Hamptons Beaches and Napeague State Park.

Located near Silver Beech Preserve and Stony Hill, this Amagansett villa is just 1 mile from Main Street Amagansett and 2-3 miles from Atlantic Avenue Beach and Indian Wells Beach.
This 3200 sq ft home accommodates 12 guests with 5 bedrooms and 3 bathrooms, offering a 25-yard swimming pool, hot tub, fire pit, and playground on a 20-acre property with direct access to walking trails.

This welcoming farm offers a serene countryside retreat in Mattituck, located two hours from NYC and conveniently situated within a 5-10 minute drive of local farm stands, antique shops, and scenic waterfront walks.
With 2200 square feet, this family-friendly villa accommodates up to six guests and features a fully equipped kitchen, a fireplace, high-speed Wi-Fi, and year-round access to nearby vineyards for wine tasting.

Offering direct access to Hampton Bays' attractions, this spacious cottage is located just miles from The Hamptons Beaches and Cooper's Beach, providing an ideal seaside escape.
This welcoming holiday home boasts 1350 square feet of living space, featuring 2 bedrooms and 2 bathrooms to accommodate up to 8 guests, complete with a full kitchen, laundry room, and a backyard with an outdoor fireplace, making it a perfect villa for families and groups.

Just 900 feet from Meschutt Beach, this newly renovated cottage offers a chic retreat in Hampton Bays, situated east of the canal and a short 1 mile from the Canoe Place Inn Hotel & Spa.
This welcoming villa comfortably accommodates 8 guests with 3 bedrooms and 3 bathrooms, featuring a modern kitchen, air conditioning, a swimming pool, jacuzzi, and a garden, perfect for enjoying water activities and exploring nearby golf courses and marinas.

This exclusive private estate offers a secluded retreat on the North Sea, located 22 miles from Splish Splash and Montauk Point Lighthouse, with Second House Museum 27 miles away and Hither Woods Preserve 28 miles distant.
This 3770 square foot villa features 6 bedrooms and 6 bathrooms, accommodating up to 23 guests with amenities including air conditioning, a fully equipped kitchen, free Wi-Fi, a swimming pool, and a hot tub for a luxurious holiday home experience.

Located in prime Southampton Village, this expansive property is a short stroll to boutique shops, restaurants, and galleries, and just over 2,000 feet from Coopers Beach and Halsey Neck Beach, making it an ideal beach house.
This luxurious villa offers 4,000 square feet of living space, accommodating up to 8 guests with four bedrooms, a gourmet kitchen, a private yard with a heated gunite pool and outdoor dining, and a dedicated work-from-home space with high-speed Wi-Fi.

Just 100 feet from an inlet leading to Peconic Bay, this Hampton Bays villa offers a prime location for waterside enjoyment and access to a 100-foot walking dock with seating perfect for sunset views.
This holiday home accommodates up to 4 guests with 2 bedrooms and 1 bathroom, featuring a private deck with BBQ, complimentary kayaks, canoes, bicycles, and shared pool access for a relaxing stay.

Located in North Sea, this private home offers proximity to the bay and is a 10-15 minute drive to the oceanfront.
This welcoming villa comfortably sleeps 6 guests with 3 bedrooms, featuring a gourmet kitchen, a living room with a fireplace, and outdoor amenities including a grill and fire pit, making it an ideal holiday home for your next getaway.

Centrally located in Hampton Bays, this vacation home offers convenient access to The Hamptons Beaches and Cooper's Beach, just a short drive away, as well as proximity to the Long Island Railroad and Hampton Jitney for easy travel.
This luxurious 4-bedroom, 3-bathroom villa accommodates up to 8 guests and features an outdoor pool, a finished basement with a pool table and bar, and a newly paved backyard deck perfect for entertaining, making it an ideal holiday home.

This welcoming villa in Hampton Bays offers a prime Hamptons location, perfect for families seeking an unforgettable vacation with proximity to renowned attractions.
With 6 bedrooms and 5 bathrooms accommodating up to 10 guests, this spacious apartment features a kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning, a swimming pool, garden, and parking for a fun-filled stay.

Conveniently situated in Hampton Bays, this welcoming villa is just 3 miles from Meschutt Beach and close to Squiretown Park, the Village of Southampton, and Coopers Beach.
This 1100 square foot holiday home accommodates up to 6 guests, featuring 3 bedrooms, 2 bathrooms, a fully equipped kitchen, a seasonal outdoor pool, a deck, an outdoor shower, and an EV charger.

Located in serene East Marion on the North Fork, this welcoming holiday home is just a short stroll from a Long Island Sound beach and a 10-minute drive to Greenport's shops and dining.
This 3-bedroom, 2-bathroom villa accommodates up to 6 guests and features a lush garden with a swimming pool, a terrace, a fitness center, and convenient parking, offering an excellent base for exploring local vineyards and natural attractions like Orient Beach State Park.