
Greenport Village View - Walk Downtown 2br/1ba
apartment, Greenport
This Greenport apartment is conveniently located in the heart of Greenport Village, within walking distance of restaurants, shops, the Greenport Brewery, and Kontakasta Winery. The apartment has received excellent ratings for location, cleanliness, and user experience.
The apartment offers two bedrooms, one bathroom, and can accommodate up to four guests. Guests can enjoy amenities such as a fully equipped kitchen, a washer and dryer, cable TV, wireless internet, beach chairs, and parking.
The apartment offers two bedrooms, one bathroom, and can accommodate up to four guests. Guests can enjoy amenities such as a fully equipped kitchen, a washer and dryer, cable TV, wireless internet, beach chairs, and parking.

2br/2ba: Water Mill, Large Deck, Close To Beach
apartment, Water Mill
This Water Mill home is located just a short walk from the Parrish Art Museum and Duck Walk Vineyards, and within a 2-mile radius of Mecox Bay and the North Main Street Historic District, offering easy access to the area's attractions. The house has consistently received excellent ratings for its location, cleanliness, and overall experience.
This 2-bedroom, 2-bathroom vacation rental comfortably accommodates up to 6 guests in its 1220 square feet of space. Enjoy features like a fireplace, a fully equipped kitchen, a washing machine, a sofa bed, a Smart TV, barbecue grills, and a private garden.
This 2-bedroom, 2-bathroom vacation rental comfortably accommodates up to 6 guests in its 1220 square feet of space. Enjoy features like a fireplace, a fully equipped kitchen, a washing machine, a sofa bed, a Smart TV, barbecue grills, and a private garden.

Nassau Point, North Fork Home W/ Pool
apartment, Cutchogue
This Cutchogue rental is minutes from a local sandy beach and Long Island's 38 vineyards.
The four-bedroom, three-bathroom home sleeps eight, features a spacious open-plan kitchen, dining, and living area opening onto a deck and private pool, and includes amenities such as Wi-Fi, a dishwasher, and air conditioning.
The four-bedroom, three-bathroom home sleeps eight, features a spacious open-plan kitchen, dining, and living area opening onto a deck and private pool, and includes amenities such as Wi-Fi, a dishwasher, and air conditioning.

Blue Bay Dream W/ Seasonal Outdoor Jacuzzi, Cabana + Office
apartment, Greenport
This Pipes Cove vacation home is a short walk from the Railroad Museum of Long Island and East End Seaport Maritime Museum, and within 10 minutes of the Greenport Carousel and Camera Obscura, with Greenport Station a 3-minute walk away.
This 800-square-foot house features three bedrooms, one bathroom, sleeps six, and includes a fully equipped kitchen, Jacuzzi, and a terrace with barbecue grills; free Wi-Fi is provided.
This 800-square-foot house features three bedrooms, one bathroom, sleeps six, and includes a fully equipped kitchen, Jacuzzi, and a terrace with barbecue grills; free Wi-Fi is provided.

The Greenport Townhouse - Amazing Location & Large Backyard
apartment, Greenport
This Greenport house, located within walking distance of the Long Island Rail Road (LIRR) station, the Shelter Island Ferry, and the Hampton Jitney, offers easy access to Greenport's attractions.
The 4-bedroom, 2-bathroom home sleeps up to 12 guests and features a spacious open floor plan connecting the kitchen, dining, and living areas, plus a .35-acre lot with outdoor dining, a fire pit, and a hammock; amenities include air conditioning, a full kitchen, washer/dryer, and parking.
The 4-bedroom, 2-bathroom home sleeps up to 12 guests and features a spacious open floor plan connecting the kitchen, dining, and living areas, plus a .35-acre lot with outdoor dining, a fire pit, and a hammock; amenities include air conditioning, a full kitchen, washer/dryer, and parking.

North Fork Cottage
apartment, Laurel
This cottage is located on a quiet dead-end road just a 3-minute bike ride from Peconic Bay and 1.5 miles from the town center of Laurel. It has excellent user, location, and cleanliness ratings.
The cottage has 3 bedrooms, 1.5 bathrooms, and can accommodate up to 6 guests. It features a kitchen with a fridge, a private outdoor deck, a garden, and parking. Guests have access to the entire property.
The cottage has 3 bedrooms, 1.5 bathrooms, and can accommodate up to 6 guests. It features a kitchen with a fridge, a private outdoor deck, a garden, and parking. Guests have access to the entire property.

Totally Renovated Cottage On The North Fork 7 Min. Walk To The Beach
cottage, Cutchogue
This Cutchogue cottage, near the beaches and within a 3-mile radius of Bedell Cellars, Pindar Vineyards, and Lenz Winery, offers easy access to the North Fork's renowned wine country.
This 1000-square-foot home features two bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, air conditioning, Wi-Fi, and a private patio with barbecue grills.
This 1000-square-foot home features two bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, air conditioning, Wi-Fi, and a private patio with barbecue grills.

Bordeaux Meets Côte Dazur1763 Historic Farmhouse
apartment, Southold
This Southold, NY cottage, a historic 1763 Cape Cod, is conveniently located 0.5 miles from Southold's main street, 0.5 miles from the Southold Train Station, and 1.2 miles from McCabe's Beach.
The recently renovated three-bedroom, two-bathroom house sleeps six and features a fully equipped farmhouse kitchen, a fully fenced yard with sunset views, and brand-new central AC/heat.
The recently renovated three-bedroom, two-bathroom house sleeps six and features a fully equipped farmhouse kitchen, a fully fenced yard with sunset views, and brand-new central AC/heat.

Incredible Beach Front Bungalow W/ Private Beach!
bungalow, Mattituck
This beachfront Mattituck home offers direct beach access and is conveniently located within 3 miles of Scarola and Macari Vineyards and under 6 miles of Harbes Family Farm and Vineyard.
This three-bedroom vacation rental, including a sofa bed, comfortably sleeps a family or group and boasts a fully equipped kitchen, free WiFi, a private swimming pool, tennis court, and fitness center, plus optional housekeeping.
This three-bedroom vacation rental, including a sofa bed, comfortably sleeps a family or group and boasts a fully equipped kitchen, free WiFi, a private swimming pool, tennis court, and fitness center, plus optional housekeeping.

Southampton 4br | Pool, Game Room, Near Shinnecock
apartment, Shinnecock Hills
This family-friendly vacation home is located in Southampton, just a short distance from the sea and within 3 miles of Shinnecock Hills Golf Course, Shinnecock Nation Cultural Center and Museum, and Southampton Golf Range. The property has received excellent ratings for location, cleanliness, and overall user experience.
The house has 4 bedrooms and can accommodate up to 13 guests. It offers a range of amenities, including a private pool, a jacuzzi, a fitness center, a tennis court, and a garden, making it ideal for families and groups looking for a relaxing and enjoyable vacation experience.
The house has 4 bedrooms and can accommodate up to 13 guests. It offers a range of amenities, including a private pool, a jacuzzi, a fitness center, a tennis court, and a garden, making it ideal for families and groups looking for a relaxing and enjoyable vacation experience.

Coastal Cottage On The Water
apartment, Southold
This Southold vacation home sits near Goldsmith's Inlet, a five-minute walk from Long Island Sound and close to Greenport, Orient, and Southold villages.
The 6-guest house features a private backyard with Goldsmith's Inlet views, seasonal kayak access, a grill (May 1st-September 30th), a full kitchen with dishwasher, air conditioning, and a spa; nearby vineyards and farm stands offer local produce and wines.
The 6-guest house features a private backyard with Goldsmith's Inlet views, seasonal kayak access, a grill (May 1st-September 30th), a full kitchen with dishwasher, air conditioning, and a spa; nearby vineyards and farm stands offer local produce and wines.

Charming Victorian-style Mansion Near Greenport
apartment, Southold
This Southold home is located just a 15-minute walk from the beach and a short stroll from Greenport Harbor Brewery and other local restaurants and shops. It has received excellent ratings for user experience, location, and cleanliness.
The house offers 2,300 square feet of space with six bedrooms, comfortably accommodating up to 14 guests. Enjoy the outdoor BBQ, private patios, a gazebo, four fireplaces, and a fully equipped kitchen with a dining table ideal for communal meals.
The house offers 2,300 square feet of space with six bedrooms, comfortably accommodating up to 14 guests. Enjoy the outdoor BBQ, private patios, a gazebo, four fireplaces, and a fully equipped kitchen with a dining table ideal for communal meals.













