Holiday Rentals in Greenport, NY

This apartment is located in a high-end development on Long Island Sound, just 2 kilometers from the centre of Greenport. It has consistently received excellent ratings for user experience, location, and cleanliness.
The apartment has two bedrooms and two bathrooms, comfortably accommodating six guests. It offers a range of amenities, including a private balcony with ocean and pool views, access to a private beach, a fully equipped kitchenette, a shared laundry facility, and charcoal grills for communal use.

This Greenport holiday home, a converted 1870s schoolhouse, is conveniently located near Greenport village, Kontokosta Winery, and Safe Harbor Stirling.
Sleeping seven guests across three bedrooms and two bathrooms, this self-catering property boasts a fully equipped kitchen, a large private garden with a deck, fire pit and hammock, plus in-home entertainment including a Roku TV and games consoles.

This newly renovated apartment is centrally located in Orient Village, offering immediate access to the Jitney for convenient travel and a short walk to the Country Store and post office.
Accommodating up to four guests, this property features a master bedroom with a queen bed and private patio access, a second bedroom with twin beds, a fully equipped kitchen with a washer/dryer and dishwasher, air conditioning, and a garden.

This Greenport apartment, located in the Historic Maritime Village, is a short 0.32-kilometre walk from Greenport Village's downtown area.
The first-floor flat offers a one-bedroom, one-bathroom layout sleeping two guests, boasting a full galley kitchen, separate dining area, and garden access with parking; nearby attractions include beaches, restaurants, and golf courses.

This restored farmhouse is situated in East Marion, just a short walk from the Hampton Jitney, Sep's farm stand, and Angels Market, and within a 10km drive of Greenport Village, Orient, and the Shelter Island Ferry. It enjoys excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
The farmhouse offers 251 square metres of space, comfortably accommodating up to 6 guests in its four bedrooms and three bathrooms. The property boasts a modern kitchen, a large garden with a deck, BBQ, and hammock, a heated swimming pool, and ample parking, making it perfect for families and those seeking a relaxing getaway.

This Southold village property is situated on a half-acre plot, just a short walk from local shops and within easy reach of vineyards, bay and sound beaches. The accommodation has consistently received excellent guest reviews, highlighting its appeal for travellers seeking a peaceful retreat.
This three-bedroom, two-bathroom house spans 204 square metres and offers a spacious, modern and comfortable stay. Guests can enjoy the expansive garden, relax on the terrace or balcony, and benefit from a fully equipped kitchen, air conditioning and free parking.

Modern on 9th, a Greenport holiday home, is situated 40 kilometres from Splish Splash and 76 kilometres from Long Island MacArthur Airport.
This three-bedroom, three-bathroom property boasts 139 square metres of living space, offering a fully equipped kitchen, private patio, and proximity to local restaurants; it sleeps up to six guests and includes air conditioning and Wi-Fi.

This Greenport Village flat is situated within easy walking distance of the town's shops and restaurants, 0.8km from a beach, and 0.5km from a dock.
The self-catering apartment, sleeping two guests, features a kitchen with fridge and freezer, air conditioning, parking, and allows pets (surcharge applies).

This coastal condominium, Unit A202, offers convenient proximity to the beach, local dining establishments, and nearby attractions in Greenport.
This apartment sleeps six guests and features two bathrooms, air conditioning, a swimming pool, and a kitchen equipped with a fridge, microwave, and dishwasher, ensuring a comfortable stay with internet access.

This Greenport apartment is centrally located within walking distance of Greenport's Long Island Rail Road station and the Hampton Jitney bus service.
The newly renovated, two-bedroom flat sleeps four, boasts a microwave, air conditioning, parking, and is above a retail wine boutique, offering easy access to local wines and proximity to beaches, vineyards, and restaurants.

This beachfront cottage in Southold offers direct access to a private community beach and overlooks Goose Creek, with Croteaux Vineyards and the Railroad Museum of Long Island within a 5 kilometre drive.
This renovated 3-bedroom, 2-bathroom property sleeps up to six guests and features a well-equipped kitchen, air conditioning, a garden, spa, parking, and is ideal for activities such as boating, fishing, and birdwatching.

This Greenport apartment is located in a quiet residential area, just a short walk from the waterfront and a few blocks from the charming downtown area with its shops and restaurants. It has received excellent ratings for its cleanliness, location, and overall experience.
The apartment has two bedrooms, two bathrooms, and can comfortably accommodate up to six guests. It comes equipped with a kitchen, dishwasher, air conditioning, and a private garden, as well as access to a swimming pool and parking.