Find short term rentals in Greenport, NY at the best prices

This charming bed and breakfast is located in Greenport's historic district, just a short walk from the village's shops, restaurants, and waterfront. It has received excellent ratings for location, cleanliness, and overall guest experience.
The accommodation offers a private bedroom and bathroom on the second floor, perfect for couples seeking a peaceful retreat. Guests can enjoy scenic water and garden views, modern amenities, and the owner's local expertise on the area's attractions. The B&B also offers massage therapy, private yacht charters, and is cat-friendly.

This charming farmhouse is located just 1.6 kilometres outside of Greenport's town centre, offering sweeping views over the Island's End Golf & Country Club. The property has received excellent ratings for its cleanliness, location and overall user experience.
This spacious property provides three bedrooms and three bathrooms, comfortably accommodating up to nine guests. Enjoy a range of amenities, including a private patio, fenced yard, a game room with a pool table, and a kitchen equipped with a fridge, freezer, microwave oven and dishwasher.

This Greenport apartment, located within walking distance of Greenport's beaches and town centre, offers easy access to local vineyards and breweries within a short drive or cycle (approximately 0.5 to 8 km depending on the destination).
The four-bedroom, two-bathroom property sleeps eight guests and includes a fully equipped kitchen with dishwasher, air conditioning, a garden, parking, and a unique additional dining space in an on-site barn.

This serene Southold flat offers a peaceful retreat in a quiet district, providing convenient access to local attractions and landmarks within Southold.
This one-bedroom, one-bathroom flat accommodates two guests and features air conditioning and internet, ideal for a relaxing stay.

This apartment is situated on Main Street in the heart of Greenport, just a short walk from the waterfront, the Shelter Island Ferry, and the Hampton Jitney bus stop, making it an ideal base for exploring the town. It consistently receives excellent ratings for location, cleanliness, and user experience.
The apartment offers flexible accommodation options, sleeping up to 12 guests in a choice of studio, 2, 3, or 4 bedroom layouts. Amenities include a fully equipped kitchen, air conditioning, internet access, and a pet-friendly policy.

This East Marion holiday home boasts a direct waterfront location on Marion Lake, a short 1.1km drive from Greenport village and 1.6km from Orient Point.
The two-bedroom property, sleeping up to five guests, offers an open-plan living/kitchen area, a deck overlooking the lake, and convenient access to a bay beach just 122 metres away.

This newly renovated Greenport house, situated just blocks from Main Street and a short 1.6km drive from Greenport's beaches, offers convenient access to restaurants, bars, the Hampton Jitney, Long Island Rail Road, and Shelter Island Ferry.
The three-bedroom, two-bathroom dwelling sleeps eight guests and boasts a high-end kitchen (Sub-Zero, Wolf, Bosch appliances), smart TVs, central air conditioning, a spacious fenced garden, and ample parking.

This four-bedroom Shelter Island house, situated on Menantic Creek, is a six-minute drive from the Shelter Island Ferry.
The property boasts a fully equipped kitchen, laundry facilities, kayaks, paddleboards, and bicycles, accommodating up to ten guests in its spacious layout, and includes a home office.

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 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 four-bedroom, four-bathroom house in Greenport, on New York's North Fork, offers easy access to Shelter Island Heights via ferry or bridge (exact distances unspecified), and is a short drive from Southold.
The property boasts a private heated pool and hot tub, spacious living areas accommodating eight guests, a gourmet kitchen, dedicated workspace, ample parking, and outdoor amenities including a deck and gas BBQ; nearby beaches include HOA Beach, 67 Steps Beach, Sandy Beach, and Southold Town Beach (distances unspecified).

This newly built ranch is located centrally in Greenport, a short distance from a private beach and local shops, offering a relaxed atmosphere close to the allure of the Hamptons.
This three-bedroom, two-bathroom residence sleeps six guests and features a heated outdoor swimming pool, a landscaped garden with a fire pit, a wood-burning fireplace, and a fully equipped kitchen.