TOP 10 Vacation house rentals in Greenport, New York

Sound View Greenport is a charming waterfront lodging located in the picturesque town of Greenport, New York. Situated at 58775 County Road 48, this institution offers stunning views of the Long Island Sound and a tranquil escape from the hustle and bustle of city life. With comfortable accommodations, on-site dining options, and easy access to local attractions, Sound View Greenport is the perfect destination for a relaxing getaway. Whether you're looking to unwind by the water or explore the charming town, this institution provides a peaceful retreat for travelers seeking a memorable experience on the North Fork of Long Island.

The Greenporter Hotel is a charming lodging located at 326 Front Street in the picturesque village of Greenport, New York. This boutique hotel offers comfortable and stylish accommodations, perfect for a relaxing getaway on Long Island's North Fork. The hotel features a variety of amenities including a seasonal outdoor pool, complimentary breakfast, and a cozy lounge area. Guests can also enjoy easy access to local attractions, shops, and restaurants in the vibrant downtown area. Whether you're looking for a romantic retreat or a fun-filled vacation, the Greenporter Hotel is the perfect choice for your stay in Greenport.

Town & Country Real Estate in Greenport is a premier real estate agency located at 120 Front Street in the charming town of Greenport, New York. Our dedicated team of experienced agents are experts in the local real estate market, helping clients buy, sell, and rent properties in this beautiful coastal community. In addition to our real estate services, we also offer travel agency services to assist clients with booking accommodations and activities in the area. Whether you are looking to find your dream home or plan a relaxing getaway, Town & Country Real Estate in Greenport is here to help you every step of the way.

Welcome to Daniel Gale Sotheby’s International Realty, located in the heart of Greenport, New York. Situated at 114 Main Street, our Greenport office is dedicated to serving the real estate needs of this charming coastal community. Under the expert guidance of Sales Manager Patricia Cosmadelis, our team is committed to providing exceptional service to both buyers and sellers. Our office is open from 9:00 am to 5:00 pm Monday through Friday, and from 10:00 am to 3:00 pm on weekends, ensuring we are available to accommodate your busy schedule. You can reach us at 631.477.0013 or via email at [email protected] for any inquiries or to schedule a consultation.

Welcome to Douglas Elliman Real Estate Office in Greenport, NY, where your property dreams become reality. Conveniently located at 124 Front Street, Greenport, New York, our agency is dedicated to providing exceptional real estate services to the North Fork community and beyond. As a leading real estate agency, we specialize in a wide range of properties, from charming waterfront homes to luxurious estates and everything in between. Our team of experienced and knowledgeable agents is committed to offering personalized service tailored to your unique needs. Whether you're buying, selling, or renting, we leverage our deep understanding of the local market to ensure you achieve your real estate goals. At Douglas Elliman Greenport, we pride ourselves on our integrity, professionalism, and the long-lasting relationships we build with our clients.

Welcome to Janet Markarian, Greenport Real Estate Advisor with Daniel Gale Sotheby’s International Realty. Nestled in the charming village of Greenport, New York, at 114 Main Street, Janet offers a unique blend of artistic expertise and real estate acumen, making her a trusted resource for your property needs on the North Fork. Janet's journey began on Long Island's North Shore and led her to a distinguished career in textile design, including prestigious roles at The School of The Art Institute of Chicago, The Victoria and Albert Museum in London, and The Metropolitan Museum of Art. Her global experiences in Hong Kong and Mainland China enriched her design sensibilities and inspired her entrepreneurial spirit, evident in the founding of Orient Linen Company.

The Harbor Front Inn is a charming waterfront lodging located at 209 Front Street in the picturesque village of Greenport, New York. This cozy inn offers comfortable accommodations with stunning views of the harbor, making it the perfect retreat for a relaxing getaway. Guests can enjoy the convenient location near local shops, restaurants, and attractions, as well as easy access to the nearby wineries and beaches. With its warm hospitality and scenic surroundings, The Harbor Front Inn is the ideal destination for a memorable stay in the heart of Long Island's North Fork.

Townsend Manor Inn is a charming lodging establishment located at 714 Main Street in the picturesque town of Greenport, New York. Situated in the heart of the historic village, this inn offers a cozy and welcoming atmosphere for guests looking to experience the beauty of the North Fork region. The Inn features comfortable accommodations, friendly staff, and a convenient location near local shops, restaurants, and attractions. Whether you are visiting for a weekend getaway or a longer stay, Townsend Manor Inn provides a relaxing and enjoyable experience for all guests.

Located at 207 Front Street in Greenport, New York, The Menhaden is a charming institution offering a unique blend of bar, food, lodging, and restaurant services. Whether you're looking to enjoy a delicious meal, grab a drink with friends, or spend the night in one of their cozy rooms, The Menhaden has something for everyone. The warm and inviting atmosphere, combined with the excellent service and top-notch cuisine, make it a must-visit destination in the heart of Greenport. Come and experience the laid-back elegance of The Menhaden for yourself.

The Stirling House is a charming lodging institution located at 104 Bay Avenue in Greenport, New York. This historic building offers a cozy and welcoming atmosphere for guests looking to relax and unwind in the heart of the North Fork. With comfortable accommodations and personalized service, The Stirling House is the perfect destination for a peaceful getaway in the United States.

The Blue Inn at North Fork is a charming lodging institution located at 7850 Main Road in East Marion, New York, United States. Situated near North Fork's Greenport, The Blue Inn offers picturesque accommodations with pet-friendly rooms. Daily maid service is not available unless prior safety arrangements are made, as the institution is taking every measure to ensure guest safety during these uncertain times. Check-in time has been changed to 4:00 pm to allow for thorough sanitation of each room. The Pool Building, located at the back of the property, offers rooms with options of one king-sized bed, two full-sized beds, and one ADA accessible room with a designated parking space and ramp. If you call after hours, please leave a message and the staff will return your call promptly.

Hotel Moraine is a charming lodging establishment located at 62005 County Road 48 in Greenport, New York. Situated in the heart of the United States, this hotel offers a peaceful and serene atmosphere for guests to relax and unwind. With comfortable accommodations and excellent amenities, Hotel Moraine is the perfect destination for travelers looking for a cozy and welcoming place to stay. Whether you are visiting for business or pleasure, you are sure to enjoy your stay at this lovely hotel.

ZEY Hotel, located at 441 Main Street in Greenport, New York, offers a luxurious and comfortable lodging experience in the heart of the United States. With modern amenities, stylish decor, and exceptional service, ZEY Hotel is the perfect choice for travelers looking for a relaxing and memorable stay. Enjoy the convenience of being centrally located in Greenport, with easy access to local attractions, restaurants, and shops. Whether you're visiting for business or pleasure, ZEY Hotel provides a welcoming and upscale environment for all guests.

Welcome to Silver Sands Motel & Beach Bungalows, a charming lodging establishment located at 1400 Silvermere Road in Greenport, New York. Our institution offers a perfect blend of comfort and relaxation, with cozy motel rooms and beach bungalows available for our guests. Situated just a stone's throw away from the beautiful beaches of Greenport, our establishment provides a serene and peaceful atmosphere for those looking to unwind and enjoy the natural beauty of the area. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, Silver Sands Motel & Beach Bungalows has something for everyone.

American Beech is a charming institution located at 300 Main Street in the picturesque town of Greenport, New York. This versatile establishment offers a range of services including a bar, restaurant, and lodging accommodations. Guests can enjoy delicious food and drinks in a cozy and inviting atmosphere, perfect for a casual meal or a special occasion. The accommodations at American Beech provide a comfortable and stylish retreat for those looking to stay in the heart of Greenport. Whether you're looking for a place to dine, relax, or stay overnight, American Beech is the perfect destination for a memorable experience.

Sunset Beach Hotel is a charming and picturesque institution located at 35 Shore Road in Shelter Island Heights, New York. This multifaceted establishment offers a variety of services including a clothing store, food, lodging, and a restaurant. The boutique hotel features beautifully designed rooms with stunning views of the surrounding area. Guests can also enjoy delicious meals and refreshing drinks at the on-site restaurant and bar. Ferry service to Shelter Island is available from both the North Fork of Long Island via Greenport and the South Fork via Sag Harbor, making it easily accessible for visitors. Please note that reservations are not accepted and traffic is boarded on a first come, first serve basis. Vehicles and bicycles can pay on board with cash only. The operating schedule is limited until June 22nd, with service available on Fridays, Saturdays, Sundays, and major holidays. Be sure to check with the Ferry Companies for schedules and fares. Visit Sunset Beach Hotel for a relaxing and enjoyable experience on Shelter Island.

The Lin Beach House is a charming seaside retreat located at 455 New York 25 in Greenport, New York. This cozy institution offers a unique blend of delicious food and comfortable lodging, making it the perfect destination for a relaxing getaway. Guests can enjoy stunning views of the ocean, indulge in mouthwatering cuisine at the on-site restaurant, and unwind in well-appointed accommodations. Whether you're looking for a romantic escape or a fun-filled family vacation, The Lin Beach House has everything you need for a memorable stay by the sea.

Drossos Motel is a charming lodging establishment located at 69125 Main Road in Greenport, New York. This cozy motel offers comfortable accommodations for travelers looking to explore the beautiful surroundings of the North Fork region. With its convenient location, guests can easily access local attractions, wineries, and restaurants. The friendly staff at Drossos Motel is dedicated to providing excellent service and ensuring a pleasant stay for all guests. Whether you're visiting for a weekend getaway or a longer stay, Drossos Motel is the perfect choice for your accommodations in Greenport.

Tapestry House is a charming lodging located at 503 Front Street in the picturesque town of Greenport, New York. This historic institution offers a unique and cozy atmosphere for guests to relax and unwind during their stay. The beautifully decorated rooms are designed to provide comfort and tranquility, while the friendly staff ensures a memorable experience for every visitor. With its convenient location near local attractions and amenities, Tapestry House is the perfect choice for those seeking a peaceful retreat in the heart of Greenport.

The Cliffside Resort Condominiums, located at 61475 North Road in Greenport, New York, offers luxurious and comfortable lodging in a stunning waterfront setting. Guests can enjoy breathtaking views of the Long Island Sound from their spacious condos, complete with modern amenities and stylish decor. The resort also features a range of on-site facilities including a swimming pool, fitness center, and private beach access. Whether you're looking for a relaxing getaway or a fun-filled vacation, The Cliffside Resort Condominiums is the perfect choice for your next stay in Greenport.

Arbor View House Bed and Breakfast is a luxurious lodging and spa institution located at 8900 Main Road, East Marion, New York, United States. Guests are welcomed to the Long Island North Fork Bed & Breakfast in Greenport, NY where they can eat, drink, play, and stay in style. Enjoy delicious gourmet breakfasts each day in our romantic and comfortable rooms. We offer spa services and romantic getaways for special occasions such as anniversaries, birthdays, engagements, honeymoons, and holidays. Guests can also book a VIP or self-guided wine tour to explore the vineyards in New York's newest wine region. Our wine-varietal-themed rooms add a unique touch to your stay. Guests can also enjoy our "Paint and Pour" retreats and indulge in a Valentine's Romantic Getaway Package. Nearby, Noah's Restaurant in Greenport offers farm-to-table dining for a truly exquisite culinary experience. Whether you're looking for a short weekend break or an extended holiday, Arbor View House Bed and Breakfast provides modern comforts in a traditional setting. Contact us at (631) 477-8440 or [email protected] to book your stay now.

The Inn At Harbor Knoll is a charming lodging establishment located in the heart of Greenport, New York. Situated at 424 4th Street, this beautiful inn offers guests a peaceful and luxurious retreat overlooking the picturesque harbor. With elegant accommodations, top-notch amenities, and personalized service, The Inn At Harbor Knoll provides a perfect blend of comfort and sophistication for travelers seeking a memorable stay. Whether you're looking for a romantic getaway, a relaxing weekend escape, or a convenient base for exploring the North Fork region, this boutique inn is the ideal choice for your next visit to the United States.

Whaler's Guest House is a charming lodging located at 151 Bay Avenue in the picturesque town of Greenport, New York. This cozy guest house offers comfortable accommodations and personalized service to ensure a relaxing stay for all guests. The property is conveniently situated near the waterfront, providing easy access to local attractions, restaurants, and shops. Whether you are visiting for a weekend getaway or an extended vacation, Whaler's Guest House is the perfect home away from home in the heart of the historic village of Greenport.

Victorian Seasons Stirling is a charming institution located at 857 Main Street in Greenport, New York. This quaint establishment offers a delightful mix of Victorian charm and modern amenities. Step back in time as you enter this beautifully preserved building, adorned with intricate details and elegant decor. The ambiance is warm and inviting, making it the perfect place to relax and unwind. Whether you're looking for a cozy bed and breakfast experience or a unique venue for a special event, Victorian Seasons Stirling has something for everyone. Come and experience the beauty and history of this lovely establishment in the heart of Greenport.

North Fork Resort is a charming lodging and RV park located in the picturesque town of Greenport on Eastern Long Island. Situated at 690 Queen Street, this peaceful retreat offers a tranquil escape from the hustle and bustle of everyday life. Surrounded by lush greenery and just a short drive from the stunning beaches and vineyards of the North Fork, this campground is the perfect destination for nature lovers and outdoor enthusiasts. With a range of amenities including spacious RV sites, cozy cabins, and modern facilities, North Fork Resort provides a comfortable and convenient base for exploring all that the area has to offer. Experience the beauty of Eastern Long Island at this idyllic campground.

Kellie Platis: Realtor is a reputable real estate agency located at 124 Front Street in Greenport, New York, United States. With years of experience and a deep understanding of the local real estate market, Kellie Platis offers unparalleled service to clients looking to buy or sell property in the area. Whether you're searching for your dream home or looking to list your current property, Kellie Platis is dedicated to providing personalized and professional assistance every step of the way. Contact Kellie Platis: Realtor today to begin your real estate journey.

Welcome to Coldwell Banker M&D Good Life, your trusted real estate agency located at 850 Montauk Highway, Shirley, New York. Since our founding by Michael J. Morris in 1983, we have been dedicated to helping individuals and families navigate the real estate market across the beautiful communities of Suffolk County. With over 40 years of experience, our knowledgeable and experienced team is committed to assisting you at every stage of your real estate journey. As a leading real estate company in New York, we pride ourselves on utilizing the latest technologies and maintaining the highest standards of integrity, diligence, and professionalism. Whether you're buying or selling, our agents are equipped with the tools and resources you need to achieve your goals. Our exclusive Seller’s Assurance Program is designed to enhance your home's visibility, boost its sales price, and ensure you make the right move.

Welcome to Coldwell Banker M&D Good Life, your trusted real estate agency located at 5768 New York 25A, Wading River, New York. Since our founding by Michael J. Morris in 1983, we have been dedicated to helping individuals and families buy and sell homes across the beautiful communities of Suffolk County. With over 40 years of experience, we are proud to be a leading real estate company in New York, continually leveraging new technologies to serve our clients with integrity, diligence, and the highest level of professionalism. Whether you are buying or selling, our knowledgeable and experienced team is here to guide you through every step of your real estate journey. As a seller, you can benefit from our exclusive Seller’s Assurance Program, an industry-leading marketing suite designed to showcase your home to more buyers, enhance its sales price, and facilitate a smooth transition to your next chapter.

Welcome to Phillip King, Realtor – your trusted real estate partner in Suffolk County, NY, proudly affiliated with Coldwell Banker M&D Good Life. Conveniently located at 5768 New York 25A, Wading River, our agency is dedicated to helping you navigate the vibrant real estate market of Long Island's North Shore. Specializing in the diverse communities of Baiting Hollow, Calverton, Manorville, Middle Island, Miller Place, Mount Sinai, Ridge, Riverhead, Rocky Point, Shoreham, Sound Beach, and Wading River, Phillip King offers personalized service tailored to meet your unique needs. Whether you are buying, selling, or investing, our deep local knowledge and commitment to excellence ensure that you receive the best guidance and support.

Welcome to M & D Good Life, your trusted real estate agency located at 1 Montauk Highway, Moriches, New York. Since our founding by Michael J. Morris in 1983, we have been dedicated to helping individuals and families buy and sell homes across the picturesque Suffolk County communities. With over 40 years of experience, we are proud to be a leading real estate company in New York. At M & D Good Life, we are committed to guiding you through every step of your real estate journey. Our knowledgeable and experienced team is here to assist you, whether you are buying or selling a home. We stay at the forefront of the industry by embracing new technologies and serving our clients with integrity, diligence, and the highest level of professionalism.