Bed and Breakfast and Inn in Southold, NY

This charming guesthouse is conveniently located in Southold, just a short 1-kilometre walk from Mattebella Vineyards, Corey Creek Winery, and Croteaux Vineyards. The surrounding area is known for its picturesque countryside and vineyards, offering a tranquil escape from the hustle and bustle.
The property features a shared garden and a cosy fireplace in the lobby, creating a warm and inviting atmosphere. Guests can enjoy a free buffet breakfast, free Wi-Fi, a seasonal outdoor pool, free bicycle use, and multilingual staff.

ZEY HOTEL is situated in Greenport, a charming village on Long Island's North Fork, just 26 miles from Splish Splash water park and 48 miles from Long Island MacArthur Airport. The hotel has received very good user ratings, with excellent marks for its location and cleanliness.
This one-bedroom guesthouse features a private bathroom with bathrobes, slippers, and a hairdryer. Guests can enjoy a range of amenities, including a terrace, garden, picnic area, lounge, and free bikes.

This private apartment is conveniently located in Greenport, a short walk from the village centre, a two-minute ferry ride to Shelter Island and a six-minute drive to Orient Point. It has been consistently rated excellent for location, cleanliness and overall user experience.
The apartment comfortably sleeps six guests and features two bedrooms, one bathroom, a well-equipped kitchen and a spacious living area. Guests can enjoy a private deeded beach, a propane BBQ, an outdoor table and umbrella, and a range of other amenities for a relaxing and enjoyable stay.

This charming bed and breakfast is situated in Greenport village, just a 2.4 kilometre walk from the town centre and 1.1 kilometres from Norman Klipp Beach. The B&B enjoys excellent user ratings for its location, cleanliness, and overall experience.
The accommodation features a private entrance and outdoor space, perfect for enjoying a quiet moment. It can accommodate up to two guests and offers modern amenities such as Wi-Fi, a mini-fridge, and a coffee machine.

Harbor Knoll Bed and Breakfast is situated in Greenport, a short distance from the town's beaches and within easy reach of attractions like Splish Splash, just 26 miles away. The property enjoys excellent ratings for location, cleanliness, and overall guest satisfaction.
The guest house offers comfortable accommodation with a choice of rooms featuring a private bathroom and a floor area of 21 square meters. Guests can enjoy a variety of amenities, including a swimming pool, a tennis court, a garden, a terrace, and a bar, as well as free Wi-Fi and parking.

This charming bed and breakfast is situated in a central Greenport neighbourhood, just a short walk from the town's restaurants, shops, cafes, and beaches, with Preston's Dock for harbour tours just a short distance away. It has consistently received excellent ratings for its location, cleanliness, and overall guest experience.
The private suite offers a relaxing retreat for two guests, featuring a comfortable queen-size bed, a separate dressing room, and a modern bathroom with a rain shower head. Amenities include a wet bar, mini fridge, electric tea kettle, pour-over coffee filter, and a front porch with views of the neighbourhood.

This private suite is situated in Greenport Village, just a few blocks from the bay beaches, the harbour, and public transport, with the area's renowned wineries within a short drive or cycle ride. It has received excellent ratings for user experience, location, and cleanliness.
The suite features a comfortable bedroom, a modern bathroom, and a spacious entrance hall, suitable for a maximum of two guests. Amenities include a coffee machine, a kettle, a mini fridge, fresh towels, clean linen, high-quality toiletries, Wi-Fi, an iron, and a hairdryer, as well as a private patio for outdoor relaxation.

This Southold cottage is located less than 0.8 km from McCabe's Beach and a short drive from Sparkling Pointe vineyard and Love Lane, offering easy access to Southold and Greenport's shops and restaurants.
The self-catering property features a bedroom, bathroom with luxury shower, kitchenette, private outdoor space, free driveway parking, and sustainable design with ground-source heating, accommodating up to two guests.

This apartment is situated in Greenport Village, overlooking Mitchell Park and the harbour, a short walk from the North Ferry Terminal and a 3km drive from the Kontokosta Winery. The area is steeped in history with its charming waterfront buildings and bustling atmosphere.
This one-bedroom apartment can accommodate up to two guests and features a private terrace with stunning views. Guests enjoy access to a private beach, a seasonal outdoor pool, a 24-hour fitness centre, and a complimentary continental breakfast at the sister property, Sound View Greenport.

This Southold guesthouse is ideally situated within a 1.6km walk of three renowned vineyards – Mattebella, Corey Creek, and Croteaux – and under 1.6km from Osprey's Dominion and Sannino's Bella Vita Vineyard.
The 115 square metre property offers one bedroom, one bathroom, sleeping up to two guests, and boasts a swimming pool, hot tub, terrace, garden, and parking, plus complimentary breakfast.

This guest house in Greenport Village offers a prime location, just a short walk from Mitchell Park Marina, boutique shops, and the Shelter Island Ferry, with harbor views from many rooms. Guests can enjoy a seasonal outdoor pool, complimentary continental breakfast, and use of bicycles for exploring the area, with a newly renovated Junior Suite accommodating two people and featuring a king bed and seating area.

This charming bed and breakfast is situated just a mile from Cedar Beach and five miles from Pindar Vineyards, offering easy access to the beautiful Long Island Sound and its surrounding attractions. The property has received excellent ratings for location, cleanliness, and overall user experience.
The guest house has one bedroom and one bathroom, comfortably accommodating up to two guests. Amenities include a private terrace, a garden, free Wi-Fi, and a complimentary breakfast, providing a relaxing and enjoyable stay.