Top 30 Best Usa vacation rentals in Southold, New York

Welcome to our 4 bedroom beachfront rental house located near vineyards in East Marion, New York.

Welcome to BabyQuip Baby Gear Rentals of The North Fork! Located at 665 Royalton Row, Mattituck, New York, we specialize in providing high-quality baby gear rentals to families visiting the beautiful North Fork of Long Island.

Layla Sailing is a premier travel agency located at 1410 Manhanset Avenue in Greenport, New York. Specializing in sailing adventures, Layla Sailing offers a unique and unforgettable experience for those looking to explore the open waters.

East End Charters is a premier tourist attraction and travel agency located at 1100 Manhasset Avenue in Greenport, New York.

Peconic Water Sports is a premier water sports institution located at 64150 Main Road in Southold, New York. As a school, store, and travel agency, we offer a wide range of services for water sports enthusiasts of all levels.

Welcome to Jamesport Bait & Tackle, your one-stop shop for all your fishing needs in Mattituck, New York!

Welcome to Peconic Bay Yacht Club, a premier destination nestled in the heart of the picturesque North Fork of Long Island.

Welcome to the Mattituck Creek Waterway Access Site, your gateway to the serene and picturesque waters of Mattituck, New York. Located at 1395 Naugles Drive, our site offers a convenient and accessible launch point for all your water-based adventures.

Welcome to East End Bike Tours, your premier destination for exploring the scenic beauty of Long Island's North Fork.

Welcome to Brick Cove Marina, the premier destination for boaters and families on the North Fork of Long Island.

Welcome to Goose Creek Beach, your serene escape nestled in the charming town of Southold, New York. Situated at the heart of the picturesque North Fork, Goose Creek Beach offers a perfect blend of natural beauty and tranquil ambiance.

Welcome to New Suffolk Beach, a charming and serene tourist attraction nestled in the heart of New Suffolk, New York.

Welcome to Kenney's Beach, your serene escape located on Sound Avenue in the charming town of Southold, New York. Nestled along the picturesque shores of the Long Island Sound, Kenney's Beach offers a perfect blend of natural beauty and relaxation.

Welcome to Southampton Village Motel Nestled in the heart of Southampton, New York, Southampton Village Motel offers a quintessential Hamptons experience, blending timeless elegance with modern luxury.

Truman Beach is a beautiful waterfront park located at 19340 Main Road in East Marion, New York. This serene and picturesque park offers stunning views of the Long Island Sound and a sandy beach perfect for sunbathing and swimming.

Welcome to Rose Hill Vineyards & Inn, a charming retreat nestled in the heart of Long Island’s North Fork.

Welcome to Town Beach, a serene natural haven located at 53005 County Road 48 in the charming town of Southold, New York.

Welcome to Silver Sands Motel & Beach Bungalows, a charming lodging establishment located at 1400 Silvermere Road in Greenport, New York.

The Cliffside Resort Condominiums, located at 61475 North Road in Greenport, New York, offers luxurious and comfortable lodging in a stunning waterfront setting.

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.

Welcome to the Village of Greenport McCann, your perfect getaway nestled in the heart of Greenport, New York.

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.

Welcome to The Mattituck Motel, your charming getaway nestled in the heart of Long Island's picturesque North Fork.

Shorecrest Property Management is a premier real estate agency located at 54305 County Road 48 in Southold, New York.

Shutters & Sails, LLC is a premier real estate agency located at 643 Equestrian Avenue in the beautiful town of Fishers Island, New York.

Mystic Isle Realty is a reputable real estate agency located at 1318 Central Avenue, Fishers Island, New York.

Welcome to Surprise- Sailing Yacht Charters, your premier travel agency offering unforgettable nautical experiences from the charming town of Greenport, New York.

Welcome to Sailnofo, your premier travel agency located in the heart of Greenport, New York. Nestled at 500 Beach Road, our agency is perfectly positioned to offer you unforgettable travel experiences both near and far.

Welcome to Polar Charters: Your Gateway to Sailing Adventures in Peconic Bay Located at 525 Orchard Street, New Suffolk, New York, Polar Charters is your premier travel agency specializing in unforgettable sailing experiences.

Welcome to Wells House Bed & Breakfast, your charming home away from home nestled in the heart of Greenport, New York. Located at 530 Main Street, our historic B&B offers a perfect blend of comfort, elegance, and warm hospitality.