Home For Rent In Southold, New York

**June Special** for$2950.00 (not including security & cleaning fee). Beach house with a modern farmhouse feel! Down the street from Founders Landing Beach, close to town & restaurants. Great location, open floor plan, perfect summer retreat!...

Impeccable, like new ranch for rent with quality features throughout in Harbor Lights with a deeded beach and park at the end of the street. There are three bedrooms, two full bathrooms, open floor plan from kitchen through the dining area into the v...

Come stay in the heart of Shelter Island, central to all beaches, shopping, and restaurants. Spacious 3 bedroom ranch sleeps up to 6, with blissfully comfy "W Hotel" beds. Bedroom lamps have built-in USB ports for charging your phone. Living room wit...

Enjoy a charming 3 bedroom/2 bath with central AC on an expansive shy acre corner plot located directly across from Sylvester Manor Farm. The land across the street is a preserve and the adjacent lot is undeveloped which allows for plenty of relaxati...

Book your 2024 summer now! Vacation heaven just 4 minutes to downtown Greenport's waterfront park, fine dining, boutique shopping, galleries and soundfront winery. 2 minutes to sandy bay beach or gorgeous Sound beach. Like-new, tastefully appointed, ...

Escape to the heart of Long Island’s Wine Country when you stay at this charming Cutchogue farmhouse. Featuring 3 bedrooms, 1.5 baths, and a quiet setting on 3 acres, this historic vacation rental serves as the perfect relaxing getaway. When you’re n...