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$4,320
$4,320
Available: Right Now
Classic Southold Country CharmerOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your next adventure awaits at this charming and well-equipped home for gue...
$3,660
$3,660
Available: Right Now
If you’re a nature lover, a beach lover, a wine lover, or just in need of an escape, plan your dates for a stay at this 2-bedroom, 1-bath cottage in Southold! Reconnecting with Mother Nature is made possible during your stay at this rustic vacation r...
$3,750
$3,750
Available: Right Now
Charming year-round rental in coveted Founders Landing! Just moments from a sugar sand Bay beach and a marina with deep water access. Nestled on a spacious 1/4 acre parcel perfect for outdoor activities. Featuring two cozy bedrooms and a well-appoint...
$5,000
$5,000
Available: Right Now
Classic North Fork Beach home located just 10 homes away from South Harbor Beach and Park, Amazing comfort and privacy on this acre plus setting. Home is crisp, clean, and fully furnished ready for you to enjoy. South Harbors expansive beach offers a...
$4,000
$4,000
Available: Right Now
Off season rental through May 2023. May and October available 4000/mo. Also available November 2022-April 2023 at 3000/mo. Peaceful, Private and Charming Waterfront 2 bedroom 2 bath cottage on the creek. Gorgeous views from large deck overlooking doc...
$4,000
$4,000
Available: Right Now
Beautiful ranch home with a heated pool, completely updated and furnished ready for you to stay the off season. Picturesque backyard setting with the pool, paver patio, fire pit, and BBQ overlooking a field. Great location with water access for small...