Vacation rentals in Southold
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Southold
Guests agree: these stays are highly rated for location, cleanliness, and more.
SUPERHOSTPrivate room · 2 guests · 1 bed · 1 shared bathSouthold Cottage w/ View, Near Vineyards GreenportOur Southold cottage is quintessential North Fork living. Just feet to the Peconic Bay where you can kayak or just relax. 4 minutes to the "Wine Trail" and farms. Including Sparkling Point, Raphael, and Osprey Dominion. Minutes to town w/great shops and a short trip to Greenport. We're a quick Uber ride from the LIRR and have bicycles and kayaks for your use. We're nestled on a private road where you can listen to nature at sunset, see shooting stars at night, or just sit and enjoy the view.
What guests are saying:“From the moment we arrived we were made welcome by Beth and Rob. Their hospitality was second to none and their local knowledge and tips proved invaluable. The room and bed are comfortable and opens out into a sun room then large deck and garden with plenty of different options for seating in sun or shade. The nearby lakeside location is lovely with a family of swans you can feed. Bathroom facilities are shared but don’t let this put you off as Beth and Rob are often out so sharing didn’t cause any issues. We loved coming back after a long day sightseeing to just relax. If you want to experience real life in Southold this is the place to be- a lovely homely atmosphere with Rob and Beth’s eclectic choice of furnishings . We loved it!”
Welcome to my incredibly cozy Southold cottage. Located steps to the Peconic Bay, village of Southold and a short lovely bike ride to the beach. This 2 bedroom 1 bathroom home has all you need for a memorable vacation. We provide discounts for 14 day stays. Please send inquiries for details.
What guests are saying:“Amazing home. Super stylish and super comfortable, I got some of the best sleep here honestly. The home is tucked away, and surrounded by trees, though other homes are near- this cabin still felt very secluded and private. The yard is lovely, I enjoyed running around with our dog, and even exercising out here. On top of all this Erin is super friendly, gave us ample information about the house, and was available for any questions or concerns. Also the house was super clean!”
In the heart of wine country is the adorable , nautical inspired cottage surrounded by nature, on a beautiful freshwater pond, a quick walk or bike ride away from a beautiful beach on Long Island Sound. Hiking, fishing, wine tours, farmstands abound!
What guests are saying:“Wonderfully cozy and the perfect “in the woods” vibe we were going for. Quite and off the beaten path, but close enough to amenities. It was so lovely to wake up in hee morning and see the lake right out the window! Everything was clean and Eileen was super quick with communication which I really appreciated!”
