$3,300
Available: Right Now
Listed: 17/05/2024
825 Oak Drive, Southold, NY 11971, USA
The perfect summer spot ! Plenty of room in this beautiful home and enjoy the Reydon Shores private beach too! This comfortable home features a spacious kitchen which leads out into a grand deck for outdoor dining. There are 4 bedrooms and 3 bathroom...
$19,860
Available: Right Now
Listed: 19/05/2024
Southold, NY, 11971
Sea Breeze Paradise is a newly renovated home. A paradise for those of you who want to enjoy the sun and fresh air with ease. When you rent this house, you will feel like you're away from it all, very private! It sits in a lovely, quiet neighborhood ...
$4,000
Available: Right Now
Listed: 17/05/2024
2460 Paradise Shores Road, Southold, NY 11971, USA
Beautiful and inviting are words that come to mind when describing this welcoming vacation home in the charming private beach community of Paradise Shores. Only 200' to the community's private beach, and picnic area, the home has water views, 5 bedro...
$70,000
Available: Right Now
Listed: 15/05/2024
355 Windjammer Drive, Southold, NY 11971, USA
This soothing beach house is so Zen, you will feel like you are at a spa retreat. Peaceful and perfectly appointed, the backyard features a fabulous lagoon style pool, with a waterfall and hot tub, an amazing outdoor kitchen and bar, bathroom and out...
$12,000
Available: Right Now
Listed: 19/05/2024
Southold, NY, 11971
Secret Garden EstateOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Charm flows freely throughout this lovely Southold property. Indulge in a luxury coast...
$27,660
Available: Right Now
Listed: 19/05/2024
Southold, NY, 11971
Waterfront ChicCozy North Fork Home with Direct Water Access, Private Dock, Close to Wineries4BR/3BA:private pool, waterfront, private dock, private beach, fire pit, balconies, open floorplan, minutes to wineriesNestled in the picturesque...
$21,500
Available: Right Now
Listed: 17/05/2024
4200 Youngs Avenue, Southold, NY 11971, USA
Tranquil farm setting in the heart of North Fork, close to all. Centrally located to all the North Fork has to offer, but tucked away on quiet block surrounded by farms. Enjoy our newly furnished home with 5 beds, 2 baths, and an in-ground saltwater ...
$35,000
Available: Right Now
Listed: 15/05/2024
45805 Main Road, Peconic, Southold, NY 11971, USA
Ideal summer getaway in the heart of the North Fork with 5 bed and 4.5 baths. The home sits on a shy half acre complete with accessory office/gym structure, inground gunite pool and has incredible views of the neighboring North Fork vineyard. The fir...
$18,000
Available: Right Now
Listed: 17/05/2024
695 Rogers Road, Southold, NY 11971, USA
Located in a gorgeous Bay beach private community, just a stone's throw from Southold Bay. Waterviews from many rooms and the spacious backyard. Immaculate, light filled, 5 bedroom/2 bath charmer with room for all. Features incl library, sunroom w/go...
$10,500
Available: Right Now
Listed: 19/05/2024
Southold, NY, 11971
Close to beaches, wineries, farms, and restaurants--the Salt and Sea House is a relaxing North Fork getaway.Uncork a bottle of wine, start up the barbecue, and settle into the beautiful scenery filled with trees and sounds of the sea.Highligh...
$26,970
Available: Right Now
Listed: 16/05/2024
Southold, NY, 11971
Relax and unwind, while watching the water views from the deck. This bright and airy home is inviting, yet private and has 4 bedrooms and 2 bathrooms. Eat in the large dining room or outside on the wrap- around deck. Linens, soaps and all essentials ...
$30,000
Available: Right Now
Listed: 16/05/2024
Southold, NY, 11971
Guests are sure to enjoy a memorable vacation in this fully furnished, 5 bedroom/3.5 bath newly renovated expansive modern contemporary property. This property is located steps away from a sandy private beach facing Shelter Island and across from a w...
$23,340
Available: Right Now
Listed: 16/05/2024
Southold, NY, 11971
Watersedge RetreatOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape the hustle and bustle of the city and find yourself at this lovely Southold beach...
$50,000
Available: Right Now
Listed: 17/05/2024
700 Gin Lane, Southold, NY 11971, USA
The Perfect Place To Enjoy a North Fork Vacation! Beautiful New Home In Bay Front Community. Open Living Room With Fireplace And Flat Screen Tv. Open Dining Room And Kitchen With Easy Access To Covered Porch, Private Backyard w/ heated salt water ing...
$9,000
Available: Right Now
Listed: 17/05/2024
Southold, NY, 11971
My home is a hidden gem tucked away in a beautiful and quiet neighborhood in Southold, NY. With beautiful water views and just a few mins walk from the beach, it is a perfect summer vacation rental! The fire place and the North Fork's abundance of vi...
$11,970
Available: Right Now
Listed: 16/05/2024
Southold, NY, 11971
Beautiful vacation home in the Bay Haven community of Southold. The house is on a fully landscaped property of over a third of an acre, steps away from the community's private sandy bay beach, which may be used by renters. The three-bedroom house, wh...
$6,000
Available: Right Now
Listed: 15/05/2024
355 Midway Road, Southold, NY 11971, USA
Available for the delightful North Fork off-season, this impeccable modern 3 bedroom 3 bath home in Southold's coveted Cedar Beach district offers privacy, water views and a private neighborhood beach. The open plan includes kitchen, dining area, den...
$6,000
Available: Right Now
Listed: 17/05/2024
480 North Bayview Road Extension, Southold, NY 11971, USA
Experience refined living in the exquisite 3 bedroom 3 bath home available to rent for the summer season. This charming residence is in the heart of Southold where beach and town access is most convenient. Delight in the spacious grounds surrounding ...
$32,500
Available: Right Now
Listed: 17/05/2024
75 Clearview Avenue, Southold, NY 11971, USA
2024 Rates July 32, 500 august-ld $35, 000 Brand New Modern Farmhouse Completed in 2021 and located in the heart Hog's Neck in Southold Hamlet. This home features an impressive 20x50 heated pool w/ electric cover, out door shower and sprawling...
$21,000
Available: Right Now
Listed: 16/05/2024
Southold, NY, 11971
Farmhouse meets beach house at “The Vacation House”…beautiful North Fork Farm House in relaxing farm/beach area perfect for families and adults who want a truly relaxing atmosphere. Home comes with front patio (great for morning coffee!), 4 Bedro...
$16,000
Available: Right Now
Listed: 15/05/2024
60 9th Street, Greenport West, Southold, NY 11944, USA
A new addition this fall, a 20 x 40 heated in-ground pool in private yard, this fully renovated Greenport home has been stylishly decorated and features a large, eat-in kitchen, expansive living room, 3 bedrooms with two ensuite full bathrooms and a ...
$15,000
Available: Right Now
Listed: 15/05/2024
500 Kerwin Boulevard, Greenport West, Southold, NY 11944, USA
Greenport-Immaculate and spacious home. A welcoming front porch leads to the sunny Living room and dining room. A fully equipped gourmet kitchen with Thermador appliances with sliding doors to back deck, family room with vaulted ceilings also has acc...