$34,000
Available: Right Now
Listed: 23/04/2024
1275 The Esplanade, Southold, NY 11971, USA
Welcome to this fabulous vacation rental located at 1275 The Esplanade, in Southold's coveted "Angel Shores" private bay beach community. The private bay beach is so close you can hear the waves and feel the bay breeze from your porch. There is a glo...
$79,500
Available: Right Now
Listed: 27/04/2024
3645 Soundview Avenue, Southold, NY 11971, USA
Available 2024: May$9, 500,Memorial Day-Labor Day$83, 500,June$24, 500,July$29, 500,July-August$59, 000,August-Labor Day$29, 500,September$14, 500,October$9, 500.Available off season for$6, 000per month November1, 2023,through April31, 2024.Paradise ...
$23,000
Available: Right Now
Listed: 27/04/2024
18725 Soundview Avenue, Southold, NY 11971, USA
Magnificent Waterfront with Pool! Enjoy the luxury of coastal living in this beautifully constructed home with its own private beach. Open and airy spaces with all the amenities for comfort and relaxation. Spacious kitchen, Dining Rm, Living Rm w/fp,...
$18,000
Available: Right Now
Listed: 25/04/2024
50 Oak Avenue, Southold, NY 11971, USA
Escape to this idyllic waterfront haven. This summer retreat includes 3-bedrooms and 3-bathrooms, blending luxury and comfort seamlessly. Enjoy modern amenities including a fully equipped Chefs kitchen, and an open concept living space with floor to ...
$22,000
Available: Right Now
Listed: 23/04/2024
870 Bay Home Road, Southold, NY 11971, USA
Quintessential waterfront North Fork farmhouse with private sandy beach on Southold Bay, part of the Peconic Estuary. Beautifully maintained, this large4BR/ 2.55 BTHhome benefits from many recent upgrades, including new chef's kitchen, renovated powd...
$4,000
Available: Right Now
Listed: 25/04/2024
755 Brigantine Drive, Southold, NY 11971, USA
Beautiful Harbor Lights Beach House available October 1st, 2023 -April 30th, 2024 for off season. Great location just 5 homes away from Harbor Lights Association Beach and Park and 1/2 mile away from Goose Creek Beach. This spacious ranch renovated i...
$3,100
Available: Right Now
Listed: 25/04/2024
Founders Village, Southold, NY 11971, USA
Introducing this charming 2 bedroom, 2 bathroom condo nestled in the picturesque town of Southold. This turn-key condo offers an ideal combination of convenience and comfort. The spacious and bright living area, high ceilings and fireplace create a w...
$14,000
Available: Right Now
Listed: 23/04/2024
215 Northfield Lane, Southold, NY 11971, USA
Permit 681.Enjoy This Beautifully Renovated 4 Bedroom, 3 Bath Ranch Style Home With Heated Pool. Open Floor Plan Includes LR With Cathedral Ceilings, High End EIK, Dining Area and Outdoor Shower. Plenty of Room For The Whole Family and Guests. Beauti...
$32,500
Available: Right Now
Listed: 23/04/2024
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...
$12,570
Available: Right Now
Listed: 25/04/2024
Southold, NY, 11971
Calendar NOT always up to date check for availability Beach Parking good at all Southold Town Beaches Pass Included free with rentalCome listen to the bands while tasting the local wines (See local vineyards and events). Walk to Southo...
$12,450
Available: Right Now
Listed: 22/04/2024
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...
$4,890
Available: Right Now
Listed: 23/04/2024
Southold, NY, 11971
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...
$24,000
Available: Right Now
Listed: 27/04/2024
400 Diamond Lane, Southold, NY 11971, USA
Enjoy stunning water views and all-season access to the Sound from this charming 3-bedroom, 1-bathroom waterfront rental. This cozy home channels happy, mid-century vibes. Large living room with fireplace, dining nook, and sunroom, all with breathtak...
$13,000
Available: Right Now
Listed: 23/04/2024
1075 Clipper Drive, Southold, NY 11971, USA
Summer Beckons At This Spacious Retreat In A Private, Park-Like Setting In A Very Desirable Cul-de-Sac Community Of Southold. Featuring Large Gunite Swimming Pool, Deeded Beach, Multiple Bedrooms, Large Sun-Drenched Living Areas That Open To Backyard...
$37,260
Available: Right Now
Listed: 26/04/2024
Southold, NY, 11971
This 6 bedroom estate is situated in Southold, NY, within 10 minutes walking distance of Kenney's and McCabe's beaches. Nestled on 1.1 private acres, this home features an expansive landscaped yard with a heated salt-water gunite pool and spa with bu...
$12,030
Available: Right Now
Listed: 26/04/2024
Southold, NY, 11971
Private Waterfront Home is a beautiful home located on the North Fork of Long Island, it has a Master bedroom with a queen and bath, a second bedroom with a double bed, and the third bedroom has 2 twin beds. This lovely home also features waterfront ...
$45,000
Available: Right Now
Listed: 22/04/2024
Southold, NY, 11971
This spacious and charming 4,500 square foot English Tudor is situated on 2.25 acres in Southold. It has 4 bedrooms, 3 bathrooms, laundry room, high-end kitchen, living room, den and full gym in the basement. The rustic entryway leads to a living roo...
$16,050
Available: Right Now
Listed: 26/04/2024
Southold, NY, 11971
Located in the Bay Haven Beach Community with large sandy beach, park area on the water, covered picnic area and a consistent easterly breeze off the water is one of the highlights of this neighborhood. Great location in the heart of North Fork's...
$12,000
Available: Right Now
Listed: 23/04/2024
170 Laurel Avenue, Southold, NY 11971, USA
Beautifully decorated, charming 4 bedroom, 2 bath home with custom details throughout. Complete with an outdoor shower, enjoy the tranquil setting relaxing on the patio or in the luxurious sauna. Revel in the great location conveniently located near ...
$30,000
Available: Right Now
Listed: 23/04/2024
210 Northfield Lane, Southold, NY 11971, USA
Paradise on the North Fork at 210 Northfield Road, Southold. This four-bedroom Colonial has been meticulously updated, tastefully furnished with high end furnishings, and loaded with amenities, including gorgeous updated baths, a well-equipped kitche...
$53,500
Available: Right Now
Listed: 27/04/2024
3645 Soundview Avenue, Southold, NY 11971, USA
Available2024- MD-LD $53, 500,May$6, 000,June$12, 500,July$19, 500,July-August$41, 000,August-LD $21, 500,September$8, 000,October$6, 000:Escape to sweeping dunes along the Long Island Sound in the Hamlet of Peconic. This restored 1940's beach cottag...
$70,000
Available: Right Now
Listed: 27/04/2024
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...