$22,680
Available: Right Now
Listed: 16/05/2024
Town of Southold, NY, 11958
This property is a newly renovated historical Victorian House built in the late 1800's. Each room is furnished with hand-selected unique antiques to immerse you into the 19th century. Staying here feels like experiencing the past, but with all the be...
$13,620
Available: Right Now
Listed: 19/05/2024
Town of Southold, NY, 11935
This charming country home is centrally located right in the heart of wine country and minutes to sandy white beaches. Short walk to Peconic Bay Winery, King Kullen Shopping Center, Braun's Seafood, Michaelangelo's Restaurant and Cutchogue Village. S...
$15,060
Available: Right Now
Listed: 19/05/2024
Town of Southold, NY, 11935
2 Week Minimum, inquire about length of stay. Freshly renovated designer home with high end finishes and upgrades. Located in desirable Cutchogue Fleet’s Neck community with 2 white sandy bay beaches and park within walking distance. Relax on the...
$27,600
Available: Right Now
Listed: 16/05/2024
Town of Southold, NY, 11935
New 4 bedroom 3 1/2 bathrooms with built in pool on a 2 acre private setting. A perfect place to unwind away from it all. Close to a beautiful bay beach. Plenty of vineyards close by for wine tastings. Home has four bedrooms, two have private bathroo...
$6,630
Available: Right Now
Listed: 19/05/2024
Town of Southold, NY, 11935
Blue Door Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Bring the family and indulge in a restful retreat away from the city. Oozing an abundanc...
$11,250
Available: Right Now
Listed: 19/05/2024
Town of Southold, NY
This cottage is a perfect getaway for someone looking to rest and relax. Located in Mattituck close to all! It is just a short walk to the beach or shops. The cottage is on a quiet side street. The manicured lawn is a perfect place for a BBQ or r...
$4,000
Available: Right Now
Listed: 15/09/2023
3705 Wells Road, Peconic, Southold, NY 11958, USA
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...
$21,210
Available: Right Now
Listed: 16/05/2024
Town of Southold, NY, 11935
Our beautiful home in Cutchogue, on Long Island's North Fork, is located on a very quiet, woodsy street. The house has five bedrooms and two and a half baths, and is perfect for two families or an extended clan. Upstairs are the master bedroom with k...
$13,980
Available: Right Now
Listed: 19/05/2024
Town of Southold, NY, 11935
Welcome to our completely renovated North Fork Vacation Rental! We are excited to offer our guests a unique and unforgettable vacation experience in the heart of Long Island’s wine country. Our beautifully appointed Cutchogue vacation rental is perfe...
$13,830
Available: Right Now
Listed: 16/05/2024
Town of Southold, NY
Explore the North Fork from our comfortable, newly-renovated 1940's home. On a private road facing Mattituck creek, the house offers privacy all around, but just a short walk to Love Lane, Mattituck's Main Street. Centrally located near wineries, bea...
$38,940
Available: Right Now
Listed: 16/05/2024
Town of Southold, NY
Experience the beauty and peace of this North Fork gem. Relax in nature in the gorgeous heated, blue stone mineral springs pool, expansive private yard, gardens and deck.This meticulously renovated Hamptons style cedar shingle home has 3 bedrooms...
$40,000
Available: Right Now
Listed: 15/09/2023
555 Bridge Lane, Cutchogue, Southold, NY 11935, USA
Located within coveted Nassau Point, this midcentury jewel lies on over 3 incredible park-like and private acres. The main house features 3 bedrooms, 3.5 bathrooms, a sun drenched living area, EIK, 2fireplaces, screened porch, and a 20x50 gunite pool...
$24,000
Available: Right Now
Listed: 16/05/2024
Town of Southold, NY, 11958
Mediterranean style newly renovated home on a private waterfront property. Enjoy beautiful sunsets and views of the Long Island Sound. Take long walks, relax and unwind on a private beach. It's the perfect place to disconnect and enjoy quality time w...
$3,500
Available: Right Now
Listed: 15/05/2024
215 Kouros Road, New Suffolk, Southold, NY 11956, USA
Beautiful winter rental in coveted New Suffolk! Beautiful 4 bedroom home with a large yard. Two seating areas and a dining area perfect for cozy winter days and nights!...
$8,000
Available: Right Now
Listed: 15/05/2024
4296 Wunneweta Road, Cutchogue, Southold, NY 11935, USA
Privacy And Views Abounds with This Beautiful Reproduction Of 19th Century Waterfront Barn. Wonderful Open Great Room with Streaming Light from Large Doors and Transom Windows. Mbr Lower Level, Bath, Grand Staircase to Sleeping Loft and Sitting Area....
$8,000
Available: Right Now
Listed: 15/05/2024
415 Southern Cross Road, Cutchogue, Southold, NY 11935, USA
Perfect summer cottage. Location can't be beat! A stone's throw to serene Pequash beach. Nestled in quiet Fleet's Neck with 2 bay beaches within walking distance. Well maintained home. Available for summer or short term off-season rental....
$15,000
Available: Right Now
Listed: 15/05/2024
530 Stillwater Avenue, Cutchogue, Southold, NY 11935, USA
Perfect summer getaway! 3 bedrooms, 2.5 bath, in-ground pool, close to beach, business district, vineyards and restaurants. Two week minimum...
$16,000
Available: Right Now
Listed: 15/05/2024
1895 Marys Road, Mattituck, Southold, NY 11952, USA
Vineyard Views from this 4 Bedroom/3 Bath Renovated Home on almost 3/4 of Acre of Land. Eat In Kitchen, Living Room, Separate Large Family Room with Fireplace, All Make for a Pleasant Stay. Summer2024 -June$13, 000; July$16, 000.Permit #0629....
$12,000
Available: Right Now
Listed: 15/05/2024
199 Old Harbor Road, New Suffolk, Southold, NY 11956, USA
Sublime Bayfront With Dock Available 2018 Or Fall 2017 (Rented Season 2017)...
$11,550
Available: Right Now
Listed: 16/05/2024
Town of Southold, NY
Beautifully appointed beach house cape in the heart of Long Island's North Fork wine country. Private gorgeous landscaped yard with large built in pool and pool shed. Located on a quiet street. 1 block to Peconic Bay, 2 miles to quaint Love Lane in M...
$20,250
Available: Right Now
Listed: 16/05/2024
Town of Southold, NY, 11956
Stay in the north forks hidden gem! Walking distance to a beach and one of the best restaurants and short drive to some of the best wineries and breweries Long Island has to offer! Private back yard with patio table and lounge chairs as well...
$16,680
Available: Right Now
Listed: 17/05/2024
Town of Southold, NY, 11958
Take it easy at this unique and tranquil getaway. This newly renovated beach cottage is located on a private property on the Long Island Sound. Enjoy over 100 feet of private beach access, and all the North Fork has to offer. Minutes away from restau...
$40,710
Available: Right Now
Listed: 06/05/2024
Town of Southold, NY, 11935
Upon entry to our home you are immediately blown away with the abundance of light and expansive open water views. This is the reason we love this property. Situated on a bluff overlooking the Long Island Sound, we have very dramatic views in all seas...
$19,260
Available: Right Now
Listed: 10/05/2024
Town of Southold, NY, 11958
Plan your next getaway to Suffolk County, New York, to experience Long Island’s laid-back lifestyle, white sands, and award-winning vineyards! This 4-bedroom, 3.5-bathroom Peconic vacation rental has all the essentials for a relaxing stay, including ...
$5,500
Available: 01/06/2024
Listed: 06/05/2024
1850 Sterling Rd
House for rent in/on/near 1850 Sterling Rd. The monthly rent is $5,500, and the security deposit is $5,500, but you can submit your custom offer on this house and negotiate. This 1250-square-feet 3 bedroom house features 2 bathroom, storage, air ...
$21,630
Available: Right Now
Listed: 16/04/2024
Mattituck, Pike Street, Southold, NY 11952, USA
This newly renovated Sand Dollar Beach House has welcoming details! When you walk into this beach home you're greeted by four sliding glass doors that look out to sweeping views of the ocean. The upscale kitchen has a mosaic tile backsplash and the s...
$4,500
Available: Right Now
Listed: 15/04/2024
4998 Evergreen Drive, Cutchogue, Southold, NY 11935, USA
Stunning vineyard views! Nestled in the heart of the North Fork's first vineyard is this sprawling, historic beauty. Steeped in history but with all the modern comforts and conveniences is this generous estate. Don't miss the one-of-a-kind North Fork...
$10,000
Available: Right Now
Listed: 09/05/2024
105 Ole Jule Lane, Mattituck, Southold, NY 11952, USA
This Beautifully Appointed Summer Rental Home is Now Available for June 2024! Close to All in Mattituck. Custom Built for Sheer Luxurious Comfort and Enjoyment by All. Perfect for Entertaining Family and Guests. The Home Boasts 4 Large Bedrooms, 3 Fu...
$75,000
Available: Right Now
Listed: 27/04/2024
8000 Skunk Lane, Cutchogue, Southold, NY 11935, USA
Experience comfort and convenience in this charming 3-bedroom, 3 full bath, exquisite home nestled beside a picturesque Marina. This inviting 2-story house is ideally situated on Nassau Point, offering effortless access to popular destinations, dinin...
$22,000
Available: Right Now
Listed: 03/05/2024
2740 Main Bayview Road, Southold, NY 11971, USA
Incredibly charming North Fork rental complete with farm field views, in-ground pool, pool house, gas fire pit and more. Stylish and updated, this 3 bedroom home is flooded with natural light, has both interior and exterior fire places, farmhouse kit...
$60,000
Available: Right Now
Listed: 28/04/2024
Town of Southold, NY, 11935
Luxurious, pristine and very spacious bay front home. Over 200 feet of waterfront with spectacular views. Gunite in-ground pool on waterfront side. Features 5 bedrooms, 5 full baths + 1 half bath. Gourmet eat-in kitchen, formal dining room, set on 2 ...
$10,710
Available: Right Now
Listed: 16/04/2024
Town of Southold, NY, 11935
Barn sits on several acres of award winning landscaped gardens,with grand old trees. It is close to everything and a short walk from the Hampton Jitney stop. Lots of outdoor areas to enjoy on property, proximity to beaches and wineries. We are next t...