ML# :3524446 Perfect summer getaway! 3 bedrooms, 2.5 bathrooms, in-ground pool, close to beach, business district, vineyards and restaurants. Two week minimum stay.
530 Stillwater Avenue, Cutchogue, NY, 11935
ML# :3518307 Summer 2024 Rates: June 27-July 11 $15K, Sept4-Oct4 $5K/week: Rare new construction on a quiet side street in Greenport Village, this modern luxury home is the perfect base to explore the beaches, wineries, and farm-to-table dining of the North Fork. Walking distance to downtown Greenport and a short drive from all the major North Fork sights. Or just whittle away your days enjoying the amenities of your luxurious home retreat. Lounge in your heated saltwater pool while sipping a cold drink. Curl up with a book in front of your gas fireplace. Catch up on sleep surrounded by plush bedding on your memory foam mattress. Immerse yourself in the low-key North Fork lifestyle at your private Greenport Getaway.
155 Bridge Street, Greenport, NY, 11944
ML# :3505469 Room for All in this Spacious 6 Bedroom Luxurious Home with Gourmet Kitchen with 6 Burner Wolf Stove, Formal Dining Room. Large Living Room with Fireplace, a Separate Den and Large Bedrooms. Rainy Day Game Room and More in Lower Level. All set on 2.3 Acres with In Ground Pool, Nicely Finished Outdoor Space and Yard Area and Just a Short Distance to Kenneys and McCabes Beaches. Summer 2024 - June 1 to June 28 - $30, 000 or $8, 500 Per Week With Two Week Minimum. August 25 to September 8 (Two Weeks) $18, 500; September $30, 000 or $8, 500 per Week With Two Week Minimum. Off Season - October through April at $15, 000 Per month for Single or Multiple Month Rentals. Permit #0233.
1820 Kenneys Rd, Southold, NY, 11971
ML# :3470466 Located in a gorgeous Bay beach private community, just a stone’s throw from Southold Bay. Waterviews from many rooms and the sprawling backyard. Immaculate, light filled, 5 bedroom/2 bath charmer with room for all. Features include walkout deck, a library, sunroom w/gorgeous Bay views, outdoor showerhouse. Super convenient to fine dining, shopping & wineries - just 5 minutes to either Southold or Greenport....even 3 stellar farm stands just up the road including a CSA. Farm to table heaven! Located within the Park District with access to Founders’ Landing Park’s treasured sandy Bay beach. Everything you need to enjoy your summer on the amazing North Fork! Rental permit #0392; Expiration date 4/7/25.
695 Rogers Rd, Southold, NY, 11971
ML# :3443790 This beautiful waterfront cottage offers panoramic water views and breath-taking sunsets! The home is newly furnished and updated, ready for you to stay the summer months. Relax on the water side deck and enjoy one of the North Forks most beautiful protected tidal saltwater ponds. There is direct water access from the back yard to paddle the day away. Greenport Village shops and restaurants are just 2 miles away. This home is located between bay and sound beaches, farm fresh vegetable stands and wineries too! Available: 2024: July $15, 000 August $15, 000 Southold Town Rental Permit #0511
1875 Bayview Avenue, Greenport, NY, 11944
ML# :3408833 The beautifully renovated Jefferson House is available for you to stay the summer of 2023. Built in 1750 and expanded in the 1830s the home was brought back to life in 2021, keeping much of the original detail intact. Truly the most unique home offered for rent on the North Fork that will amaze you. There are 3 bedrooms for up to 6 occupants. Central air conditioning has been added. Enjoy walking through the 6.8 acres of parklike property, full of mature shrubs filled with a variety of birds and butterflies. The home is located near both the train and bus stops, as well as many wineries and a brewery. There is a park with pickle ball, tennis, track next door, and one of the finest Long Island Sound beaches at the end of Mill Lane. Available: June $15, 000, July $30, 000, August - Labor Day $30, 000, September $15, 000, TWO WEEK STAY $15, 000 - please inquire for availability Southold Town Rental Permit #0669
1685 Peconic Lane, Peconic, NY, 11958
ML# :3212687 Southold, North Fork Estate Bayfront Home... Private location but close to town... Direct bayfront residence with historic provenance and sugar sand beach in woodland setting and complete privacy - but close to village and North Fork amenities (Croteaux is just up lane and NoFo table is a short bike ride away). Broad porch, living room with fireplace, formal dining room, den, large kitchen and pantry...upstairs are five bedrooms, 3 baths in all plus outdoor shower. Outbuilding The Birdhouse features dormitory space for overflow guests with private bath. Direct on the beach setting - sugar sand and carefree days await in an ol’ fashion East End beach house. Permit# 0996
1695 Old Woods Path, Southold, NY, 11971
ML# :3540781 Come to the beautiful North Fork and spend your summer in this outstanding, stylish home in private sound front community at 560 Grandview Drive, Orient. Large bright home with 4 bedrooms and 3 baths, great room with fireplace, primary bedroom en-suite with fireplace, super floor plan and chic furnishings, set on 1 acre, heated pool with Jaccuzzi; ready for your off season or summer vacation and beyond. Close to beautiful beaches, Orient village, and the Jitney. Available June $14K, July $30K, August-LD $35K. Year Round $8, 500/monthly. Rental Permit# 0473
560 Grandview Drive, Orient, NY, 11957
ML# :3526587 Bring your swim suit, flip flops, and summer vibe! This amazing property located in a private beachfront community across the street from a beautiful sandy bay beach. The community is set far off the main rd providing a great ambience of being away from it all! Great place to relax, boat, entertain, dine al fresco, and all things fun in the sun. Lovely updated, immaculate home with 3beds and 2 full baths, office space, living room, dining room, outdoor deck with bay views! Pack some extra clothes, you will not want to go home!
2445 Minnehaha Boulevard, Southold, NY, 11971
ML# :3519239 Southold Goose Creek Waterfront. Immaculate sun-filled home with all you will need to relax and enjoy summer. Large living room, and dining room. Well equipped Kitchen with sliders to deck, Den with amazing water views. Ensuite bedroom with water views, 2 additional bedrooms and bathrooms. Furnished deck and large yard. There is a dock to fish, boat, paddle board or kayak (2 included) from your own dock. A perfect retreat close to all the best of the North Fork. Rental Permit 0691
1175 Waterview Drive, Southold, NY, 11971