ML# :3549344 Welcome to Greenport waterfront! This charming two bedroom, two bathroom furnished vacation rental has everything you need to unwind and relax. This home boasts a great flow for entertaining for the ultimate getaway. A community pool, private beach, dock, tennis and a stone’s throw to town complete the package. Laundry in unit. Prime waterfront location with stunning views from the patio are enviable in any weather. This unit is crisp and clean. Just a few feet from the sandy beach and pool & tennis courts. Close to easy day trips on the ferries to Shelter Island and the Hamptons and near to Long island’s famous North Fork Wine Trail.
35 Stirling Cove, Greenport, NY, 11944
ML# :3547655 Situated in a charming and serene neighborhood in Greenport and located just minutes from both Greenport Village and Southold Town Beach, this recently updated Cape offers 1, 500 sq. ft. with 4-bedrooms, 2-baths and a spacious living area that flows seamlessly into a bright and airy eat-in kitchen. A full, unfinished basement leads out to an expansive, fenced backyard, and the attached 1-car garage and driveway capable of accommodating 2 additional vehicles ensures sufficient parking for tenants. Don’t overlook the opportunity to rent this gem! Please note that the reported square footage is an approximation as the Town of Southold does not have records of the square footage for the second half story.
27 Madison Street, Greenport, NY, 11944
ML# :3529654 Summer in Orient. Relax on the front porch of this 3 bedroom, 2 bath Ranch in Green Acres, a short walk to association Sound beach & Orient State Park. Open floor plan with updated kitchen, wood burning fireplace & rear deck off dining area - perfect for entertaining. Private yard with specimen trees & vegetable garden with automatic sprinkler system. Available MD-LD $19, 000; June $4, 000; July $7, 000; August $8, 000; September $4, 000. Permit # 0208
80 Greenway West, Orient, NY, 11957
ML# :3507694 SUMMER 2024 - 3 Bedroom/2 Bath Home. Open Floor Plan and Vaulted Ceilings. Back Deck and Pool to Enjoy the Days of Summer. Several Nearby Beaches Too! June $15, 000; July $16, 000; August to Labor Day $20, 000; $4, 000 Weekly with Two Week Minimum. Permit #0586.
3045 Rocky Point Rd, East Marion, NY, 11939
ML# :3489910 Cozy ranch home with a backyard overlooking a farm. Heated pool, completely updated furniture, paver patio, fire pit, and bbq. Amazing location with water access for small boats, kayaks, and paddle boards down the road. A beautiful sandy beach less than one mile from the home. Multiple beaches to enjoy! Many extraordinary vineyards less than a mile from the home. Available May - September at $9, 000 per month. Southold Town Rental Permit #0934
885 Little Neck Rd, Cutchogue, NY, 11935
ML# :3471085 Cute as a button cottage located in Gardiners Bay Estates. Tucked away in a private sandy beach community w/ mooring and bulkhead space to tie up to for boaters and a swim platform for summertime fun! Back patio to chill, grill & dine al fresco or screened in porch to kick back & relax, rain or shine. Just 3 miles to Greenport Village, 1/2 mile to Sep’s Farm Stand & Lavender By the Bay & only 7 miles to the Orient Ferry. (Southold Town Rental Permit #0775) Avail. 1st 2 weeks in June, Balance of September after LD & October.
1935 Old Orchard Rd, East Marion, NY, 11939
ML# :3253024 Relax and unwind at this open-concept waterfront home. Situated in a private neighborhood with views of Peconic Bay from most of the rooms. The home boasts 2 new decks, and an updated new master bath. Getaway yourself, or with friends and family. First-floor bedroom and bath. Four beds, 3 baths, in total. Updated master bath with spa-like -Jacuzzi bathtub, rainfall shower head to relax the days away. Private Peconic Bay beach for the neighborhood. Natural Gas for BBQ, Great wrap-around deck to relax and dine by the water with an outside gas fireplace to warm you. Cable/Streaming/Wi-Fi boost for working from home, CAC too. Additional living area in the basement. Outdoor dining is superb facing the water. Close to vineyards, breweries, restaurants, and shopping. Pets are welcome. Available Sept 10-May.
61 Brookside, Jamesport, NY, 11947
ML# :3555244 2024 Rates $3, 500 Year Round, July $7, 500, August-LD $7, 500: Circa 1900 farm house abutting vineyard located in Mattituck-Cutchogue School District. This updated home features an eat-in kitchen, full bathroom, living room, home office and bedroom on main level with 3 additional bedrooms on second floor. Original wide plank knotty pine floors throughout as well. This home is being offered seasonally and year round fully furnished.
19450 Main Rd, Mattituck, NY, 11952
ML# :3553837 Beautiful North Fork home within walking distance to the beach, as well as numerous vineyards, restaurants, and local shops. Upon entering this home, you will enjoy spacious living quarters full of natural light and comfortable furnishings. The perfect mix of modern comfort, the gourmet kitchen boasts stainless steel appliances, gleaming countertops, and a large center island with a breakfast bar. When you aren’t hanging out in the living room, tuned into your favorite show in front of the heat of the fireplace, check out the equally plush bedrooms. Off the primary bedroom, you’ll have access to a walk-in shower and expansive vanity. Additional interior perks include a washer/dryer, central air conditioning, and baby gates. Surrounded by trees, enjoy spending time on the home’s back patio, barbecuing on the gas grill, and gathering around the firepit.
870 Stars Rd, East Marion, NY, 11939
ML# :3547688 Gorgeous turn key fully furnished 1 bedroom 1 bath apartment with close proximity to local restaurants, shops and wineries. Separate Entrance with all utilities included: heat, ac, water, and wifi.
1215 Main Unit 1A, Greenport, NY, 11944