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 on cold days and winter months. 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.
61 Brookside, Riverhead, NY, 11947
ML# :3585180 Beautifully Renovated in 2023. 3 Bedrooms/2 Bathroom. One Floor Living with Deck and Nice Yard. Fully Furnished. Available January 2025 to April 2025. THIS IS NOT A YEAR ROUND RENTAL.
3670 Rocky Point Rd, Southold, NY, 11939
ML# :3569028 Beautifully updated Greenport Village home available for the summer on 1st Street. This home offers comfort with quality interior finishes and detail. There are two bedrooms, bathroom, kitchen, dining room, living room with gas fireplace, central air conditioning, full basement and a detached garage. Enjoy the private back yard too! The location is amazing and perfect for access to Greenport Village shopping, restaurants, fitness, and transportation. Greenport Village rental permit #24-079.
630 1st Street, Southold, NY, 11944
ML# :3566958 Historic Main Bayview schoolhouse converted to country residence located at 5650 N Bayview Road, Southold. Available for winter rental, September 3, 2024 - June 30, 2025 $3, 900 per mo plus utilities, etc Country residence features 5 bedrooms in historic Main Bayview Schoolhouse converted to residence - sleeps max 10 people. Pet friendly. Equidistant to Cedar Beach and Goose Creek Beach. Moments to village of Southold, North Fork wine trail, area shops and top tier restaurants. An ideal vacation destination OR winter residence. Private fenced yard. Living room features woodstove. Finished lower level offers playspace or make it a home office. Rental Permit #0336
5650 North Bayview Rd, Southold, NY, 11971
ML# :3542413 Lovely, sunlight filled ranch in ’Orient by the Sea’ community. Fully furnished, just 4 houses to gorgeous, private LI Sound beach. Eat in Kitchen, Dining & Living rooms, Ensuite primary, 2 add’l bedrooms & 2nd full bath. Front & back porches and spacious yard. Nearby Orient State Park offers miles of hiking, cycling trails, birding, wildlife viewing and a miles-long, sandy Bay beach. Scenic 10 minute drive to Greenport. Rental permit # 1100 exp. 3/25/2026.
990 Three Waters Lane, Southold, NY, 11957
ML# :3590837 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, Southold, NY, 11944
ML# :3586378 3 Bedrooms, 1 Bath, Living Room, Dining Room, unfinished basement. Convenient to all.
637 W Main Street, Riverhead, NY, 11901
ML# :3103605 SEASONAL RENTAL available summer 2025. Just two blocks to a sandy bay beach, this charming 1-bedroom cedar shake cottage Is the perfect summer getaway. The bedroom has a queen size bed, the bathroom Is completely renovated. The living room has a futon sofa, and the spacious eat-in kitchen features full size appliances. A furnished brick patio runs the length of the cottage, complete with gas grill. Great value with utilities included. NOT available year-round. New Suffolk is a historic maritime hamlet at the heart of the North Fork, with two restaurants and great beaches. Moments from renowned wineries and farms.
16640 Main Street Unit Cottag, Southold, NY, 11956
ML# :3582754 Welcome home to this Charming, fully Furnished and Recently Renovated Cottage. No detail has been spared in making this a cozy and comfortable retreat. The home offers 2 bedrooms, a fully equipped kitchen with Stainless Steel Appliances, Vaulted Ceiling Living Room, a full bathroom and a bonus room with laundry and extra room for convenience. Step onto the deck and you’ll find yourself in a private and tranquil backyard, and with the beach just two minutes away, you’ll feel like you’re on vacation everyday.
16 Overbrook Street, Riverhead, NY, 11901
ML# :3581680 Updated Vintage Bungalow with Full Basement and Detached Garage. Hot Air Heat and Central Air Conditioning. Close to Village Center, 2 Marinas and 2 Beaches. 295 Sterling Place is also known as 505 Sterling Place. Year Round Rental at $3, 500 per Month. Pets Considered.
295 Sterling, Southold, NY, 11944