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Bellport Captain's Carriage House (2 Floors)

Built in 1876, The Captain’s Carriage House is a private two-story guest cottage in the heart of Bellport—central, yet your own oasis. Tucked behind hedges, this historic hideaway offers Village vibrancy + convenience just steps away. French doors open to a bright living/dining space where beach-chic style meets modern comfort with fast WiFi, Smart TV with Netflix, Bosch AC/heat, and a full kitchen. Plus, gas burning fireplace for fall stays. Upstairs, a King bedroom + en suite full bathroom.

Family Cottage with 4 King Beds and Fire Pit

Escape to Norwalk Cottage, a beautifully designed 4-bedroom, 2-bath home perfect for 8 guests. This family-friendly getaway features a fully stocked kitchen, cozy fireplace, and a fun basement playroom. Relax in the private backyard with a deck, grill, and fire pit. Located on the quiet Norwalk/Westport border, you're just minutes from Calf Pasture Beach, great restaurants, and the vibrant SoNo district. Enjoy central air, fast WiFi, and a dedicated workspace for the perfect year-round escape.

A-Frame cabin with private beach & epic sunsets

Just a 1.5 hour drive from NYC, this home is the perfect beach getaway spot, with a few steps from the deck to the private beach with its beautiful view across the Great South Bay. Remote work with stunning water views through the wall of windows & in cold weather light a fire while sunlight floods the living space. Two queen bedrooms & bunk bed room sleeps 6 guests, great for families or a small gathering of friends. 5 min drive to ocean beach with great swimming & surfing at Smith Point.

Charming 2 Bedroom apartment

Enjoy our charming 2 Bedroom apartment that is in a quiet and friendly neighborhood in a cul-de-sac. Private entrance on first floor of our house with 2 Bedrooms, 1 Bathroom, Living room, Dining area, and a Kitchen. Close to: Main highways (Sunrise HWY/Long Island Expressway), Grocery stores, Winery & Vineyards, Davis park ferry, Downtown Patchogue village (Restaurants, bars, breweries, shopping), Beaches, Top Golf, MacArthur airport, Long Island Community Hospital, St Joseph’s College.

Brand new house with an all year round hot tub.

Your family will be close to everything when you stay at this centrally-located place. Very close beaches near dune road. Movie theaters, supermarkets, liquor store, farms and a bunch of local restaurants that you can visit.DJs are not allowed. Loud music and parties are strictly prohibited. It's a very quiet, relaxing, and peaceful neighborhood. No smoking inside the house.check in 3pm check out 11am extra charge. If you don't check out 11am.a minimum of 5 cars, no more than 5 cars

By NYC & Hamptons - Hot Tub, Pool Table, Speakeasy

Welcome to Coast to Coast - the perfect getaway from NYC! You may have heard about our new little secret - but you’ll have to come see it for yourself to believe it! Step back into prohibition era Long Island in our hidden speakeasy! Right by Smith Point Beach, we provide accommodations that go above and beyond- this is not your average AirBnB! Soak up the sun at one of LI's top beaches, then enjoy complimentary Netflix, Hulu, cable and more while you shoot pool or play games.

Harborfront Star Walk to Harbor & Village

Leave your car parked , hang your keys, and step into the charm of Port Jefferson Village from this beautifully styled coastal retreat. Perfectly located just steps from the waterfront, placing you within easy walking distance of the marina, Harborfront Park, boutique shops, cafés, restaurants, and the ferry. Whether you’re here for a relaxing getaway, visiting Stony Brook, or exploring Long Island’s North Shore, this home offers the perfect blend of comfort, style, and location.

Cozy craftsman style home close to beaches

Feel refreshed when you stay in this rustic gem. 10 minutes from the fire island beaches this newly renovated home will take your breath away. 20 minutes from local wineries theres no shortage of things to do. This is a single dwelling home. There is a basement apartment with a separate entrance. The tenant does not have access to the house. Everything pictured is yours to use! Kick your feet up and enjoy the details of this handcrafted home. Tree house inside and out!

Studio in Cool Patchogue Village

Peaceful private space in Dutch Colonial. Cathedral Ceilings, mini-fridge (light cooking only). Centrally located to Patchogue Vill., Sunrise Hwy, the Bay, St Joseph's Univ, LIRR, Fire Island Ferries. Bikes available. Short ride to Quaint Bellport Village, Suffolk Comm. College, Stonybrook Univ & BNL. Hospitals: LI Community, Good Sam & South Shore. 1/2 hr to W.Hampton & the vineyards. NYC- 1 hr w/LIRR. FYI- I ONLY HOST GUESTS WITH GOOD REVIEWS

Medford Seclusive Getaway

A weekend getaway at Medford Seclusive offers a perfect escape for relaxation and recreation. Imagine checking in and settling into your comfortable accommodations. Perhaps a room overlooking a plush garden or the sparkling pool. You’ll spend the weekend enjoying a variety of activities, like playing a game of ping pong or cornhole. Evenings might involve a fire side chat at the outdoor fire pit. You’ll check out feeling relaxed and rejuvenated.

Spacious one Bedroom Apt with private entrance

Beautiful spacious Apartment w/ private entrance. 1 master bedroom w/Queen bed, dresser, closet & Flat screen T.V. Full kitchen & dining.Gas stove & oven. Living room W/Flat screen T.V, Sofa bed. Renovated bathroom w/shower. Ideal for a weekend get away or work trip. Located minutes from Stonybrook University/Hospital. Convenient to Long Island Airport &Long Island Railroad. If you’re looking for good food & shopping you’ll love it here.

Captain's Cottage on Working Farm with Animals

Charming, fully renovated cottage with cathedral ceilings and private deck. Home has a separate queen bedroom, kitchen and living room on the main floor with small stove fireplace. There is a small loft on the 2nd floor with 2 twin beds accessed by a library ladder (note: no standing headroom in loft). Private outdoor deck with seating and BBQ. Fast wi-fi, laundry access and pet friendly.