Holiday rentals with a fireplace in Shirley

NEW*Resort-Style Home w/ Pool, Bar&Outdoor Kitchen

NEW*Welcome to your private Bellport retreat, perfect for families or friends. This comfortable 3-bedroom home features a cozy living area with an enclosed stove and a unique bar room for entertaining. Step outside to a resort-style fully private backyard with a private pool and waterfall, outdoor shower, and full outdoor kitchen with BBQ and dining space. Located near BellportVillage,beaches,and the Fire Island ferry perfect for winter and summer getaways and peaceful weekend away from the city

Chic Artist Loft Cottage

We loved all things SEA…my family built this special Artist Loft Tiny Cottage Retreat. Over the years, family & guests have created beautiful memories here. The Cottage has a large fenced yard, & deck. The inside is an open layout, light and airy. It is very clean and designed with care. The living rm area has a sleeping sofa with a staircase to the loft that has a platform bed and a tiny twin cot. The kitchen is fully equipped & there is a full bath & W/D. 1 mile to Main St/1.5 mi. to Beaches.

Lovely Loft Apartment with Private Beach Access!!

Come enjoy your stay on the east end of Long Island in this charming Loft Apartment with only a 7 min walk to the private beach! North Fork local farms and wineries are just minutes away. Whether you are coming out for Apple/ Pumpkin picking, to have a quiet place to work, or just to enjoy a relaxing getaway, you will certainly leave feeling refreshed. There is High Speed wifi, Private yard with bbq, outdoor furniture, and a fire pit. Driveway parking. Rapid EV car charging also available.

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.

Modern farmhouse w/ pool, beach, horses and winery

A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.

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.

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

Luxury modern farmhouse with heated pool & hot tub

*Pool is now open until late October This beautiful modern farmhouse is located on a one-acre lot and features a custom designed open-concept living space with vaulted ceilings that opens directly into a pool area. Hidden behind a bookshelf, you'll find a gorgeous game room with a piano and a pool table that can be easily converted into a ping pong table or working space. Please note that we do not allow weddings and events at this time.

Modern Home “Near The Hamptons”

This stylish place to stay is perfect for a great vacation or staying. Modern design, clean, peaceful, huge backyard. Tons of natural light, electric fire place, high tech fixtures, 1/3 acres. Fenced in. Corner lot property. Property is centrally located to all. 5 minutes to Sunrise Highway. 5 minutes to Lidl supermarket, Shop Rite, store shopping, restaurants. 20 min away to Riverhead. 25 minutes to vineyards. 3 minutes away from LIRR