Holiday rentals in Bellport

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

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.

Home away from Home!

Whether traveling for business or pleasure you will be close to everything when you stay at this centrally-located place. Many comforts of home Minutes from two major roadways, Sunrise Hwy and Long Island expressway. 3 minutes-Shopping Center. 3 minutes to Pickleball Heaven 11 minutes-Topgolf. 15 minutes- LI MacArthur Airport. 12 minutes-Patchogue Village-many restaurants and bars. Train Station-can take to NYC or Hampton/Montauk 20 minutes-Ocean-Smith Point Beach 30 mins-Hamptons

Trendy Ranch in Bellport Village

Escape to this stylish, luminous, newly remodeled, 3 bedroom, 2 bath ranch home in Bellport Village. Flooded with natural light from skylights & French doors that open to a large, lushly landscaped yard with brand-new, heated, gunite swimming pool. Great room offers a generously spaced open-plan kitchen, dining, and living room with vaulted ceilings that connects to a media room with a 65-inch TV screen. Master BR offers king bed with luxury linens/bedding & open views of spacious yard.

Waterfront next to Bellport

Enjoy stunning direct waterfront views of the Great South Bay from this newly renovated 3,200 sqf house. Swim off the back of your yard or at the property pool and at a private beach. Water views full and/or partial from every bedroom in the house. Three houses away from Bellport golf course and a short drive (1.5 miles) to Bellport downtown with small shops, cafes and restaurants. The water and the property are separated by a bulwark. Observe beautiful swans near the property daily.

Joyful Beach House, viewing The Great South Bay

Amazing Great South Bay view with access to Shorefront and Rider Parks. This Ranch has an unobstructed view of the Shorefront Band Shell. Watch concerts and sunsets from the comfort of your patio. Walk down to the Patchogue Beach Club and enjoy the pool and beach. This open-concept home has 2 bedrooms, one bath, a remodeled bathroom, and a kitchen. The kitchen has stainless steel appliances, a farm sink, and a butcher block countertop with natural lighting that will brighten the home.

Hamptons Style Cottage close to everything!

Hamptons style cottage home is family friendly with a wonderful, fully equipped, kitchen to cook-in and spa inspired marble bathroom with huge shower and soaking tub to relax in. Rear patio with nicely landscaped yard shaded or unshaded by a large retractable awing. Located in Patchogue on a quiet block just a short walk to the fire island ocean ferries, restaurants, town's bustling main street, local bay beaches, and parks. Perfect for a weekend getaway or an extended stay!

The Stella ~ A 1920s Beach Bungalow

Welcome to The Stella, a thoughtful 1920's home set in the heart of Bellport Village. This is the place for a summer romance, a family gathering, or a creative re-centering. Inspired by the subtle palette and refined geometry of the American artist Frank Stella—who often spent time on Long Island—The Stella enjoys close proximity to many beaches and wetlands. ~ ask about our monthly winter rates for 2025-2026 ~

Quaint Cottage on Long Island's South Shore.

The Cottage is a lovely space enclosed in hedges for privacy on a one acre property. I do have 3 dogs, they are kept in a separate gated area on the property. The cottage is located 3 miles from downtown Patchogue which is enjoying a renaissance. There are many restaurants and cultural activities as well as ferry access to Fire Island (Davis Park) in the warmer weather. We are also the "Gateway" to The Hamptons.

Monkey Puzzle - Renovated Cottage in Bellport

Monkey Puzzle is affectionately named for a well known tree in the front lawn of this house, it seems that everyone in town is familiar with our Monkey Puzzle tree. We purchased this house last summer and have done a total renovation to get it ready for Summer 2026. Everything in Monkey Puzzle is brand new; including 2 bathrooms, kitchen cabinets and appliances, central air, and an amazing gunite pool.

Guest House retreat with amazing pool !!!

Slice of Heaven #2 Bellport Village, a destination town overlooking the great south bay as seen in Coatal Living's top places to vacation. Written by Coastal Living: a gorgeously unassuming little seaport on long Island's South Shore, this village holds a royal flush of pleasures- A small town community feel, colonial style architecture, and even its own performing arts center, all 90mins from NYC.

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.