
Vacation rentals in Great South Bay
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Top-rated vacation rentals in Great South Bay
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Kellie's Kottage AKA tiny house
My tiny house is clean, cute&cozy. Fenced in yard lot of sun. Parking on premises. Full bed, Refrid, Microwave, Keurig . Heat & air conditioning, outsideshower is seasonal. no shower, to cold.Great if you want to visit your family but not stay with them🤣 3 blocks from lake, less than mile from a 100 stores. If you want to go to the beach, towels + extras to use. Radio,cd player, TV Patch Village is 2miles away. EZ access to hwys. Quiet area great place to relax.wifi,Roku,Bluetooth speaker

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.

Cozy studio w/ private entrance
Perfect for solo travelers or couples.This new, cozy studio is part of a larger home but fully self-contained w/ its own entrance. Inside, you’ll find: - A comfy living area with a pull-out twin bed and seating - A kitchen with essentials for light cooking - A private bathroom with shower, towels, and toiletries - High-speed Wi-Fi and a flat-screen TV Though attached to our home, your space is private. Located in a quiet neighborhood, close to attractions, restaurants, and transportation.

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.

Waterfront Round House View
A unique little beach house on the south shore of long island with the most beautiful view. The house is located on a canal. Dock is available! **We have Paddle Boards, Surf Boards and 3- 2 person Kayaks onsite for you to use during your stay. You can get to the Great South Bay by paddling to the mouth of the canal. And you can get to Fire Island by hiring a Water Taxi to pick you up! The octagon house was built in the 1970s. It's recently been refreshed with all new beds & linens.

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.

The Harbor House: Beachfront Home 1 hour from NYC
FEATURED #1 on Refinery29's "11 Best Beach Houses Near NYC" Welcome to Long Island’s iconic Gold Coast! Wake up to sweeping waterfront views and, if you’re lucky, catch a glimpse of our local bald eagle family soaring overhead! Explore nearby gems like the Vanderbilt Mansion & Planetarium, Caumsett State Historic Park Preserve, Del Vino Vineyards, and the lively Paramount Theatre. Stroll through Downtown Huntington or Northport Village for boutique shopping, great restaurants.

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!

Toes in the Sand Beach Cottage
Quaint Beach Cottage , on your very private beach on the bay , put your toes in the sand and enjoy this beautiful space! The cottage sleeps 4 people comfortably. There is a queen sized bed in the bedroom and the sofa has a pull out trundle which sleeps two people. Patchogue village is 1 mile away to enjoy exceptional restarants and bars , Davis Park Ferry is close by and you can get to Davis Park in 15 minutes by ferry. Kayaking and Paddleboards are fun on this beach !

NY Waterfront Home with Private Beach Access
Breathtaking views of the Great South Bay and Fire Island from this updated home sitting on almost two acres of stunning prime waterfront property. The large deck is perfect for relaxing. The property has one of the few natural cut-outs with a path to the water.Near the Fire Island Ferry, Patchogue train station and wonderful restaurants of both Bellport and Patchogue Village as well as the nearby Hamptons and Wineries of Long Island.

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.
Popular amenities for Great South Bay vacation rentals
Other great vacation rentals in Great South Bay

Stunning Guest Suite in Medford

South Shore Studio

Fire Island Pines paradise.

Cozy Modern Getaway

Peaceful living Bayshore- Walk to Ferry & LIRR

Spacious one bedroom apartment w/private entrance

Fire Island Pines Waterfront Oasis - Pool & HotTub

Peacocks Perch
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