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Vacation rentals in Great South Bay

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Top-rated vacation rentals in Great South Bay

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
The living room features a combination of light blue walls and warm wooden floors. A gray sectional sofa is accompanied by a matching armchair and an ottoman. Natural light filters through multiple windows, and a staircase is visible in the background. A wall-mounted television and decorative plant add to the space.
Home in Patchogue
5 out of 5 average rating, 15 reviews

Cozy Village Home with Hot Tub

Bring the whole family to this great place with lots of room for fun. Just a short walk to the Davis park and Watch Hill ferry to fire island. Walking distance to waterfront restaurants and parks. Close access to public dock. Kayaks and bicycles available on property. 10 min walk to LIRR 5 min walk to Lomardi’s on the Bay 15 min walk into bustling downtown Patchogue village Drive: 15 min to to Land’s End 17 min to LI MacArthur Airport 30 min to Stony Brook University 30 min to vineyards

Superhost
A spacious living area features large glass windows that frame a stunning sunset over the water. The open design enhances natural light, illuminating the room's elegant furnishings and wooden accents. A dining table is positioned near the windows, inviting relaxed meals with a view.
Cabin in Shirley
4.82 out of 5 average rating, 214 reviews

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.

Superhost
Home in Bayport
4.76 out of 5 average rating, 33 reviews

Bayport-2 Bedrooms 1 Bath Modern Coastal Retreat

Welcome to your modern Bayport getaway! This stylish 2-bedroom, 1-bath oasis (Entire 2nd floor of home) offers a bright, open layout with contemporary furnishings, a fully equipped kitchen, and a living area perfect for relaxing. The property is protected with Ring security camera to ensure safety Located minutes from beautiful beaches, a popular winery, Fire Island ferries, lively neighboring towns, local shops, and restaurants. This retreat blends comfort, convenience, and coastal charm!

Top guest favorite
An outdoor deck is seen featuring a spacious octagonal hot tub. It overlooks a calm canal bordered by green grass and trees. Nearby boats are docked, and the tranquil water reflects the clear sky, creating a peaceful atmosphere.
Home in Oakdale
4.9 out of 5 average rating, 176 reviews

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.

Guest favorite
A patio is shown with a wooden table and a dark wicker chair overlooking a scenic view. A clear sky with scattered clouds is visible in the background, along with open fields and distant structures. Utility poles line the road, adding context to the setting.
Home in Patchogue
4.93 out of 5 average rating, 156 reviews

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.

Top guest favorite
The exterior of a charming cottage displays a white facade with dark blue trim and a welcoming front door. A well-manicured lawn featuring stepping stones leads up to the porch, surrounded by colorful flower beds and greenery.
Home in Patchogue
4.99 out of 5 average rating, 109 reviews

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!

Top guest favorite
A comfortable living area features a light-colored sofa facing a wall-mounted television. A small dining table with two chairs is positioned nearby. Natural light enters through a door leading to an exterior space, and wooden flooring complements the overall layout.
Apartment in Central Islip
4.95 out of 5 average rating, 170 reviews

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 - 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.

Superhost
Apartment in Central Islip
4.82 out of 5 average rating, 107 reviews

Cozy apartment with private entrance

Cozy apartment for single or couple in the heart of Long Island. This new listing is located on the first floor of a 2 story house with its own entrance. As you walking you are greeted with a nice living room with a pull sofa, a dining table a well equipped kitchen and a nice size bathroom. The bedroom has a queen size with comfortable bed set for a wonderful night.

Top guest favorite
A bright and spacious living area features a light-colored sofa, a glass coffee table, and a large television mounted on a wall. Natural light enters through the windows, and a ceiling fan adds to the comfort. Decorative shelves with dishware complement the modern decor.
Apartment in Patchogue
4.97 out of 5 average rating, 71 reviews

Heart of Patchogue Village Private Apartment.

Enjoy a stylish yet cozy experience at this centrally-located place. LOCATION !! LOCATION !! LOCATION !! Newly Renovated in 2024. 2 Bedroom Apartment in Patchogue Village. 5 Minute Walk to the Ferry to Fire Island and 4 Minute Walk to Main Street Four Corners where all the Action is !! Bars, restaurants, Theaters, local and social life fun for all ages.

Top guest favorite
A modern living area features a light-colored sofa and a round glass coffee table positioned on a soft area rug. Tall shelving units display decorative items and plants, while an abstract artwork hangs above a mounted TV. Natural light floods the space through large windows.
Home in Patchogue
5 out of 5 average rating, 45 reviews

4 Bedroom in Vibrant Patchogue Village!

Convenient location! A two minute drive to the town of Patchogue with vibrant restaurants, shops, and entertainment. 5 Minute drive to Fire Island Ferries, 3 minute drive to LIRR, and walking distance to a newly rennovated park and tennis courts. About 1 hour drive to NYC, about 30-45 mins to the Hamptons and wineries, and 10 Minutes to MacArthur Airport!

Top guest favorite
Home in South Farmingdale
5 out of 5 average rating, 29 reviews

One-Bedroom Modern and Luxurious Retreat

One bedroom, one bathroom guest house in Farmingdale. Welcome to “The J’s”, a new construction designed for guests who appreciate modern style, warm comfort, and a touch of luxury. Perfect for getaways, business travelers, extended stays, or special occasions, The J’s offers a private, quiet retreat with all the comforts of home.

Guest favorite
A light and airy living area is furnished with a cream-colored sofa and a glass-top coffee table. Decorative wall art enhances the space, complemented by soft lighting from a modern ceiling fixture. A potted plant adds a touch of greenery, contributing to a serene environment.
Apartment in Patchogue
4.9 out of 5 average rating, 67 reviews

Modern Apartment, Close to Main St.

Stylish 2-bedroom apartment in vibrant Patchogue Village, renovated 2024. Features modern decor, WiFi, and tiled bathroom. Enjoy a fenced backyard with patio, fire pit, and BBQ. Pet & family-friendly with free driveway parking. Minutes to Fire Island ferry, lake access, and an hour from NYC/Hamptons. Comfortably fits 4-6 guests.

Popular amenities for Great South Bay vacation rentals