Vacation rentals in Great South Bay

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Top-rated vacation rentals in Great South Bay

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Guest favorite

A bright living room area features a sectional sofa and a coffee table set on light carpet. A smart TV is positioned on a low stand, and natural light enters through a skylight. Decorative curtains frame the window, adding a touch of style.

Apartment in Medford

4.88 out of 5 average rating, 139 reviews

Cozy Apartment with King Bed - Separate Entrance

Enjoy your stay in this private, clean and comfy environment. Space offers a bedroom with a king size bed and a desk for at-home work. Living room includes a smart TV and a sectional. Unleash your inner chef! Access to kitchen utensils, dinnerware, and pots/pans. Free parking on premises. Convenient location with many necessities nearby (mall/gas station/restaurants). We are located 2 mins from I-495 and 15 mins from Macarthur airport. Great for visiting family in Port Jefferson, Patchogue, etc!

Guest favorite

A modern living area is showcased with a gray futon adorned with decorative pillows. A white coffee table sits on a soft area rug, while a microwave and refrigerator are positioned against the wall. Soft lighting enhances the clean tile flooring.

Apartment in Patchogue

4.88 out of 5 average rating, 219 reviews

Private 1br Apartment on Long Island

Bright & clean 1br apartment with private entrance on a quiet street. Refrigerator, microwave, keurig incl 2 miles to downtown restaurants, bars, breweries, shopping 10 miles to winery & vineyards 3 miles to beaches 3 miles to Fire Island Ferry 30miles to NYC 3 miles to Baseball Heaven 10 miles to Stonybrook University & hospital 1 mile to public horse farm & stable 3 miles to St Joseph's College .5 mile to Long Island Community Hospital 1 mile to hiking 45min to JFK 10min to McArthur airport

Guest favorite

A handwritten note is displayed on a textured green background. The note expresses gratitude and satisfaction with a stay at the property, emphasizing comfort and relaxation. The pen strokes are clear, and the paper is slightly wrinkled, indicating personal use.

Apartment in Bayport

4.92 out of 5 average rating, 131 reviews

Private Studio in Lovely South Bayport

Our studio offers a sequestered nook in lovely south Bayport. The freshly painted/ floored 400 sq ft. offers: 1 queen bed (Drexel Heritage pillow-top mattress) with higher-end bedding, 2 king pillows, x-tra blankets. Large bathroom with roomy shower, good bath linens. Wifi, Roku television as well as contactless check-in & out with keyless locks. Close to ferries to several FI beaches. Close to main street for services/ restaurants. Walk to two parks. Dedicated off-street parking. NO SMOKING

Top guest favorite

A charming street scene features a traditional clock with Roman numerals set against a backdrop of quaint shops and brick buildings. Lush trees provide shade, while an American flag gently waves in the breeze. The welcoming atmosphere invites leisurely strolls along the sidewalk.

Apartment in Sayville

4.97 out of 5 average rating, 164 reviews

1 bedroom apt In the beautiful town of Sayville

Second floor apartment ideal for a couple in the heart of Sayville, South Shore Long Island. 5 minute walk from LI Railroad, 2 minute walk to quaint town and a 20 minute walk to Fire Island Ferry terminal for a beautiful ride to the renowned Fire Island beaches. No need for a car, just hop on the train to Sayville station and everything is in walking distance. Ferries go to Cherry Grove Fire Island Pines and Sailors Haven where you'll enjoy the best beaches and nightlife on the east coast.

Guest favorite

A spacious studio is featured, showcasing a queen-size bed with light bedding. Natural light bathes the room from two windows, flanked by gray curtains. A small living area is presented with a gray accent chair, a black coffee table, and a dark dresser, enhancing the cozy setting.

Home in Holbrook

4.9 out of 5 average rating, 282 reviews

Cozy studio

We are 10 minutes away to MacArthur Airport in Islip, 5 minutes to shopping center where you can find supermarkets, restaurants, and stores. We are 10 minutes away from LIRR train station where you can get a ride to Manhattan. Although the studio is centrally located a car or Uber is recommended,. You'll have your own bathroom, kitchen with microwave, coffee maker, toaster, fridge, air conditioner, tv with cable and internet. Our study is a FREE SMOKING PLACE! Not smoking or vaping!

Guest favorite

Home in Patchogue

4.93 out of 5 average rating, 126 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.

Guest favorite

A tranquil marina scene depicts several sailboats and yachts docked alongside wooden piers. Lush greenery lines the shoreline, contrasting with the clear blue sky. Calm water reflects the boats and surroundings, creating a serene ambience.

Apartment in Port Jefferson Station

4.9 out of 5 average rating, 119 reviews

The Elite Enclave

Welcome to our newly expanded and renovated Airbnb home! This elegant and modern space has been meticulously designed to provide travelers with a comfortable and unforgettable experience. Outfitted with state-of-the-art amenities and conveniences, every detail of this home has been carefully considered with your comfort in mind. Ideally located just an 8-minute drive from the Bridgeport & Port Jefferson Ferry. We are dedicated to making your stay with us truly exceptional.

Top guest favorite

A full bathroom is presented, featuring a bathtub with a shower curtain adorned in a floral pattern. A sleek vanity with a white countertop and a mirror above provides functional space. Natural light filters through the window, illuminating the earthy tile accents.

Apartment in West Babylon

4.99 out of 5 average rating, 202 reviews

Loft 36 | King Sized Spacious Apartment

Welcome to Loft 36. A modern *private upstairs apartment* in a safe residential Long Island Neighborhood. Spacious and fully furnished with a private keyless entrance. Centrally located in the heart of WEST BABYLON. We are a quick trip to Babylon Village shops, bars, and restaurants, Tanger Outlets, Jones Beach, Robert Moses, and Marina Beaches. Ferries to Fire Island also close by. About an hour drive to New York City via nearby expressway or a 65 minute railroad ride.

Top guest favorite

Cottage in Patchogue

4.94 out of 5 average rating, 239 reviews

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.

Guest favorite

A modern shower space features sleek, dark tiled walls that reflect the light, creating a contemporary feel. A rainfall showerhead is positioned above, with a small shelf for toiletries. The glass door adds a sense of openness while maintaining privacy.

Guest suite in Patchogue

4.88 out of 5 average rating, 426 reviews

In-Law apt a block away from Patchogue Bay

Entire In-Law apartment in Patchogue NY! Ideal location: 10min walk to Davis Park ferry, 2min walk to the bay and Great South Bay Festival, 15min walk to the town, 10min walk to the train station! 1 bedroom, 2 beds (1 queen, 1 futon: full size). Private entrance, on the second floor of our house. Bikes available on request to cruise around.

Guest favorite

A spacious backyard is shown, featuring a well-maintained lawn and a patio area. In the background, a table and several chairs are positioned for outdoor seating. A grill is visible nearby, surrounded by trees that provide shade.

Home in Ronkonkoma

4.84 out of 5 average rating, 175 reviews

Convenient home in Ronkonkoma

Charming cape that is completely private. This is not an apartment within a house. The entire home and yard are yours to enjoy with complete privacy. Conveniently located 6 blocks from LIRR Ronkonkoma Station, 2 miles from Islip MacArthur Airport, and 1 mile from Long Island Expressway. 5.5% Occupancy Tax included.

Guest favorite

Guesthouse in Sayville

4.97 out of 5 average rating, 208 reviews

Great South Bay Cottage

Fantastic private cottage on Long Island's South Shore. Great access to the best beaches in the world (walk to bay, ferries to ocean). Short train ride to/from NYC, Wineries & The Hampton's. Experience the Island’s charm and culture. Enjoy Long Island summers. We employ a professional cleaning regiment.

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Other great vacation rentals in Great South Bay

Guest favorite

A charming exterior view of the studio apartment features a light gray wooden façade and a stone accent foundation. A white railing borders a covered porch area, with large windows allowing ample natural light. The driveway is visible, leading up to the entrance.

Private room in Brentwood

4.9 out of 5 average rating, 207 reviews

Cozy/ Private Studio near Community College

TakaraRating, 5 stars3 days ago

this was our third or fourth time staying at elvia's place. very nice and cozy place. always a great place and spot. elvia is very nice and kind. great host. definitely will book again.

Top guest favorite

An outdoor seating area is presented featuring modern furniture on a wooden deck. A coffee table is positioned between two sofas, with a refreshing pool visible in the background. Lush planters and landscaping elements frame the space, creating a serene environment.

Private room in Shirley

4.95 out of 5 average rating, 131 reviews

Peaceful & private room + bath, 2 miles to beach

NelsonRating, 5 stars6 days ago

Great location in Long Island. very helpful hosts. best airbnb hosts ever . beautiful house. first floor bedroom. very nice pictures. bathroom is very nicely done. enjoyed our stay. will definitely return. Eastern long island is very nice area to visit. highly recommended.

Top guest favorite

A well-maintained outdoor area features two blue lounge chairs facing a sandy beach. Pathways of stepping stones lead towards the water, framed by green grass and beach access. A gazebo is positioned nearby, complementing the serene coastal view.

Cottage in Patchogue

4.97 out of 5 average rating, 39 reviews

Cottage on the Beach Toes in the sand

StephanieRating, 5 stars1 week ago

Lovely, cozy cottage in a safe town with a beautiful view! The bed was so comfortable and everything was so clean. We appreciated the little sweet touches that were left for myself, my husband and our pup. We thoroughly enjoyed our trip to Patchogue and would absolutely stay here again whenever we come back to visit!

A well-arranged studio kitchen space is visible, featuring a white refrigerator and black microwave. A small dining table with two chairs sits adjacent to a door, while a TV stand is positioned in the corner. Natural light filters through a window covered by yellow curtains.

Apartment in Central Islip

5 out of 5 average rating, 4 reviews

Private Studio Apartment (Elm)

NicoleRating, 5 stars2 months ago

We enjoyed our stay. It was very clean and Cristian was helpful and communicated well.

A well-lit bathroom features light blue patterned wallpaper, a sleek white door, and a vintage-style sink. A mirror with a decorative frame is mounted above the sink, while a towel holder and a cushioned bench add functional elements to the space.

Home in Bellport

5 out of 5 average rating, 4 reviews

Bellport Village Retreat

Dean And AnneRating, 5 stars2 months ago

Karen’s home was so beautiful, well decorated and comfortable. The home was very well equipped with everything we needed including high end amenities all throughout the home and a chefs kitchens dream. We have stayed in Airbnb’s in many parts of the country and the home far exceeded our expectations. On top of that Karen was a kind and responsive host. We really would give this host and home 10 stars if that was possible. Highly recommend that you book the home of you have the opportunity.

Top guest favorite

A well-appointed bathroom features a classic clawfoot bathtub and a white pedestal sink. Natural light filters through a window, illuminating the soft blue and cream color scheme. Towels and a bath mat are neatly arranged, contributing to the tidy appearance of the space.

Private room in Saint James

4.95 out of 5 average rating, 226 reviews

Cozy Cottage with all the conveniences.

BelindaRating, 5 stars1 day ago

My son and I needed a place to stay and do what a lovely house it was. Full antiques a beautiful garden in the back and what an excellent host Ted was.

Guest favorite

A spacious living area is highlighted by a striped sofa and a white bed with dark bedding. A dining table and chairs are positioned near the kitchen, which features modern appliances. Soft lighting enhances the bright, neutral-colored space.

Home in Copiague

4.89 out of 5 average rating, 35 reviews

Newly built and renovated

JoeRating, 5 stars1 day ago

Davit was an excellent host, and the place was wonderful. It is in a separate building detached from the main house. Everything can't be more than a year old. I think the place was roomier than it looked in the pictures. The few questions I had upon checking in were answered promptly and helpfully.

Guest favorite