Holiday rentals in Great South Bay

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Top-rated holiday rentals in Great South Bay

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Guest favourite

Flat 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 favourite

Flat 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 favourite

Flat 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 favourite

Flat 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 favourite

Home in Holbrook

4.9 out of 5 average rating, 281 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 favourite

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 favourite

Flat in Port Jefferson Station

4.9 out of 5 average rating, 116 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 favourite

Flat in West Babylon

4.99 out of 5 average rating, 201 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 favourite

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 favourite

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 favourite

Home in Ronkonkoma

4.84 out of 5 average rating, 174 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 favourite

Guest house in Sayville

4.97 out of 5 average rating, 207 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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Popular amenities for Great South Bay holiday rentals

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Other great holiday rentals in Great South Bay

Guest favourite

Private room in Brentwood

4.9 out of 5 average rating, 207 reviews

Cozy/ Private Studio near Community College

TakaraRating, 5 stars2 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 favourite

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 favourite

Cottage in Patchogue

4.97 out of 5 average rating, 39 reviews

Cottage on the Beach Toes in the sand

StephanieRating, 5 stars6 days 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!

Flat 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.

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 favourite

Private room in Saint James

4.95 out of 5 average rating, 226 reviews

Cozy Cottage with all the conveniences.

BelindaRating, 5 starstoday

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 favourite

Home in Copiague

4.88 out of 5 average rating, 34 reviews

Newly built and renovated

John JoeRating, 5 stars1 week ago

Davit’s place was perfect for my stay. Quiet, big, clean space with parking. There was even a washer and dryer (I spilled something on myself). I will be back if I’m in the neighborhood again.

Guest favourite