Vacation rentals in Great South Bay

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Top-rated vacation rentals in Great South Bay

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Guest favorite

Apartment in Patchogue

4.88 out of 5 average rating, 150 reviews

1 Bedroom 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

Sep 15 – 22

€ 117 per night

Guest favorite

Apartment in Deer Park

4.96 out of 5 average rating, 113 reviews

Best Studio-Private Entrance+Parking-Close To All

Make yourself at home! This Deer Park Den is your perfect suburban hideaway in the heart of Long Island, close to everything and right in the middle of all the fun. Walking distance to lots of great restaurants that give you plenty of great options for ordering in or dining out. Other local destinations include: - Tanger outlets (1 Mile) - Heartland Golf Park (1.5 Miles) - Edgewood Oak Brush Plains Preserve (0.5 Mile) - Robert Moses state park (12 Miles) - Sunken Meadow state park (12 miles)

Mar 16 – 23

€ 127 per night

Guest favorite

Apartment in Stony Brook

4.99 out of 5 average rating, 130 reviews

Home Away From Home To SBU & SB Hospital

Stay in our private studio apartment that has the vibe of warmth and serenity. It is situated in a quiet neighborhood of Stony Brook with beautiful tree-lined streets. The studio has a warm and rustic feel and detailed amenities to make your visit a pleasure. It is perfect for someone traveling for business at Stony Brook Hospital or for parents or grandparents of a student attending Stony Brook University (5 minutes). It is great for couples attending a wedding at the Harbor or nearby towns.

Jan 2 – 9

€ 135 per night

Guest favorite

Home in Sayville

4.97 out of 5 average rating, 110 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.

Aug 30 – Sep 6

€ 235 per night

Guest favorite

Home in Brookhaven

4.95 out of 5 average rating, 127 reviews

Beautiful & Independent Guest House near the water

Welcome to our beautiful yet very private guest house in Brookhaven. You are walking distance from the Deer Run Farm (fresh eggs every morning), Post-Morrow Nature Trails and a short drive to Bellport Village Historic District. We are also very close to Wine Country, The Hamptons & Fire Island. We offer all the accommodations you might need for longer stays Washer & Dryer; Dishwasher; High Speed internet and TVs with all the premium channels. EV Charger available (Tesla - Fees applies).

Feb 12 – 19

€ 175 per night

Guest favorite

Home in Holbrook

4.91 out of 5 average rating, 237 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!

Jun 19 – 26

€ 103 per night

Guest favorite

Apartment in Islip Terrace

4.99 out of 5 average rating, 138 reviews

Near all! - Full Kitchen, Backyard & Fire Pit!

Come enjoy this beautifully renovated full 1 bedroom apartment with a full kitchen, living room with sofa/futon for a 3rd guest, bedroom, bathroom, and a sun-soaked backyard. Separate, Private entrance and off-street parking available for 1 car. Well-appointed for long-term stays or quick trips. This is a first-floor, ground-level apartment that gets lots of natural light. It is not a basement! :) Located in a quiet neighborhood and near all major highways. SmartTV. No cable TV :)

Apr 8 – 15

€ 177 per night

Guest favorite

Cottage in Patchogue

4.95 out of 5 average rating, 202 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.

Oct 11 – 18

€ 150 per night

Guest favorite

Guest suite in Patchogue

4.88 out of 5 average rating, 371 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.

Jul 2 – 9

€ 151 per night

Guest favorite

Guesthouse in Sayville

4.97 out of 5 average rating, 182 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 are COVID conscious and employ a professional cleaning regiment.

May 30 – Jun 6

€ 199 per night

Guest favorite

Home in Ronkonkoma

4.86 out of 5 average rating, 147 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.

Jun 7 – 14

€ 119 per night

Guest favorite

Guest suite in Patchogue

4.93 out of 5 average rating, 267 reviews

Shores Retreat Suite - Peaceful Relaxation

Enjoy your own private, spotlessly clean SUITE midway between NYC & the Hamptons. Shores Retreat is the place for relaxation, revitalization & free kayaking or canoeing in a spa like atmosphere. Shores Retreat is the perfect romantic escape or family getaway!

Jul 16 – 23

€ 185 per night