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.

Guest favorite

Apartment in Patchogue

4.88 out of 5 average rating, 144 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 7 – 14

$104 per night
Guest favorite

Apartment in Stony Brook

4.99 out of 5 average rating, 127 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.

Dec 7 – 14

$125 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.

May 3 – 10

$215 per night

Popular amenities for Great South Bay vacation rentals

Other great vacation rentals in Great South Bay

Guest favorite

Home in Brookhaven

4.95 out of 5 average rating, 122 reviews

Beautiful & Independent Guest House near the water

Jan 2 – 9

$165 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

May 28 – Jun 4

$109 per night
Guest favorite

Guesthouse in Sayville

4.98 out of 5 average rating, 43 reviews

Cottage: Walk to the bay, ferries and town center.

May 5 – 12

$91 per night
Guest favorite

Apartment in Medford

4.89 out of 5 average rating, 87 reviews

Cozy Apartment with King Bed - Separate Entrance

Aug 14 – 21

$92 per night
Superhost

Cottage in Brentwood

5.0 out of 5 average rating, 4 reviews

The Cottage

May 6 – 13

$130 per night
Guest favorite

Home in West Sayville

4.97 out of 5 average rating, 68 reviews

Seaside Getaway w/two queen beds & 55” 4KTV +

Sep 24 – Oct 1

$143 per night
Guest favorite

Guesthouse in Bay Shore

4.8 out of 5 average rating, 10 reviews

Prime Locale: Ideal Guesthouse

Apr 14 – 21

$126 per night
Guest favorite

Apartment in Center Moriches

5.0 out of 5 average rating, 18 reviews

Modern Private Studio Perfect for Relaxing Getaway

Sep 10 – 17

$122 per night
Guest favorite

Home in Ronkonkoma

4.89 out of 5 average rating, 27 reviews

The Ronkonkoma Bungalow

Sep 11 – 18

$126 per night
Guest favorite

Apartment in Bayport

4.92 out of 5 average rating, 89 reviews

Private Studio in Lovely South Bayport

Sep 14 – 21

$140 per night
Guest favorite

Apartment in Fire Island

4.97 out of 5 average rating, 32 reviews

Studio for 2 in Cherry Grove, Fire Island

May 2 – 9

$131 per night
Guest favorite

Guest suite in Shirley

4.83 out of 5 average rating, 29 reviews

JD Cozynest

Jan 18 – 25

$94 per night

Destinations to explore