Holiday rentals in Shirley

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Top-rated holiday rentals in Shirley

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Guest favourite

Flat in Patchogue

4.88 out of 5 average rating, 148 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

28 Apr – 5 May

£100 per night

Guest favourite

Home in Shirley

4.98 out of 5 average rating, 178 reviews

Luxurious Waterfront Beachouse On The Bay ~

Relax and enjoy your time at this beautiful east end waterfront getaway. This house is located right on the relaxing and exclusive Great South Bay with private beach... The experience will bring you the feel of tranquility everyone desires with vacationing out east. While offering all the enjoyments the island has at your fingertips. Centrally located to all island destinations. 90 minutes from Manhattan - 15 minutes to West Hampton - 15 minutes to Fire Island Ferrys. Visit top winery’s WiFi

15–22 Sept

£478 per night

Guest favourite

Flat in Port Jefferson Station

4.97 out of 5 average rating, 143 reviews

All Private Bright Spacious Close to All

DISINFECTED AND CLEANED BEFORE YOU ARRIVE! Spacious ground level PRIVATE apt with lots of natural light. Full kitchen/new stove/fridge/Keurig.Bedrm- queen sz bed, living rm -queen sz sofa sleeper. Also available is queen air mattress w/ topper. Washer/Dryer. Minutes away to the Port Jeff Village shops&restaurants/Ferry/LIRR, hospitals, & Stony Brook. Small beaches 10-15min drive, large beaches,Shop Outlets & Wineries 25 -60 minute. PLEASE NOTE: Extra $2 Daily Fee for charging electric car.

22 Feb – 1 Mar

£120 per night

Guest favourite

Guest suite in Wading River

4.9 out of 5 average rating, 230 reviews

Beachy En Suite /Gateway to The North Fork

Adorable,quiet,clean, w private entrance, private bedroom and bathroom,breakfast nook and patio.We are located in a beach front town dubbed“Gateway to the North Fork”. Walking/driving directions to local beaches,15minute walk to our community beach(.6mi away).Niks deli nearby.Minutes by car to wineries breweries,farm stands,EastWind 2 mi,TangerOutlets15min away,35min to Hamptons,Greenport!Hosts live in adjoining house. Rarely need access to your hallway to get to our basement.Would arrange.

31 Jul – 7 Aug

£98 per night

Guest favourite

Home in Brookhaven

4.95 out of 5 average rating, 125 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).

24–31 Jan

£166 per night

Guest favourite

Home in Holbrook

4.91 out of 5 average rating, 234 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!

18–25 Jun

£92 per night

Guest favourite

Home in Shirley

4.98 out of 5 average rating, 201 reviews

By NYC & Hamptons - Hot Tub, Pool Table, Speakeasy

Welcome to Coast to Coast - the perfect getaway from NYC! You may have heard about our new little secret - but you’ll have to come see it for yourself to believe it! Step back into prohibition era Long Island in our hidden speakeasy! Right by Smith Point Beach, we provide accommodations that go above and beyond- this is not your average AirBnB! Soak up the sun at one of LI's top beaches, then enjoy complimentary Netflix, Hulu, cable and more while you shoot pool or play games.

21–28 Aug

£476 per night

Guest favourite

Home in Shirley

4.89 out of 5 average rating, 123 reviews

Cope near the beach

3 bedrooms,2 full baths, brand new, master bedroom w/king size bed, 2nd bedroom w/ trundle bed, 3rd bedroom queen bed, sofa bed in living room, gourmet kitchen, spacious living room, patio w/fenced backyard central a/c heat neighborhood Shirley Beach on a bay w/water park Incredible Sun Sets w/view over Bellport Bay WALKING DISTANCE TO SMITH POINT BRIDGE AND ATLANTIC OCEAN BEACH contact with owner: 1 631 816 1263 or 1631 889 2597 by TEXT or CALL

8–15 Dec

£368 per night

Guest favourite

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.

29 Apr – 6 May

£129 per night

Guest favourite

Guest house in Brookhaven

4.97 out of 5 average rating, 215 reviews

The Unhampton

This Brookhaven Hamlet detached space (totally separate) is for people who love nature and preserved quiet spaces. Fire Island is a ferry ride away, Manhattan is one hour by train and the Hamptons are a 25 minute ride.15 minutes from the restaurants and coffee shops in Patchogue and just a couple of minutes from Bellport Village. Centrally located and truly peaceful!

22–29 Nov

£142 per night

Guest favourite

Guest suite in Sound Beach

4.92 out of 5 average rating, 100 reviews

Charming fully equipped apt near Farms & Beaches!

Hello and welcome! We offer a wonderful AirBnB experience for everyone from the weekend traveler to the long-term guest. Close to Stony Brook, Port Jefferson, Long Island Railroad, multiple beaches (5-45 min drives), several youth sports venues, and countless farm stands. We hope that you enjoy your stay! Please read on for more information, including the house rules.

23–30 Aug

£92 per night

Guest favourite

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.

5–12 Jul

£127 per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Shirley holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Shirley's top sights

Long Island Skydiving Center28 locals recommend

Southaven County Park12 locals recommend

Best Market Shirley8 locals recommend

Mama Lisa Restaurant25 locals recommend

Applebee's Grill + Bar11 locals recommend

King Kullen15 locals recommend

Other great holiday rentals in Shirley

Guest favourite

Flat in Mastic

5.0 out of 5 average rating, 13 reviews

The Cozy Cellar | Private Art Deco Apartment

17–24 Mar

£62 per night

Guest favourite

Flat in Shirley

5.0 out of 5 average rating, 22 reviews

Boho Beach Vibez Retreat! Private entrance

19–26 Sept

£124 per night

Guest favourite

Guest suite in Shirley

4.8 out of 5 average rating, 30 reviews

JD Cozynest

7–14 Feb

£94 per night

Guest favourite

Flat in Center Moriches

4.87 out of 5 average rating, 23 reviews

Modern Private Studio close to the hamptons

2–9 Jan

£106 per night

Guest favourite

Guest house in Shirley

4.97 out of 5 average rating, 34 reviews

La casita J place

10–17 Nov

£132 per night

Guest favourite

Guest suite in Shirley

4.94 out of 5 average rating, 48 reviews

A&D Airbnb.

6–13 Oct

£149 per night

Guest favourite

Flat in Medford

4.88 out of 5 average rating, 24 reviews

Blue apartment in Long Island, Ny

1–8 Nov

£98 per night

Guest favourite

Tiny home in Mastic

4.95 out of 5 average rating, 63 reviews

Cozy craftsman style home close to beaches

8–15 May

£233 per night

Show all

Quick stats about holiday rentals in Shirley

Total rentals	90 properties
Rentals with dedicated workspaces	50 properties have a dedicated workspace
Rentals with a pool	10 properties have a pool
Pet-friendly rentals	20 properties allow pets
Family-friendly rentals	40 properties are a good fit for families
Total number of reviews	3.8K reviews

Holiday rentals in Shirley

Top-rated holiday rentals in Shirley

Flat in Patchogue

Home in Shirley

Flat in Port Jefferson Station

Guest suite in Wading River

Home in Brookhaven

Home in Holbrook

Home in Shirley

Home in Shirley

Cottage in Patchogue

Guest house in Brookhaven

Guest suite in Sound Beach

Guest suite in Patchogue

Holiday rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Shirley holiday rentals

Stay near Shirley's top sights

Other great holiday rentals in Shirley

Flat in Mastic

Flat in Shirley

Guest suite in Shirley

Flat in Center Moriches

Guest house in Shirley

Guest suite in Shirley

Flat in Medford

Tiny home in Mastic

Quick stats about holiday rentals in Shirley

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Destinations to explore