Are there vacation rentals with a dedicated workspace in Shirley?

Yes! Work meets play with ease at over 50 vacation rentals in Shirley featuring dedicated workspaces. Stay connected and productive in your home away from home.

Do house rentals in Shirley have self check-in?

Absolutely! We offer over 10 house rentals with self check-in in Shirley. Enjoy a tailored experience with all the comforts you desire.

Do house rentals in Shirley have wifi?

Absolutely! We offer over 70 house rentals with wifi in Shirley. Enjoy a tailored experience with all the comforts you desire.

Do house rentals in Shirley have a bbq area?

Absolutely! We offer over 30 house rentals with a bbq area in Shirley. Enjoy a tailored experience with all the comforts you desire.

Are there pet-friendly vacation rentals in Shirley?

Four-legged friends are welcome in Shirley. Choose from more than 20 vacation rentals for guests traveling with pets.

Are there family-friendly vacation rentals in Shirley?

Shirley has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Are there Shirley house rentals on Airbnb with pools?

Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Shirley, available on Airbnb. Make a splash and soak up the sun in style!

What are the most popular amenities for House Rentals in Shirley?

Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with self check-in, over 30 homes with a bbq area, over 70 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Shirley

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Shirley

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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

4.87 out of 5 average rating, 146 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

An expansive deck offers a view of the Great South Bay, with a mix of comfortable seating options, including lounge chairs and a sectional sofa. The area is complemented by manicured green grass and a wooden railing, providing a serene backdrop for outdoor relaxation.

Home in Shirley

4.98 out of 5 average rating, 214 reviews

Luxurious Waterfront Beach House 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

Guest favorite

A living area features a gray futon adorned with decorative pillows, complemented by a small coffee table. A red accent chair provides additional seating. Soft lighting from the ceiling enhances the space, while wall art depicts blooming flowers, contributing to a welcoming atmosphere.

Apartment in Patchogue

4.87 out of 5 average rating, 229 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 living area features a sleek black leather couch facing a modern electronic fireplace. A flat-screen TV is mounted on a decorative brick wall. A light-colored armchair complements the space, alongside a low coffee table and a textured area rug, creating an inviting atmosphere.

Apartment in Mastic

5 out of 5 average rating, 17 reviews

1 Bed room Apartment in Manorville.

Relax with the whole family or friends at this 1 bed room apartment. It’s cozy, well lit, spacious and quiet. Owner’s family live upstairs. Minutes away from the beach or other good restaurants and other touristy locations, 1 hr train ride away from NYC. Beds- 1 Queen bed in bedroom, a double air mattress, and a full size couch. Kitchen has no conventional oven, equipped with electric stove, Air fryer, and microwave oven for light cooking. No laundry onsite. No parties or events allowed.

Top guest favorite

A modern living area features a dark sectional sofa accented by cushions and a stylish area rug. In the background, a dining space with four chairs and a kitchen area is visible. Natural light enters through multiple windows, creating a bright, inviting environment.

Apartment in Patchogue

4.97 out of 5 average rating, 150 reviews

Charming 2 Bedroom apartment

Enjoy our charming 2 Bedroom apartment that is in a quiet and friendly neighborhood in a cul-de-sac. Private entrance on first floor of our house with 2 Bedrooms, 1 Bathroom, Living room, Dining area, and a Kitchen. Close to: Main highways (Sunrise HWY/Long Island Expressway), Grocery stores, Winery & Vineyards, Davis park ferry, Downtown Patchogue village (Restaurants, bars, breweries, shopping), Beaches, Top Golf, MacArthur airport, Long Island Community Hospital, St Joseph’s College.

Superhost

A cozy living area features a sectional sofa with decorative pillows and a glass side table. A dynamic area rug adds warmth, while wall art and a mirror enhance the space. Natural light is provided by a lamp and nearby windows, creating a welcoming environment.

Apartment in Ridge

4.75 out of 5 average rating, 169 reviews

The Silver Pine Cone

Welcome to the hamlet of Ridge. The gateway to Long Islands many treasures. Whether you are venturing out to the North Fork wineries or a scenic drive on the south shore beaches on your way to the Hamptons. A beautiful cozy private (not a shared space) full one bedroom downstairs lower level apartment, living room w/full size sofa sleeper, kitchen/dining room, full bathroom and a completely separate yard with patio furniture exclusively for your use. Everything you need to enjoy your stay.

Guest favorite

A well-lit bedroom features a spacious bed with decorative bedding, positioned against a soft blue wall. Natural light enters through large windows, adorned with sheer curtains. A compact dresser stands nearby, and an elegant table lamp adds functionality to the cozy space.

Home in Holbrook

4.9 out of 5 average rating, 290 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

A well-appointed sleeping area features a queen bed with crisp white linens, flanked by two illuminated nightstands. Above the bed, an abstract art piece adds a pop of color to the neutral walls. A small plant is positioned near the bed, enhancing the calming atmosphere.

Place to stay in Coram

4.99 out of 5 average rating, 111 reviews

T&T Unique Space

NEW ! Private renovated studio attached to a single family home. Private entrance queen bed w/full bathroom, sofa, 55”smartTV, kitchenette(no stove)free street parking in front of house.This is a drug free, non-smoking, no pets and no party unit. Minutes from Port Jefferson pier, LIRR, Connecticut Ferry, 15 min. to Mac Arthur airport. Shopping in Riverhead at Tanger Outlets a few exits from the LIE. 10min. to John T Mather Hospital & St Charles Hosp. Near Jakes 58 Casino and Top Golf.

Superhost

The open living area features a custom slate pool table with a vibrant arrangement of billiard balls. A modern kitchen is visible in the background, including sleek cabinetry and a refrigerator. A tasteful seating area includes a fireplace and a large wall-mounted television.

Home in Shirley

4.95 out of 5 average rating, 244 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.

Guest favorite

A well-equipped kitchen features modern appliances, including a stainless steel refrigerator and oven. A round dining table is situated nearby, complemented by two stools at a counter. Light wood cabinetry and a window enhance the space with brightness.

Apartment in Farmingville

4.87 out of 5 average rating, 118 reviews

Studio Apt W/Private Entrance & Patio

Enjoy your stay in this private space offers a bedroom with a Queen size bed . Living room includes a smart TV 43" with twin sofa bed and desk for at-home work, kitchen where to find enough crockery for four people, microwave, refrigerator,coffee maker, Free parking on premises. Convenient location with many necessities nearby (gas station/restaurants). We are located 2 mins from I-495 and 14 mins from Macarthur airport. Keep it simple at this peaceful and centrally-located place.

Guest favorite

A cozy living space features exposed wooden beams and natural light streaming through the windows. A small kitchenette with modern appliances is visible, alongside a comfortable sofa and a rustic wooden coffee table. Decorative shelves and a unique tree branch accent add character to the room.

Tiny home in Mastic

4.94 out of 5 average rating, 128 reviews

Cozy craftsman style home close to beaches

Feel refreshed when you stay in this rustic gem. 10 minutes from the fire island beaches this newly renovated home will take your breath away. 20 minutes from local wineries theres no shortage of things to do. This is a single dwelling home. There is a basement apartment with a separate entrance. The tenant does not have access to the house. Everything pictured is yours to use! Kick your feet up and enjoy the details of this handcrafted home. Tree house inside and out!

Top guest favorite

A cozy living area features a plush gray couch adorned with decorative pillows. Vibrant blue walls complement the stylish kitchen cabinetry in the background. A large flat-screen television displays a scenic beach image, while a sleek desk sits nearby. Soft lighting adds to the inviting ambiance.

Apartment in Shirley

4.95 out of 5 average rating, 117 reviews

Boho Beach Vibez Retreat! Private entrance

"Experience a different kind of stay with our unique Airbnb, the 'Boho Beach Vibez” This cozy 1-bedroom apartment , that’s approximately 500sqft is situated on the first level of our home with a separate entrance . Located in a prime area of our town, you'll find yourself just minutes away from all the stores, restaurants, highways, and within walking distance of hiking trails, the Carman’s river, and 5 miles from Smith Point beach. NOTE : hosts live on top level .

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Popular amenities for Shirley vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Shirley

Guest favorite

An open-concept living area is showcased with a light gray sofa adorned with patterned pillows. A plush area rug lies beneath it, while wooden cabinets and essential appliances are visible in the kitchenette area, complemented by a patterned floor mat.

Home in Shirley

4.86 out of 5 average rating, 50 reviews

Home Sweet Home by the Beach

Superhost

A quaint cottage exterior is framed by lush greenery, including ornamental grasses and shrubs. A wooden path leads to the entry, highlighting a welcoming entrance set under a tree. The soft colors of the cottage blend harmoniously with the natural surroundings.

Home in Mastic Beach

4.53 out of 5 average rating, 164 reviews

Cottage with Seashells

Guest favorite

A charming two-story house features a light-colored exterior with dark accents. A welcoming front porch leads to the entrance, and a grassy yard surrounds the property, creating a peaceful atmosphere. Nearby trees and accessible parking are visible, enhancing the inviting setting.

Home in Mastic Beach

5 out of 5 average rating, 16 reviews

Newly Renovated Home in Mastic Beach!

Guest favorite

A cozy sleeping area is presented with a plush, upholstered bed featuring a tall, tufted headboard. Soft, light-colored bedding complements decorative pillows. A stylish nightstand with a lamp adds functional decor beside the bed, while natural light illuminates the space.

Guest suite in Shirley

4.87 out of 5 average rating, 89 reviews

A&D Airbnb.

Guest favorite

An open studio space features a spacious bed with a light duvet and decorative pillows. A leather couch complements the area, while large windows provide natural light, framed by white blinds. A bedside table and warm lighting create a cozy ambiance.

Apartment in Center Moriches

4.86 out of 5 average rating, 90 reviews

Quiet and comfy studio near the Hamptons

Guest favorite

A comfortable sleeping area features a spacious bed with a blue quilt and decorative pillows. Two side tables with lamps are placed beside the bed. A small arrangement of flowers adds a touch of color. Blinds cover the window, allowing for adjustable natural light.

Guesthouse in Shirley

4.96 out of 5 average rating, 97 reviews

La casita J place

Top guest favorite

A cozy living area is presented, featuring a full-size couch and love seat in soft brown fabric. A round black coffee table sits at the center, complemented by a patterned area rug. Natural light enters through a skylight and glass doors, creating a warm ambiance.

Apartment in Shirley

4.98 out of 5 average rating, 59 reviews

Welcome to Bill & Debbies AirBnb

Guest favorite

A striking sunset is captured over Bellport Bay, with vibrant hues of orange and pink reflecting on the water. Silhouettes of grasses frame the foreground, while a small wooden structure is visible, complementing the serene coastal view.

Home in Shirley

4.95 out of 5 average rating, 37 reviews

Sunset Cottage - Waterfront Getaway

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Quick stats about vacation rentals in Shirley

Total rentals
100 properties
Total number of reviews
5.2K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Shirley?
Yes! Work meets play with ease at over 50 vacation rentals in Shirley featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Shirley have self check-in?
Absolutely! We offer over 10 house rentals with self check-in in Shirley. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Shirley have wifi?
Absolutely! We offer over 70 house rentals with wifi in Shirley. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Shirley have a bbq area?
Absolutely! We offer over 30 house rentals with a bbq area in Shirley. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Shirley?
Four-legged friends are welcome in Shirley. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Shirley?
Shirley has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there Shirley house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Shirley, available on Airbnb. Make a splash and soak up the sun in style!
What are the most popular amenities for House Rentals in Shirley?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with self check-in, over 30 homes with a bbq area, over 70 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Shirley

Top-rated vacation rentals in Shirley

Vacation rentals for every style

Popular amenities for Shirley vacation rentals

Other great vacation rentals in Shirley

Quick stats about vacation rentals in Shirley

Total rentals

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with a pool

Rentals with dedicated workspaces

Frequently Asked Questions

Destinations to explore