
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.

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!

Private Apartment- close to shops, Pt. Jeff., SBU
Separate apartment with private keyless entrance. Cozy one bedroom king suite and sofa with full pull out bed. Full kitchen and dining area. Bathroom with standing shower. Free parking on premise for up to 2 cars. Quiet, family friendly neighborhood. Located in the heart of Long Island. Close to everything! Wineries, Farms, breweries, golf, shopping, great dining. NYC is a only a train ride away! Conveniently located within a mile of groceries and laundromat. High speed WiFi, 55in smart tv

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

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

Quiet and comfy studio near the Hamptons
*If you have good prior reviews book our place and receive an offer within 24hrs! A well equipped cozy studio only 20 minutes from the Hamptons and 10 minutes away from LIRR train station to go into NYC (free parking at the train station!) This studio has a small kitchenette to warm up meals, a full size fridge, we include some snacks for those late night cravings. A queen size bed, a separate desk and chair to study or work, a couch, smart TV, and a peaceful environment to relax and unwind.

A-Frame cabin with private beach & epic sunsets
Just a 1.5 hour drive from NYC, this home is the perfect beach getaway spot, with a few steps from the deck to the private beach with its beautiful view across the Great South Bay. Remote work with stunning water views through the wall of windows & in cold weather light a fire while sunlight floods the living space. Two queen bedrooms & bunk bed room sleeps 6 guests, great for families or a small gathering of friends. 5 min drive to ocean beach with great swimming & surfing at Smith Point.

The Golden Acorn
Welcome to the hamlet of Ridge. The gateway to Long Islands many treasures. Whether you are adventuring out to the North Fork wineries or a scenic drive on the south shore on your way to the Hamptons. A peaceful cozy private (not shared space) full studio apartment on the main level portion of house. Full size bed, with additional small futon couch in sitting area, kitchenette with dining area, full bathroom and private yard with outdoor seating. Everything you need to enjoy your stay.

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.

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.

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 .

J&J's BnB Lovely, BR/Bath w/ Private Entrance!
Welcome to Jeanette and Jims Airbnb! We are avid travelers and look forward to hosting you on your trip to beautiful Long Island! Lovely, clean updated private room with private separate entrance and bathroom. Great location on a quiet wooded acre. 2 miles from Splish Splash. 3.6 miles from the Long Island Aquarium. 8.7 miles from Cupsogue Beach. 4.8 miles from Baiting Hollow Farm Vineyard. So much to do near by. Head easily to the north or south fork!

Studio in Stony Brook
We have contactless check-in procedure & fully private entrance. Please contact with any questions! Large clean studio space that is totally private from the main residence. Private bathroom with toiletries included. Close to beaches, shopping, and SUNY hospital and campus by car or bus. Pull-out loveseat with twin size mattress available for an extra charge. (Book for “3 Guests” for this regardless of occupancy so we know to prepare the bed.)
Popular amenities for Shirley vacation rentals
Other great vacation rentals in Shirley

Cedar Street Cottage

Stunning Guest Suite in Medford

Convenient Comfy 1Bedroom Studio

Beachside Retreat

Studio in Cool Patchogue Village

Cozy Ground Floor 1BD Apartment

New Beautiful, Relaxing Home !

Private apartment
When is the best time to visit Shirley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$39,730 GYD | G$35,548 GYD | G$36,593 GYD | G$38,057 GYD | G$40,148 GYD | G$43,075 GYD | G$46,421 GYD | G$52,067 GYD | G$38,057 GYD | G$38,266 GYD | G$38,266 GYD | G$37,639 GYD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 15°C | 21°C | 24°C | 23°C | 19°C | 13°C | 8°C | 3°C |
Frequently Asked Questions
Are there house rentals with a dedicated workspace in Shirley?
Yes! Work meets play with ease at over 40 house rentals in Shirley featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Shirley have air conditioning?
Absolutely! We offer over 60 house rentals with air conditioning in Shirley. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Shirley have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Shirley. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly house rentals in Shirley?
Four-legged friends are welcome in Shirley. Choose from more than 20 house rentals for guests traveling with pets.
Are there family-friendly house rentals in Shirley?
Shirley has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Shirley have a kitchen?
Absolutely! We offer over 60 house rentals with a kitchen in Shirley. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Shirley?
Experience the best of Shirley with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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 70 homes with wifi, over 60 homes with air conditioning, over 60 homes with a kitchen, over 60 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Shirley have free parking?
Absolutely! We offer over 60 house rentals with free parking in Shirley. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Shirley

Total vacation rentals
Explore 90 vacation rentals in Shirley

Nightly prices starting at
Shirley vacation rentals start at G$6,273 GYD per night before taxes and fees

Verified guest reviews
Over 5,470 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
90 of Shirley vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Shirley rentals

4.9 Average rating
Shirley stays are highly rated by guests—averaging 4.9 out of 5!
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