
Holiday rentals in Shirley
Find and book unique accommodation on Airbnb
Top-rated holiday 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

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.

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.

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.

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.

Near all 1 BR - Full Kitchen, Backyard & Fire Pit!
Come stay at this beautifully renovated 1 bedroom apartment! Well-appointed for long-term stays or quick trips. ~ Propane Fire Pit ~ Private Sun-soaked backyard. ~ Full kitchen ~ Living room with sofa/futon for a 3rd guest ~ Queen bed ~ Full bathroom ~ Off-street parking for 1 car. 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. 21+

Charming Garden Hideaway near downtown Patchogue
Welcome to our cozy private guest suite, nestled in a tranquil neighborhood walking distance to Main Street. This space has a comfortably-sized bedroom and living room with a well-equipped kitchen and bathroom. Relax in the living area after a day of exploring nearby attractions or unwind in the garden where your pets can run and play in the fenced yard. With easy access to local dining and shopping, this space offers the ideal blend of comfort and convenience for your stay.

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 .

Blue apartment in Long Island, Ny
Welcome to our blue apartment a Peaceful, comfy one bedroom apartment suitable for 4 people. Private bedroom has a Queen size bed with comfy mattress and two small closets to keep your belongs. Living room has two twin comfy beds, tv and desk. Kitchenette is equipped with necessities for a quick meal and coffee maker. You can also enjoy the shared backyard with the fire pit. Keep in mind if you stay past our check out time you will be charge an extra night.

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!
Popular amenities for Shirley holiday rentals
Other great holiday rentals in Shirley

Mastic Beach Surf House

Home Sweet Home by the Beach

Cottage with Seashells

South Shore Studio

Welcome to Bill & Debbies AirBnb

Cozy Guest Suite 10 min to Ocean

Rustic Log Cabin, Long Island Vineyards

3 bedroom cottage rental
When is the best time to visit Shirley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £140 | £125 | £129 | £134 | £141 | £151 | £163 | £183 | £134 | £134 | £134 | £132 |
| 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 holiday rentals in Shirley

Total holiday rentals
Explore 90 holiday rentals in Shirley

Nightly prices starting at
Shirley holiday rentals start at £22 per night before taxes and fees

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

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
90 of Shirley holiday rentals include wifi 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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- Rentals with a firepit Shirley
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- Rentals with a patio Shirley
- Rentals with beach access Shirley
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- Pet-friendly rentals Shirley
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- Yale University
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- Robert Moses State Park Beach
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