
Vacation rentals in Shirley
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Top-rated vacation rentals in Shirley
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Shirley vacation rentals
Other great vacation rentals in Shirley

Sunny 1BR Apartment
Clean , modern apt. Very easy to navigate with the technology. Staff very friendly and helpful. A bit noisy on street outside with traffic. Will definitely rent again with URBY, but request a courtyard side unit

A-Frame cabin with private beach & epic sunsets
Amber’s place was immaculate and stunning. This was my 2nd time staying and it was just as magical! The place had plenty of space for a family of 3 and the washer/dryer was very convenient. We had a great time and would stay here again!

Lovely North Fork Beach Cottage (2 BR/2 bath)!
Had a great weekend at the cottage! Meredith was so great letting us check in early and was super helpful and responsive. The cottage is gorgeous and has everything you need. Loved it! Thank you!

Seaside Serenity: 2B 1B, Patio,Near Beach
We had a wonderful stay at the cabin. It was a perfect size for our family and our son had a great time playing in the yard and the playground right next door. Our hosts were super responsive the couple of times we needed something. We'll definitely be back!

Home away your home
Nice place exactly what the pictures show .. Super nice host.. but if you are looking for a quiet place. This place is definitely not it. You can hear every move and every sound from the people that live upstairs last night we spent a good few hours hearing a baby cry. Also they have the children’s toys such as a trampoline up against the window of the unityou do park on the street and the owner or tenants whoever lives upstairs parks in the driveways. it’s a very tight walk in between cars in the driveway because they do park a lot of cars in the driveway side-by-side.

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV
Had a wonderful time over Easter with my family and dog. The view was exquisite and the house very comfortable. Eileen was very responsive and even had hair dryers sent over. The house was very well equipped with lots of kitchen staple goods. Just be aware there is no microwave, but there is a very nice Breville toaster oven. Also, there is a large table outside for a group, but only a small table and counter seating in kitchen inside. We didn't have any issue since the weather was perfect for us to enjoy our Easter dinner outside. Overall, a beautiful home and only minutes from Greenport and wineries.

Nice getaway with your family.
My group had a wonderful stay. We felt right at home. The property was private and the house was clean. The backyard is beautiful with a great pool. Erol was responsive throughout our stay. I would stay here again!

Ho Hum Holiday In Bellport with Pool
We needed a dog-friendly ranch style to home with three bedrooms and two bedrooms close to Sayville, where we would be celebrating Thanksgiving. I was lucky enough to find this rental which was clean, comfortable and ideal for our two-night stay. Adam was attentive and easily accessible via text. I would highly recommend this lovely home.
Quick stats about vacation rentals in Shirley
Total rentals
90 properties
Total number of reviews
5K 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.
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.
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.
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 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!
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.
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- Beach
- Yale University
- Gilgo Beach
- Dunewood
- Cooper's Beach, Southampton
- Quotonset Beach
- Giants Neck Beach
- Shinnecock Hills Golf Club
- Robert Moses State Park
- Rye Town Beach
- Woodmont Beach
- Clinton Town Beach
- Walnut Public Beach
- Amagansett Beach
- Bethpage State Park
- Marvin Beach
- Jennings Beach
- Seaside Beach
- Robert Moses State Park Field 2
- Connetquot River State Park Preserve
- Long Island Aquarium
- Attawan Beach
- Sunken Meadow State Park
- Hempstead Lake State Park
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