
Waterfront holiday rentals in Shirley
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Shirley
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for waterfront rentals in Shirley
Waterfront apartment rentals

Amazing one bdrm flat at the beach!
Jeanette is a wonderful host. She met us on our arrival and gave us a tour of our rental ensuring that she answered any questions. She is very responsive and quick to answer any follow up. questions or concerns. The space is beautifully decorated and comfortable. The location is great, across the street from Long Island Sound and bordering a large nature preserve. All this and easy access to shops, groceries, and restaurants. We highly recommend this rental.

One Bedroom Apt in Cherry Grove
Really impressed with the attentiveness of the staff. My only callout is expect to be surrounded by other guests, especially at the communal spaces outside – table, grill, etc. We overlapped with two different friend groups staying in a few of the properties, but everyone was really respectful and quiet. Just close quarters!

Bayside Boho Retreat
This is our first AirBnB experience. Communication with KC in advance was great. The place is very nicely decorated, so we felt very comfortable right away. Our children liked the children's room very much and I liked the veranda. Our kids are very bright and loud and that's certainly a challenge for hosts. We are therefore glad that there were no complaints. The area is very nice and quiet. We will be happy to come back.

Water View SONO 2 Bedroom Walk to Metro & Dining
We were in town for a figure skating competition. The layout was perfect for enough privacy traveling with a teammate and the house was super clean and cozy. House was super quaint and beautifully restored!!! We loved the picturesque area, proximity to shopping malls and great restaurants AND local skating rinks. One of our best stays ever, thanks to the attentive host — we will absolutely book again.

Bright, private 1,000 sq. ft. 1-Bedroom Apartment
Beautiful home, terrific location for our needs. The perfect neighborhood!

Harborview/pool/freeparking/downtown
I Wonderful place, great for couples, I will come back many times,

Steps to the Beach. Lovely 2-Bedroom apt
Perfect house for a family/couple visit to the beach. It was great for my kids and I. We loved the space that the house offered and how close it was to the beach. Everyone was very pleasant that we spoke to. The house was clean, safe and felt like a home away from home.

Apt on the pond in Northport
Host Sandra could not have been more inviting. The apartment was small, however was designed to feel spacious. Plenty large enough to relax and watch a big screen. Many amenities such as coffee, milk and bottled water. Snacks for those who like to nibble. Shampoo and rinse, soaps, all organic. The bed was like a little piece of heaven with the softest bath towels. Just couldn't ask for anything better. I will be returning and recommending.
Waterfront house rentals

Beachfront house on Long Island Sound
We loved our stay! The private beach was perfect for our kiddos - far enough away from the water that they could play independently in the sand while we sat on the beautiful deck. The kitchen had all the items we needed (we even took a virtual cooking class while there). Dmitry was super responsive and helpful. The master bedroom was a beautiful place to watch the sunrise/sunset.

Casa al Mare Beachfront Retreat Oceanview
Perfect venue for a Thanksgiving getaway with our whole family. Rather than having out of town family staying at hotels, we could all stay together in a comfortable home with a beautiful view.

Mastic Beach Surf House
Thank you for Frank. The place was lovely, great view, great sunrise and sunset. Would stay again in this house.

Luxurious Waterfront Beach House On The Bay
We had a wonderful stay at Steve and Dorry’s place! The living room and kitchen is surprisingly spacious and feels so open & inviting because of the outdoor deck space and view of water. We hope to be back again!

Waterfront with private dock & bocce court
We thoroughly enjoyed our stay and would definitely book again ! Close to the many wineries and cute towns, and peaceful and comfortable to come back and relax at. We enjoyed the fire pit , the view from the dock of the changing tree colors and the flow of the kitchen. ❤️

Private beach, fully updated house, on 2 acres.
This home is beautiful and so spacious! Proximity to East Hampton and Springs, yet very private and peaceful. Couldn’t recommend enough!

Waterfront Home | Chefs Kitchen | Sleeps 10
We had an amazing stay - the house is spotless clean and very well organized, the kids loved discovering the hidden nook in their bedroom. The kitchen was fully equipped and we enjoyed a wonderful lunch on the deck. It was also lot’s of fun to use the canoes with the kids. Finally, the decoration of the house was lovely and made our stay very agréable. Thank you Carrie!

Waterfront Retreat with Spa & Deck
What a great house! This house was perfect for my family of 5. There was plenty of space and it was so well kept. The beds were comfortable and the kitchens were great. We will definitely stay here again for our next trip to LI!
Waterfront apartment rentals

Water front, sunsets, sail boats, Wi-fi, birds
John and Cathy are amazing hosts. This was our second consecutive summer stay in their condo and it does not disappoint. The place and the amenities they provide are amazing and they are a wonderful couple who respects your privacy but are there for anything you need. I recommend anyone to stay here and know they would want to return. Thank you John and Cathy for making our second summer with you a fantastic vacation!

Beautiful condo on Long Islands Northfolk
We very much enjoyed our stay at the Cliffside for our wedding weekend! Alice was very flexible with us, which we appreciated because getting married is chaotic enough LOL. Would highly recommend staying here. The unit was spotless and had a wonderful view. We could not have asked for a better stay!

City style apartment, Beach Passes Included
If you are looking to explore New York for a few days or longer then Jay's place is great. Just a few minutes from the Long Beach station, Penn or Grand Central are about an hour away on a direct LIRR train. You will save $$$ by staying here compared with Manhattan. Long Beach is a safe, full of interesting shops. The 10km boardwalk is just a few minutes away. The apartment of character in a listed building full of charm. Loved the well stocked kitchen and would not hesitate to come back again.

Beautiful Waterview Condo on the North Fork of LI
Such a beautiful condo by the water! Too bad we stayed in November, we would have enjoyed the terrace way more! Mia was so responsive and helpful with my questions prior to the weekend at her place.

Seaside Summer Escape –2BR Waterfront Condo w/Pool
My stay at Julie’s was wonderful, I was always able to message and get a quick response she was very accommodating. The view was beautiful and felt comfy like home. I will definitely be returning in the summer once it’s warmer !

Beachside Waterview 2Br Condo w/ Pool in Greenport
The place was perfect nice and clean what I like the best is the it was close to the beach to go for a walk.

Beautiful 2 Bedroom 2 Bathroom Waterfront Condominium Getaway
Very clean and nicely decorated condo for our enjoyable weekend getaway. Would love to stay here again!

Waterfront Condo C-204 at The Cliffside Resort
lovely 2 bedroom with gorgeous water views from two roomy terraces , nice to wake up to the breeze of the water and the unspoilt natural surroundings of the wild sound. Thomas was a great host and very responsive
Quick stats about waterfront rentals in Shirley
Total rentals
10 properties
Nightly prices starting at
£82 before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
Destinations to explore
- Long Island Holiday rentals
- The Hamptons Holiday rentals
- Plainview Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- Jersey Shore Holiday rentals
- Hudson Valley Holiday rentals
- South Jersey Holiday rentals
- Philadelphia Holiday rentals
- Pocono Mountains Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- Pet-friendly rentals Shirley
- Rentals with beach access Shirley
- Rentals with a fireplace Shirley
- Family-friendly rentals Shirley
- Flat rentals Shirley
- House rentals Shirley
- Rentals with a washing machine and dryer Shirley
- Rentals with a firepit Shirley
- Rentals with outdoor seating Shirley
- Rentals with a patio Shirley
- Family-friendly rentals Shirley
- Rentals with pools Shirley
- Waterfront rentals Suffolk County
- Waterfront rentals New York
- Waterfront rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Beach
- Jones Beach
- Fairfield Beach
- Southampton Beach
- Rye Beach
- Yale University
- Gilgo Beach
- Rye Playland Beach
- Napeague Beach
- Point Lookout Beach District Park
- Cooper's Beach, Southampton
- Dunewood
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Quotonset Beach
- Robert Moses State Park
- Rye Town Beach
- Giants Neck Beach
- Seaside Beach
- Amagansett Beach
- Sunken Meadow State Park
- Bethpage State Park
- Woodmont Beach
- Clinton Town Beach