
Beachfront holiday rental in Shelter Island
Find and book unique beachfront homes on Airbnb
Top-rated beachfront accommodation in Shelter Island
Guests agree: These beachfront homes 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 Shelter Island beachfront rentals
Pet-friendly beachfront home rentals

Southampton hidden gem! Beach cottage, water views
Great location between Hampton Bays and Southampton. Place appears exactly as shown in photos; perfect for 2 people looking to enjoy the beach along the south fork.

Best View + Private Beach + Putting Green
I had a fantastic stay! The property was exactly as described—clean, comfortable, and located in a great neighborhood. Check-in was smooth, and the host was communicative and welcoming throughout my stay. The space had everything I needed, from thoughtful touches to all the essentials. I’d absolutely stay here again and highly recommend it to anyone visiting the area. Thank you for a great experience!

Cozy Beach - Direct Waterfront!
This house is a gem! I came to stay a week in off season with my dog, Rollo. The location is breathtaking, right on the Long Island Sound. We had a great time exploring the beach, looking for all the biodiversity in the birds and sea creatures, watching the boats, and this place is relatively close to an airport so watching the planes land and take off was awsome as well. We came for privacy, and I expected the beach to be a little more private than it was due to my dog's reactivity. But the neighbors did not seem to have issues with us, and once you are close to the water, especially in low tide, the beach is pretty open for all the locals. Walking around, the locals all waved and said hello. Not too many restaurants close by, but the Lobster Shack down the road had good food! Would stay again! The deck alone was worth it!

Lovely North Fork Beach Cottage (2 BR/2 bath)!
The place was exactly as described! Meredith was very accommodating and quick to respond. She was even able to let us check in a little early. The home is beautiful and cozy.

Walk to town, Marina Views, Greenport Village
This home is just as advertised. The home had lots of extra amenities and the kitchen is very well stocked. The home is beautiful inside and has plenty of space for 4 people. The home has been remodel and they did an excellent job of incorporating the old with new modern conveniences. We would recommend this home to anyone and would love to stay there again if we are ever back to Greenport.

Magnificent Bayfront Retreat
Ashley’s house is the perfect get away. I booked this house for my family to stay for my wedding weekend. My mom had never stayed in an Airbnb before and I’ve never seen her so happy and relaxed. She truly enjoyed her first Airbnb experience at Ashley’s place. It was exactly as described and the view is beautiful. Ashley was very responsive and made sure to answer any questions I had.

Beach Waterview, 3 KING Beds, Golf Putting Green
Completely great place! Looked like the photos but even better! Super responsive! Great stay

Hamptons Oceanfront Oasis
Had a lovely time in the Hamptons! Tasha was an amazing host- easiest check in/out, very responsive, and gave great recommendations for places in the area. Would love to stay here again!
Beachfront home rentals with a pool

Close to Beach | With Pool | Hampton Bays
We loved the location and the place was beautiful. Its was nice and clean. Definitely will be booking again

Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub
Fantastic location! We were literally a two minute walk from the beach. The studio apartment was as advertised and we would stay there again. We highly recommend!

Gorgeous home with saltwater pool. Steps to beach!
An amazing stay overall. It was comfortable for 6 adults. Spencer was extremely helpful throughout our stay — I had lots of questions and Spencer was quickly responsive. The house itself is beautiful and has that eastern Long Island charm. The backyard had lots of space and is well maintained alongside the pool. We also enjoyed a sunset evening at the beach which is just a few steps away. It was a wonderful weekend and I am certainly looking forward to staying here in the future!

4 BR Hamptons Oasis w/ Pool,Jacuzzi & Beach Access
Gorgeous house and property that is even better than the photos. Like other reviews have mentioned, the highway noise in the backyard is definitely present, but easy enough to ignore. Really enjoyed our stay and communication was great!

Hamptons Waterfront Romantic King Suite
Dan is the most responsive host we've ever had. Usually we got a reply within minutes or even seconds. He happily got the hot tub heated up for us when we needed it and replenished our towels within an hour of our request. That hospitality made our stay so much better. The home is beautiful! It's right on the water, and features lots of luxurious tile, a huge patio, a little dock and lots of windows and open space from which to see it all. We especially loved the hot tub. I wouldn't hesitate to stay again if I'm ever on Long Island again.

Oceanfront Corner Studio Bungalow on the beach
Loved Samy’s corner unit, which gave us a bit more privacy and quiet than other parts of the property. The studio was as described, with great light and well-cleaned prior to our arrival. Enjoyed use of the tennis courts every day. Only minor disappointment was that we were not yet allowed to use the pool, which we were told would be ready by Memorial Day (we were there one week prior). Still, a worthwhile stay and I’d come back and recommend it to others.

Montauk Ocean View One Bedroom
Great spot for a few days in Montauk. Really close drive to town only about 15 walk into town. Great food cart on property open when the weather is good. Amazing ocean views from most rooms hard to find in the Hamptons.

Private oasis with pool steps away from the bay
Great and responsive host. Home was lovely and we felt welcome. Host responded quickly to questions and requests. The home was very peaceful and relaxing. We really enjoyed the outdoor patio and pool area. I would recommend for a peaceful time away from the city.
Private beachfront home rentals

Tranquility at the Water’s Edge
A beautiful, relaxing and peaceful setting and a quick and easy trip to town. Great views and house was perfect with tons of amenities and perfect to bring our dog. Host was fantastic and so responsive. An amazing stay!

Walk to Beach, Wedding Venues. 15m to Yale.
The place is lovely and as expected from the ad. Everything went smoothly. Highly recommend

Oceanfront Getaway - Quiet, Firepit + Pvt Beach
Lovely gem, right in new haven, You get a beach built into the house, lovely sand. You get the peaceful surrounding and a great house with great amenities to enjoy like a firepit, a kids slide & swing and a barbeque. You get the ability to order in food from any variety of restaurant from new haven. You get a nice host that helps you all along the way All in all great choice for a relaxing walkaway.

Direct Beachfront Modern Cottage on Private Beach
We had a great stay at the Airbnb. One thing I haven’t seen mentioned in the reviews or descriptions is that this beach had tons of sea glass! In our short stay we found over 100 pieces and my 4 year old was absolutely delighted scouring the beach for it. There are also tide pools less than a five minute walk from the house. These two things made the stay quite magical for my kids. Otherwise the location is great and the house was very clean. I appreciated the bed on the first level having a trundle as well as a door at the top of the stairs for safety. The house is minimally decorated which is honestly a plus when you don’t have to worry about your kid breaking nicknacks on coffee tables. A few nice throw blankets and nicer glassware would have added to the stay though. Overall we were very happy with this property.

Sunset Cottage - Waterfront Getaway
John’s place is absolutely stunning! The deck and the dock made for beautiful mornings with coffee and evenings with wine. It’s a short drive from a few beaches or to the ferry to fire island. Overall would definitely stay again!

Coastal Cottage on the Water
Loved our girls’ getaway on the North Fork! Mae’s house is the perfect spot with a quick walk to the beach and gorgeous views right from her backyard - even close drives to beautiful Southold, Mattituck, and Greenport. I will absolutely stay again!

Sterling Harbor 2 Bedroom Apt
Perfect place to unwind after a long day of exploring the North Fork 😍 Steps away from downtown Greenport and its charming restaurants, shops and bars. Not to mention we could find everything we needed and felt right at home in the beautifully appointed apartment :)

Stunning sunset charming waterfront home 4 seasons
Absolutely stunning! This house has an amazing view from gigantic glass doors in the main room. Details in the house are well thought out and of great quality, including a high end coffee maker and other appliances. The place has lots of premium touches that make this experience a cut above the rest. Steven is an amazing, friendly, and communicative host. Incredible experience all around, I would definitely book here again.
Destinations to explore
- The Hamptons Holiday rentals
- Long Island Holiday rentals
- Plainview Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- Hudson Valley Holiday rentals
- Boston Holiday rentals
- Jersey Shore Holiday rentals
- Pocono Mountains Holiday rentals
- South Jersey Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Kid-friendly rentals Shelter Island
- Rentals with pools Shelter Island
- Rentals with outdoor seating Shelter Island
- Rentals with beach access Shelter Island
- Rentals with a fireplace Shelter Island
- Rentals with a hot tub Shelter Island
- Fitness-friendly rentals Shelter Island
- Rentals with a fire pit Shelter Island
- House rentals Shelter Island
- Rentals with a washing machine and dryer Shelter Island
- Waterfront rentals Shelter Island
- Pet-friendly rentals Shelter Island
- Rentals with a patio Shelter Island
- Family-friendly rentals Shelter Island
- Rentals with a kayak Shelter Island
- Beachfront rentals Suffolk County
- Beachfront rentals New York
- 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
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Napeague Beach
- Shinnecock Hills Golf Club
- Walnut Public Beach
- TPC River Highlands
- Ocean Beach Park
- Woodmont Beach
- Amagansett Beach
- Blue Shutters Beach
- Jennings Beach
- Seaside Beach
- Silver Sands Beach
- Quotonset Beach
- Heckscher State Park
- Ninigret Beach
- Sunken Meadow State Park
- Outer Beach at Smith Point County Park
- Groton Long Point South Beach