Holiday rentals with beach access in Shelter Island

I had an amazing stay at Krae’s beach house in Montauk! The location is perfect, just a short walk to the beach and close to Montauk town, making it easy to explore the area. The house itself is beautiful—tastefully decorated, clean, and well-maintained. The kitchen was fully stocked with all the amenities we needed, which was great for cooking meals. Krae was incredibly responsive and accommodating, even allowing flexibility with check-in and check-out times. Overall, it was a fantastic experience, and I can’t recommend this place enough!

great place for a weekend getaway from the city! Zoi was very communicative and helpful!

We enjoyed our stay at Samantha and Robert’s place. Convenient location, close to downtown and the beach. The place is spacious and cozy. Samantha and Robert provided us with everything we needed.

Had a great stay, very clean and peaceful apartment, host was super responsive. Would definitely stay again!

My friend and I stayed at Clare’s Airbnb in Montauk over the weekend, and she was one the nicest and most attentive hosts we have stayed with. Our room was really nice and contained everything we needed to have a very comfortable time. We really appreciated Clare for her very friendly hospitality and for going above and beyond for us whenever we needed her for something. And she was so lovely to our dog, Chi Chi ☺️ We will def stay at her place again if we make another visit to Montauk! 🐶🐾💕

Claire's place was the perfect spot for a weekend getaway. It was very clean, cozy and nicely situated on a peaceful street in walking distance to the LIRR train station, the main street in Southold, and a lovely beach with stunning views of the Shelter Island Sound and its surroundings. I would definitely book again!

I have stayed with them before and they are very friendly and responsive. The apartment is clean and comfortable. I would stay again

Lovely, clean, comfortable, well-designed space. Hosts are friendly, responsive, and respectful of guests’ privacy. Would stay again!

Excellent stay. The Private beach is perfect for families and is an extremely short distance from the house which is convenient. Great view of the ships right from the windows. Stay was perfect

My family had a wonderful time at Robert’s home. The house was clean and cozy and the view of the water was peaceful. He was super communicative and friendly and check in/out was a breeze. The house is in a great area and super close to East Hampton, Amagansett, and Montauk. Highly recommend!

This home was so beautiful- I think even better in person than the photos, and the photos are already beautiful. We felt so at home, Cathy was helpful, responded quickly for any questions I had, gave lots of information on the area and recommendations for food/coffee. Highly recommend!

Karen and Rob were so helpful and friendly, from initial outreach, to check in instructions and local recommendations. The house was easy to find, easy to access, and so peaceful! We loved our stay and would happily recommend it to others looking for a visit to Montauk.

This home is beautiful and so spacious! Proximity to East Hampton and Springs, yet very private and peaceful. Couldn’t recommend enough!

Laurie s place is very nice, spacious and clean. Plenty of space to eat, hang out and 2 bath. The fenced in yard is great for dogs or kids. We weren't in full summer season so we're not taking advantage of the beach and water options but they offer alot. Allowed for an early check in which was great as we were in town for a memorial service.

The house was gorgeous and such a beautiful location and time of year to stay. Highly recommended!

We stay at Patti's place twice a year for a time of reflection. The location is peaceful and restful, right on the water. Patti always has a plate of cookies waiting for us and lets us know about any changes. We had a cold, wet first day, so were particularly delighted to be able to use the new gas fireplace, which kept everything warm and cozy. We're booked in for late fall already!

A brief stay but a great stay. It was offseason but we got lucky with sunny October weather. The stay was less than a 5 minute drive from the main village with tons of shops, cafes, etc.. the room itself had a beautiful ocean view and was very clean and comfy. Nice shower, comfy beds, plenty of linens and towels provided. Parking included. Overall a very nice stay.

We had an amazing stay! We stayed off peak season, although alot was closed we felt right at home and were more than happy to spend family time at this condo! The views were stunning, and the condo was immaculate. We were close to everything and was still within very reasonable driving distance to the surrounding towns. Julie was a pleasure to work with and was always very responsive and accomadating throughout the process. Hoping to stay again next year!

If we don't give a good review, can we keep this to ourselves?! Patti was a perfect host; the views were fantastic, whether from the outdoor porch or inside through the French doors looking out on the water. Access to the small beach and pool were excellent and we were close to several good restaurants (many of which Patti suggested, including some on the water) for take-out during the pandemic. Wifi was great and everything was very clean and as advertised. We generally fly for vacations and long weekends but had to stay closer to home this year and this was a perfect choice.

We really enjoyed staying at Lynn’s place! Very clean and had a great view of the ocean from the deck. Lynn was very responsive and made the experience seamless. We would definitely stay with Lynn again.

Thanks Lauren! We enjoyed your lovely place!

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.

Very nice stay. Appreciated the bedside chargers. Kitchen was smartly stocked, was able to prepare a Thanksgiving meal with amenities provided. Very clean. Stunning views of the ocean. Downside, small bathroom/shower, limited bathroom shelf space/counter.

Just had a wonderful stay at Robert’s place! The place was impeccably clean, and Robert was incredibly responsive and friendly throughout our visit. While the manor has a charmingly vintage vibe and could use a bit of modernization, we truly enjoyed our time there. The warmth of the atmosphere made it feel like a home away from home. We recommend for anyone looking for a cozy getaway!