Vacation rentals with outdoor seating in Shelter Island Heights

Kristin was a great host. Everything was as described. Great location to shopping, restaurants and ferry in Greenport. We would definitely stay here again.

Charming, cozy, and comfortable house. Great for couples or solo travelers. Everything was as described in the listing. No frills, but delivers the basics really well. Location is relatively centralized and provides pretty easy access to other areas nearby such as Sag Harbor and East Hampton. The neighborhood location gives off a suburban vibe. Very detailed communication from hosts. Overall, a great value.

Had a wonderful experience with my family. Carolyn was very helpful and accommodating. I hope to return!

Amazing place to stay! This spot is spacious and charming with everything you could possibly need to relax in this beach town getaway or explore. Our hosts were so helpful and welcoming!

We stayed here for a week for our daughter’s graduation from the Coast Guard Academy. It was perfect. Great walk from the academy, all sidewalks, very safe area. The location is on a short dead end Street so you don’t have a bunch of cars driving by. The house itself is beautiful. It is bigger than it shows in the pictures. The yard is bigger and the deck is bigger than the photos show as well. The kitchen is incredibly well stocked. I can’t say a single negative thing about it or offer anything to improve. I’m still amazed at what we got for the price that we paid. And the hostess is wonderful. Very quick response time for any questions that we had.

If you are looking for a place to stay in Westerly, look no further! The home had all the amenities, and the dogs loved the spacious, fenced-in yard. The property was also close to downtown and the beaches in the area. We'll tell our friends about this place and gladly stay there again!

Aida was a great host and very approachable. The house was beautiful in a very pleasant neighborhood

We spent graduation weekend in New Haven, and Anne's home was a lovely, quiet, clean place to come back to after long days in the city. The beds were super comfortable, the sun porch charming and the quick walk to the beach good for the soul. Anne is responsive and friendly and left the porch light/front room light on when we arrived in late the first night from JFK.

Jennifer's place was a great option for us in the chaos of finding a wedding spot in Memorial Day weekend. We flew with our little one for the first time and needed a place that would be able to accommodate us. The availability of a pack-and-play, a high chair, and other helpful baby items made our stay much easier and less stressful. We were comfortable, in a great area, and the communication was amazing.

Nice little apartment definitely only enough space for 2 but that’s what was advertised so can’t complain about that. It’s a quit neighborhood didn’t even hear cars driving by. Simple but modern.

I really enjoyed myself on this brief stay and would gladly stay again the next time I’m on Long Island. Everything was positive, from my communication with Edward, to their flexibility when I overslept, to the comfort of the bed. Highly recommended if you’re on Long Island and don’t feel like staying at a hotel.

Staying at Kevin’s place was such a reset from Manhattan. It was cozy, comfortable and very breathtaking. Kevin has great response time and is willing to assist you while you stay. Will definitely be back soon!

Staying here far surpassed our expectations. The photos truly do not do it justice. The home is spectacular with gorgeous vaulted ceilings in the kitchen and living area. The 3 bedrooms were clean and beautifully decorated. The beds were also super comfortable. The bathrooms were very clean. The couches were cozy. We had a lovely time on our one night stay. The location was great and was only one mile to the town of Greenport. Amanda was so sweet with flexible check-in times, and extremely responsive. We would definitely stay here again. We want to make a yearly trip now! It was fabulous.

Had an absolutely wonderful stay! Location is perfect and Jaime was incredibly friendly throughout!! He let me know that they had everything we would need.. but as a self-described obsessive packer I didnt listen. He wasn't kiding! They had beach chairs, umbrellas, and everything else you need for the perfect beach day. I brought an entire wagon of stuff and used one bag. It really is an awesome little find!!

We had a family wedding at the Lace Factory and this was the perfect place to stay! It was right down the road and was very accessible to the venue. Liz was so responsive to all of our questions, and provided great local recommendations. The space was super clean and comfortable - so much so that we asked her a question about what mattress she had, and she kindly looked up the brand and sent us a message about it. Overall a great experience. If we are ever back in Deep River I will be surely staying here! Thanks, Liz!

Place was what we expected and the neighborhood was nice, about a 20 min walk from the main campus (which was relevant to us). Basement unit (down a few stairs from your private entrance) with windows in every room, off street parking, washing machine in the shared part of the house (that you can use until 9pm). Was a cold weekend and apartment was nice and warm. Bed was comfortable. Rosaria was responsive and helpful, and even folded some dry laundry we had left in the dryer. Left a handful of drinks and snacks for us that were much appreciated.

Mark's place was exactly what I was looking for to ring in the New Year in style, comfort and complete relaxation! I was able to start each day with a quiet cup of coffee and then head directly to the beach for a long morning walk (just a short drive away). Montauk Manor is an absolute hidden gem for a winter break and the indoor pool and hot tub are a rare find in the Hamptons. Check-in/out could not have been any easier and the Manor staff are wonderfully welcoming and friendly. There were still a good number of local shops open, including Left Hand Coffee. 100% recommend for all seasons and will eagerly book again!

My girlfriend and I attended a wedding in montauk for the weekend and Doug was easily the best host I have personally had while using Airbnb at any location. The condo was beautiful and Doug contacted me the day of our arrival to let me know how to find the condo while personally walking me through any questions we had. Not only was he responsive the entire trip he also made himself available for any suggestions and recommendations of places to visit while in Montauk. For anybody looking for a great experience, I recommend Doug highly as we hope to be visiting again soon!

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!

Jeff's place has a lot of character and is spacious. The setting is excellent, near the water, with Satterly Landing right down the road. We enjoyed our stay.

This was such a beautiful place. I was surprised with how much space there was. Me and my family very much enjoyed our stay.

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!

I highly recommend staying here as a home away from home retreat! Our stay was relaxing and cozy with a peaceful view of the water. We’re already looking forward to our next visit!