Holiday rentals with a fireplace in Shelter Island Heights

This beautiful home did not disappoint! There was lots of space for our group of 7 ladies to eat meals together, sit outside for coffee, play games and sleep in the comfortable beds. Lots of amenities including utensils, cookware, plates, glasses, towels, etc. We walked to beach and it was a quick drive to town. We are already planning our next year’s visit! Thanks for being super responsive Adam!

We had a great stay. The house was warm and inviting. Very peaceful and quiet. Plenty of room for the family. Very easy to get to and very close to downtown. I would highly recommend!!! Steve was very friendly and responsive to all our needs!

Ashley’s location was amazing and the entire layout was efficient. The automated blinds and Sonos wireless surround system were amazing highlights of the property. The hot tub worked flawlessly and the amenities were well stocked. Ashley’s house is well stocked to host a private dinner party for guests with the large prep sink and counter areas. The newly renovated kitchen cabinets all had slow closure mechanisms and the dual oven microwave was a nice touch. The dual shower head in the downstairs bathroom was a useful amenity as well.

House was perfect for our quick And easy family get away. Would certainly Stay again and recommend

The house was clean, well-decorated, had all the things we needed, and private, with a long wooded lot leading down to the bay. We women friends were totally comfortable there. When we couldn’t find the entrance to the driveway off the main road, she stayed on the phone & directed us until we found it. Excellent choice!

Dewey’s place is such a dream! Everything is freshly renovated and just feels so crisp, clean, and stylish. You can tell so much love went into the design it’s the perfect mix of modern and cozy. We felt right at home the second we walked in. The kitchen is gorgeous, the bathrooms are spa-like, and every little detail was just so well thought out. Dewey was the sweetest host super responsive and made everything totally seamless. The location is amazing too quiet and peaceful, but still close to all the fun spots (beach, town, restaurants). We didn’t want to leave! Already planning our next trip back. If you’re thinking about booking, do it you’ll love it just as much as we did!

Our stay at the Secret Stone Cabin was truly unforgettable. The breathtaking views and thoughtful touches made it feel like a home away from home. It was a luxurious retreat, complete with extra amenities like plush bathrobes, quality toiletries, and a chef-style kitchen. We took the row boat for a short spin, and had the weather been nicer, we would have loved to enjoy the beautiful outdoor fireplace. Every detail was perfectly curated for comfort — we can’t wait to come back!

We have stayed at Giuseppe’s home many times. The house is in a location central to many great restaurants, shopping, & other things to do. His home is immaculate—so clean and has all the essentials you will need for your stay. The heated pool and backyard is ideal to get some sun and just chill. Giuseppe always responds promptly to messages. If you are looking to stay in the Hamptons, don’t hesitate to stay at Giuseppe’s home! Looking forward to our next stay already

Ronnie & Brian’s place is awesome! Tons of space and very well maintained. Great location. They are very responsive and we will definitely be back!

lovely environment, beautifully designed garden apartment

Joanne was a great host! The Airbnb was clean and exactly as displayed in the description. I would definitely come back to visit - the neighborhood was also beautiful and very peaceful.

Peter was extremely responsive and helpful. Helped with all requests and accommodations. Would recommend and book again. 10/10

Selestria was super kind & supportive! She made us feel welcomed and made herself available for calls if needed. The home was clean and nice looking :)

Wonderful and cozy apartment! We were in town for a wedding and needed a clean and safe space to make home base. This was perfect. Would absolutely stay again!

We had a great stay in Mystic over Father's Day and Joanne’s place was part of why it was a great weekend. Her place is minutes from the hustle and bustle of downtown, and yet super woodsy. LOVED waking up and seeing the trees and listening to the birds in bed, which was quite comfortable and cozy. Inside was clean and comfortable, and the outdoor area looked like a fun place to hang out, however the weather didn't permit that. We were especially happy to have the electric wood heater in the unit to make it cozy since the weather was damp and cool. We also appreciated the very detailed instructions book which included nuts and bolts about the home, plus lots of other helpful info. A great place to stay!

I look forward to stay Lismary place on my next trip. Great location, very clean and well decorated. I feel like I am at home.

My family and I had a wonderful stay - very peaceful and quiet. The house is beautifully appointed and well- stocked. The pool is fantastic and was kept quite warm during a chilly Memorial day weekend. Ann Marie (host) is kind and communicative. We'd definitely return!

George was an excellent Air BnB host!!!! His responses were prompt and answered any questions we had. The location was ideal in Greenport as everything was walking distance. We had an amazing time!

Beautiful home with plenty of room for everyone to spread out and have privacy as well as spend lots of time in the common areas together cooking, playing games and enjoying the spectacular view. The home is well appointed with everything you need. Hope to stay here again! Thank you so much.

My family and I were lucky enough to stay at Jenna’s over Memorial Day Weekend. The house was even better than the pictures, if that’s possible. Very clean, and beautifully presentable. Everything was clean and ready for us, and Jenna had genuinely everything we could have possibly needed. Jenna was extremely communicative even leading up to our stay. Hope to stay again sometime soon!

Loved the place and it was perfect for our extended family to stay a couple of nights. Plenty of room and yet we could also be altogether. Really great and I highly recommend it for a large group. Thank you so much Katie!

We had a wonderful time. The weather was perfect. The view of the water was everything and was accessible from nearly every room. The home was modern and easily accommodated our large group. Yet it was cozy and beautifully appointed with all the amenities you would ever want. It is ideal for children with every toy imaginable. There was a highchair and a pack and play for our toddler and child appropriate dishes. The kitchen was fully equipped and had 2 sinks, 2 dishwashers and 3 tables for dining. The beautiful pool and hot tub were in constant use. Mary is very thoughtful and assembled a ringed binder with important contacts and suggestions for dining, shopping and entertainment. Although there was no beach on the property there are nearby beaches. The towns of Guilford and (nearby) Madison are charming and well worth visiting. Mary was very accommodating and responded promptly to several inquiries.

I recently had the pleasure of staying at a truly exceptional home that exceeded all my expectations. The house was clean and well-kept. It felt like stepping into a brand new space. The backyard is a standout feature, offering a fantastic oasis for families. The pool is perfect for kids, Additionally, there's a well-equipped playground that kept the little ones entertained, along with a variety of toys that made it feel like a true home away from home. The office space was a welcomed surprise. It features a comfortable desk and ample natural light Overall, this house is a gem, perfectly blending comfort, fun, and functionality. I highly recommend it to anyone looking . Can’t wait to come back ! Thank you !

Dove Haven is truly a special spot that shows that someone (Patty) cares about it a lot. The house is very well stocked and we never lacked for anything. And the collection of available umbrellas was greatly appreciated (yes, a bit of rain). Spacious hot tub (accommodates 8, nicely) is well-located on adjacent deck with beautiful view of spectacular garden. Rare to find a place where each of the five bedrooms, (with en suite or nearby bathroom), would be a master bedroom in a typical Airbnb. The master bedroom lives up to the billing with a monstrous bathroom including an inviting tub and a private porch. Public tennis courts and public pickleball courts nearby (less than a mile down West Rock Ave) were a treat. As was brunch at Bella’s Cafe (highlighted in Patty’s online notebook). Just plain terrific from beginning to end.