Holiday rentals with a fireplace in Shelter Island Heights

The house was so cozy and comfortable and well stocked. I didn't even miss not having a tv. there are games, records to play on the record player, and plenty of kitchen utensils and spices to experiment in the kitchen. I enjoyed relaxing by the fireplace and walking in the neighborhood. You will need a car to be able to access restaurants and shopping, but it was a short drive. It was exactly what I was hoping for and would return again.

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!

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!

Erica’s place was amazing!! Super quiet neighborhood, nice walk to the beach, very clean and well accommodating for our group. Would definitely come back here!

I had a wonderful stay! The place was exactly as described—clean, cozy, and well-equipped. The host was friendly and responsive, making check-in and check-out super easy. The neighborhood was quiet and convenient, perfect for relaxing after a day out. I would definitely stay here again and highly recommend it to anyone visiting the area!

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!

We had a lovely stay at Eric's home. The home exceeded our expectations and we felt right at home. The decor was warm and inviting. Everything you could possibly need was in the stunning, modern kitchen. The beds were all comfortable and we slept very well. The property was very peaceful. We enjoyed seeing deer, turkeys and hawks each day. The fixtures in the home were modern, clean and high-end. It was great being so close to Greenport with it's wonderful restaurants and shops. We can't wait to return.

We had an absolutely wonderful stay at Barbara’s beautiful home! From the moment we arrived, everything was spotless, well-maintained, and exactly as described. The house is full of charm and character, with thoughtful touches throughout that made it feel like a true home away from home. The location was perfect—peaceful and quiet, yet close enough to everything we wanted to explore. We especially loved the cozy fireplace, comfortable beds, and well-equipped kitchen. Barbara & Patty were incredibly responsive and helpful and made sure we had everything we needed for a comfortable stay. This was our 3rd time staying here and we highly recommend this place to anyone looking for a relaxing, beautiful getaway. We’d definitely love to return in the future!

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!

This was my second time staying in Paris' cottage and it was just as charming and lovely as the first time. The cottage is set back from the road, nestled in a charming neighborhood. It's a very comfortable, quiet and peaceful place with a beautiful view and privacy. The center of Sag Harbor - with shops, restaurants and a sweet movie theater - are all walking distance from the cottage! Thank you for another great stay, Paris!

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.

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.

This home was beautiful and exactly as described. The hostess was wonderful and very responsive. The location in east hampton in a quiet and peaceful street was close to all our favorite restaurants, shops and beaches. The hot tub was so great to have in the cold and rainy days. The home is chic, comfortable and clean. We loved it and recommend it.

Our family had a very enjoyable stay! The home and surroundings were beautiful, everything was extremely clean and organized, our host was wonderful! We absolutely loved the tea ceremony! It was very educational! We will definitely stay here again when we return to New Haven!

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.

We had such a wonderful stay at Ann Marie’s Airbnb! From the moment we booked, she was incredibly kind and responsive, making everything so easy and welcoming. The house itself was spotless, beautifully maintained, and had every amenity we could possibly need — it truly felt like a home away from home. The location was perfect — close enough to town that everything was easily accessible, but just far enough out that we avoided all of the typical Hamptons traffic. We even walked around the neighborhood every morning! We couldn’t have asked for a better balance of convenience and tranquility. Highly recommend this stay, as someone who frequents the hamptons — we’d come back in a heartbeat!

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!

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 !

It was perfect for the holidays it made everything better for me and my family