Holiday rentals with breakfast in Shelter Island Heights

Beautiful home in a lovely location with plenty of activities to do and sites to see. Michael and Lauren were very responsive to our questions and made us feel welcomed. They also shared a comprehensive guide to the area which was very helpful since we are new to Greenport. We hope to be back soon!

I had a wonderful stay in July. The house is well-located between Bridgehampton and Sag Harbor. it is very clean and furnished nicely. The back yard and pool are sheltered and beautiful. The owners were very helpful and responsive.

Jaime’s home is lovely, very accurate from the description and photos. It comfortably fit our group- which was 6 adults and 2 kids, with the bedroom above the garage as a spare room. The kitchen is well equipped and the living room is comfortable. The location is great. You can walk to East Hampton town (about a mile). The house also sits down a long driveway and has a nice size yard which was great for kids. The house is kid friendly; except the banister on the staircase was missing on one side. So unless resolved, a bit dangerous for toddlers. It seemed like a temporary problem, but worth asking if you have small children. Overall we had a great holiday here! We would come back.

I usually only stay with Superhosts but made an exception this time, since the place seemed so beautiful. 0 regrets. I am sure these folks will be Superhosts in no time. First - this place was CLEAN. The towels smelled fresh, the linens were clean, there wasn’t a lot of dust. Way better than most Airbnbs. The bed was comfortable too! Second - this is an outdoor paradise. The hosts gave instructions for the fire pit, even allowed us to use their fire wood. The outdoor fountains are so relaxing, and the VIEW is breathtaking. The furniture outside is well cared for and everything has covers so it stays dry and clean. You can hear the waves and watch the water all day from the deck, dining room, living room, or even the main bedroom. I spent a lot of time watching birds on the water with the binoculars! There are neighbors but at a distance so it’s private and quiet. This place is a slice of heaven and the hosts are absolutely wonderful. I will 100% rent again. ❤️

A lovely, updated ranch house with extra rooms in the basement and a spacious back deck and yard. The house is so close to the beach, quiet and secluded.

We had a fabulous time. The house was lovely and Linette was an excellent host. We enjoyed our stay and made memories with family—perfect vacay!

Amazing stay! The house is very clean. The pool was fantastic - it was heated which came in handy the last day. The kitchen was very well stocked. Would definitely stay here again!

This place was everything I was looking for, close to my job and shopping for everyday item. Jenn was very friendly and responsive. Would definitely stay there again.

Great place, would recommend to other travelers. I had a few questions, but Michael was always quick to respond and offer solutions.

Loved our little apartment! Short walk to everything - lots to do Thanks again !

Excellent location-walkable to many of the restaurants and downtown. Alex and Josh responded pretty much immediately with any questions we had. Would definitely stay again.

Margie’s place is an amazing hidden gem. The inside is very clean and comfortable. The outside is an experience of its own. The lake will drop your blood pressure immediately. Gorgeous surroundings. The dogs are friendly and lovable. We will be back! 👍🏼

We had such a lovely relaxing stay. It’s a charming apartment with everything you might need. Easy, convenient and spacious. Has a gentle vibe - just exactly like the pictures . It even has its own shy chipmunks and rabbits in the garden. Mystic is a beautiful town, with it’s glorious river, interesting history, museums, Seaport and pretty surrounds, - it hit the spot. Susan makes the experience so welcoming, with her openness, friendly approach and helpful advice and to top it all she baked us the most delicious muffins and cookies. Really lovely stay.

One of the best hosts we've stayed with. Very friendly and accommodating. My fiance and I loved this waterfront locations. it's so peaceful and serene. it's located at the end of a dead end road so it's super quiet too. Would very much like to return again

Airbnb was perfect distance to many of the attractions. Joanne left many amazing recommendations for restaurants and attractions that we added many stops to our weekend trip. Apartment was cozy, clean and on a very peaceful area.

The three of us (including an infant) have spent 7 months in Truman’s apartment. The place is exactly as described in the offer - has everything you would need for either shorter or longer stay. Apartment is located close to the Wooster Square and Yale campus, so is very convenient both for work and outdoor activities. On top of that Truman was a superb host! Whenever we had an issue it took him no time to resolve it and he always went an extra mile to make sure we feel like at home. We really enjoyed meeting Truman and his family and staying at their place!

Lovely b&b in a cute town with everything you could want/need. Michael was a great host and the breakfast was delicious. Comfy sleeping arrangements and just all around a lovely experience. Will definitely be back!

Adrianna was very helpful with a mistake I made on my reservation- she accommodated me with another room . She really tried to help and I appreciated that- Check-in was smooth and checkout was even smoother. Great place - Front desk staff were super friendly. I will definitely visit again…, Thanks Adrianna!

Tom and Kate were lovely hosts. I was visiting the area for a wedding. When my scheduled arrival plan went awry, Tom and Kate were accommodating and flexible to meet my needs. The home was within a 5-minute ride to the wedding venue, making it a perfect place to stay. The home is beautifully renovated and welcoming. The bedroom is cozy and I slept soundly. The bathroom is small but suitable, and very clean. I enjoyed a wonderful conversation with the hosts in the morning, finding common interests with Kate in gardening and skiing. I would stay here again if I am fortunate enough to be in the area, and highly recommend it as an ideal place to stay.

Sue's place was very comfortable and she was welcoming. Her communication was Top 10 in response time and clarity. Convenient location for me as I wanted to be close to New Haven and Hamden to visit family. I liked the cozy guest lounge for reading.

Monika was a great host - really responsive and proactive giving clear directions and offering lots of local knowledge and tips for our stay. We stayed in the cottage which was quaint and so quiet. The location is beautiful. The weather was not great, but the house was cosy and comfortable. It is well located near restaurants in Southhampton and Bridgehampton and other attractions. Nothing is far. Would highly recommend.

we had such a lovely time at Jayne’s place! The room was very clean, we loved the garden and her cats! It was perfect for a little city getaway! We definitely want to come back:)

I have stayed with Barbara 3 times now. She is always personable and helpful. The setting of her home is lovely and peaceful.

Excellent AirB&B where I stayed for three months during my visiting research program at Yale. Next time I’m in New Haven, I’d like to stay here again.