Vacation rentals with breakfast in Shelter Island Heights

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.

Really enjoyed our stay! Bob and Joan are delightful, helpful and very responsive. Their home is comfortable, clean, and great for families!

Very close to the beach, the house is well equipped with everything you might need. The owners leave easy instructions so you do not have any doubt.

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.

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. ❤️

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.

Alex's place was great! very clean, and a great location.

Perfect place for my husband and I, our twins and my dad to stay for a family wedding. Would love to come back and just explore the awesome area in the future!

Stylish small apartment was perfect for our weekend stay. We loved the charming Wooster Square location - a quick walk to down town and Yale. Comfy bed, well-equipped kitchen (two of my must-haves). We will definitely stay again.

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.

Remy was always responsive to our questions and requests, and regularly checked in to see how we were doing. The location is excellent and very safe. It’s especially convenient for anyone visiting Yale, as you can easily reach any of the campuses from the nearby bus stop. I would love to stay here again if I have the chance.😊

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!

What a perfect spot in Shelter Island! Beth and team were amazing - we were visiting one night for a wedding on the island and the ceremony was at 2 PM the day we were arriving. I messaged Beth and she was extremely helpful with providing early check in to ensure we could get ready prior to the event! The actual B&B is beautiful - fantastic design, super clean, cool art and the backyard area with the pool is so dreamy. There is even a little workout area near the pool with a Peloton and a Lululemon mirror. Its a short drive from the North ferry, lots of restaurants and cafes and only a short walk to the beautiful Crescent beach. It is such a serene setting and I truly feel like I am on vacation.The room was beautiful and the bed was comfy, I am OBSESSED with the hand soap and have to find it for myself because it smells SO GOOD! I would 100000% recommend staying here and I 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!

One of the best kept secrets in the Hamptons. Picturesque water view setting yet convenient to all the hamlets and village attractions . Monika is a fantastic host!

Great place, great location. Sue was great, a quick introduction and I was on my way for my daughter’s graduation from QU!

What an amazing stay and such fabulous hosts! The home has so much charm and character with exquisite detail and high end amenities. Mark and Johnny went above and beyond to make our stay incredible! When I left, I felt like I was leaving my family! I can't wait to return!

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.