Holiday rentals with breakfast in Montauk

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.

We had an absolutely lovely stay with Chris, Joey and their sweetest dogs, Dino and Dash. We were looking to escape for the weekend and have some quiet time with access to pool and the place had it all. Chris + Joey were communicative throughout the process, got the pool heated for us when we wanted to use it and we were welcome to use the shared areas for relaxing and cooking. The morning coffee + bread was awesome. We also had a great time chatting with them during our stay. Overall, a very fulfilling experience and we'd be back in a heartbeat. I highly recommend staying here, even if it's for a weekend.

Beautiful place, tastefully decorated, well situated (walking distance to town), beautiful backyard and pool. It was a perfect weekend for my family! Romain was very communicative throughout and made the process easy, pleasant and convenient. Will be back!

Loved staying at Rita’s for the amazing view and huge bathtub!! Rita was also very nice and let us use her kayaks on the private beach!

Sabrina was an amazing host! She was very responsive and proactive when helping me and my friends locate the Airbnb, and was always available in the event we had any questions. Her place was lovely and walkable for the wedding we attended. Thank you again Sabrina for trusting us with your space!

Beautiful place. Very clean and highly equipped. Great hosts. Definitely would visit again.

Sandy, the owner, is very accommodating and tries to make your visit enjoyable. The bed is very comfortable. And there is a rack for your clothes which is helpful. The parking was fine. I am 74yrs old and had no problems. Enjoy yourself at Sandy’s.

We really enjoyed staying in the barn room at the Candle Lite Inn on Shelter Island. The room was small but well appointed. It was perfect for a long weekend. The bed was very comfortable and the breakfast facilities was really nice and well provided for. The inn was really well located for cycling and all the lovely beaches on Shelter Island. It reminded us of a European BnB, simple but comfortable.

Mary Ann’s home is a beautiful gem in the right spot. Perfect for birding, a short walk to the beach, or a quick drive to the wineries. Mary Ann was respectful of our privacy, was great at communicating, & always kept us in the loop. She is the ideal hostess & I would definitely recommend her place. We had a fantastic time.

Thank you for accommodating my daughter’s disability and being so thoughtful it was an absolute pleasure to stay.

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!

We had an amazing stay at Jayne's home. She is a very friendly and accommodating host who makes you feel at home. We got a lot of helpful local tips and even got to meet some of her friends one evening. The house packs a lot of history and is an aesthetic work of art, curation and dedication. The garden is equally picturesque and perfect for breakfast and relaxing. We felt the amenities were great too. Fresh breakfast (and a pie!) served in the morning, BBQ grill and firepit for a relaxing night to stay in, and bicycles for exploring the town and beaches all made our stay very convenient and seamless. Thanks!

Thank you so much for sharing your lovely home with us! We had the best time and will definitely be back! Thank you!

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!

Absolutely loved staying at the Oceanview Terrace this Easter weekend! Adriana and Yanni were fabulous, very friendly and responsive. The location was great, loved the cottage I was on, overlooking the Shinnecock Bay. Minutes outside of Southampton and other great local restaurants and shops. Very clean and I slept like a baby in the beautiful King bed with fresh linens with the best pillows lol!! I will definitely be back and recommend to all my friends & families.

Wir haben 3 Tage in dem Cottage verbracht. Es war wunderbar. Das kleine Haus ist ausgesprochen schön und sehr cosy eingerichtet. Wir haben uns sofort wohlgefühlt. Die Küche war komplett ausgestattet und der Kühlschrank war gefüllt mit vielen leckeren lokalen Produkten und auch Getränken, was uns sehr gefallen hat. Es war alles vorhanden, was man sich nur wünschen konnte. Das Bett war sehr bequem und auch im Badezimmer gab es alles, was man braucht. Flauschige Handtücher und sogar Bademäntel waren vorhanden. Die Lage des Hauses, mitten in diesem großen Garten und direkt am See, war toll. Vom schönen Wohnzimmer aus hatte man einen direkten Blick auf den See. Die Gastgeberin war sehr offen und freundlich und immer erreichbar. Wir hatten eine wirklich eine tolle Zeit hier und werden das Haus ganz sicher wieder buchen, wenn wir noch einmal in der Gegend sind.

Dale’s place was great. I had a wedding to attend in East Hampton, and this was a perfect crash-pad between wedding events. The bed was comfy, the room was clean, and he provided us with much needed coffee, tea, yogurt and fruit for our mornings. Check in was simple and he communicated well. Definitely recommend!