Holiday rentals with breakfast in Montauk

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.

Eden’s home was a wonderful escape from NYC for our family. The house was clean and spacious and located close to restaurants, beaches, and shopping. Checkin instructions were clear, and host communication was great. We will definitely book again!

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

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.

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!

Rita was flexible with our check in time so we could work from home on Thursday. She has a list of restaurants and local activities, many of which we took advantage of. Throughout the weekend, we communicated over text, when needed. Rita was very responsive. My husband and I recently got married and this was our first long weekend away together after the wedding. It was perfect. We relaxed and watched the sunrise from our airbnb floor to ceiling windows. At night, we drove 4 minutes to the Long Island Sound and watched the sunset. Everything is close by; it was a magical weekend overall.

Jessica was a great communicator and helped answer any questions I had about the house. We had a fabulous weekend at her house - the heated pool is brand new and it was definitely a highlight for us. Oh, and we loved the Japanese master bath and the soaking tub - so relaxing!

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.

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!

This is a great place to stay. Centrally located between Southhampton and Westhampton. The property was renovated, spacious, and clean, with beautiful views of the bay. The hosts were friendly, communicative and helpful. We will be back!

A dreamy South Hamptons getaway!! Superb location to explore the village, venture to the beach, or simply relax on the front porch. Jayne has perfected the bed & breakfast experience in her warm, historic home & made our stay one we won’t forget! Hope to be back. Thanks Jayne!

My friend and I came for a baby shower weekend. It was absolutely my best experience with any Bed and Breakfast/Air bnb ever! She could not have made us more comfortable and at home. Her garden is absolutely incredible- I could not stop taking pictures of every corner! Even inside her home is full of antiques with a story behind each one! I cannot wait to have another girls weekend here. It is also perfectly located to walk right into town!

This property and its location in the Hamptons is perfect. And Monika goes long past the extra mile to make you feel properly “hosted”. Beyond that, the AirBnB review character limit prevents me from doing justice to how truly extraordinary Monika is as a host or how equally wonderful the property is to experience. Sufficed to say, this was the best AirBnB experience we have ever had anywhere, period, full stop. We will absolutely be back.

Jayne was beyond accomodating. We felt at home from the minute we walked in the door. The amount of care and love taken on this home is unmatched. We loved lounging in the yard and reading, enjoying breakfast on the patio (including fresh tomatoes from the garden!). An absolute haven.

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!