Bed and breakfast holiday rentals in Long Island

Just got back from a wonderful one night stay with Jimmy. We were greeted warmly, with humor and great local recommendations. The hotel is a convenient 10-15 minute walk from the Cold Spring Metro North stop. The room was exactly as pictured: quaint, clean, and cozy. We were offered discounts on breakfast and additional nights stays, which was a great touch. Jimmy was kind enough to hold our luggage and let us use his cafe's restroom after we checked out and explored Cold Spring for the day. If I come back to explore the multitude of hiking trails in the area, I wouldn't hesitate to stay with Jimmy again. I'm also recommending his hotel to any friends/family planning a trip to Cold Spring. Thanks for the great stay! - Taylor and Chris

a wonderful cabin with a great ambience and very welcoming hosts. the fire, record player, breakfasts, birds in the morning, and more all make for a perfect stay.

Great host! Was there for work on Ft. Smith. Peekskille is tiny but is surrounded by bigger towns for grocery/shopping etc. and only an hour train ride from NYC. She's very welcoming and generous especially with food. enjoyed my stay, will return if need I to come back to town.

Really enjoyed our stay here. Location is excellent, very close to all the beaches and Watch Hill area. Marcy was very responsive and very accommodating. The place was very well stocked as well with everything you need. Highly recommend!

I liked the stay, the place was clean and organized. The neighborhood was quiet and the important for me is the parking, that was not a problem at all. I recommend Idy’s house to anyone who wants to book an Airbnb in Elmont area.

Such a wonderful lodging! My son and I stayed for a week for him to attend camp nearby and the hospitality with the entire staff was remarkable! Clean, quiet, communal feel and tended to my every request! I highly recommend this charming little place!

I had such a lovely stay! Tom and Marie went above and beyond—starting my day by dusting off my car (a small touch that meant a lot), and cooking me a delicious homemade breakfast early enough for me to make it to my car show. I also got to meet Oreo, their sweet stray, who made the stay even more special. There’s a lot of generosity and love in this place. Highly recommend!

Everything was so easy & efficient. Perfect location to live like local and easy travel for the tourist activities.

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!

Stayed here for five days and it was amazing! I felt right at home. The neighborhood is very safe and quiet. Ron was amazing and even let me check in early. I would definitely stay here again!

It was a tiny bit noice but but other than that it was great.

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!

Amazing inn, so clean - great location, their team paid attention to details and I slept like a rock. Thank you Meri!

Ann and Allen are just the best hosts. They are very friendly, relaxed and give good tips on what to do and where to go. I really enjoyed having breakfast with them every morning. Next time I‘m in New York I would like to stay at their house again!

We really enjoyed our stay. It was quiet and well kept. The atmosphere was great. Michael was an excellent host and the breakfast was among the best I've ever had at a Bed and Breakfast

Really lovely location and the private entrance was perfect for us being on the move all weekend. The grounds are beautiful, the pool is refreshing and the breakfast each morning on the patio was the best way to start our day. All the staff we spoke with were very friendly and made sure we had everything we needed. What a relaxing trip!

Very welcoming staff and environment! Perfect Airbnb for escaping the city crowdedness.

My daughter and I fell in love with the Dragonfly Inn. We are huge Gilmore Girls fans, so that was our initial draw, but our expectations were exceeded before we even arrived. The hosts are so communicative and we were made to feel right at home. The property is far enough from the hustle and bustle that you can truly relax but close enough that its a quick trip to local attractions. The Inn and its surrounding property are beautiful and we were even able to peek in to see the horses! We’re already discussing with our family to visit again soon!

I never would have imagined such a gem in Brewster. The suite was very clean and cozy and met all my needs. I was fortunate that my stay was through out a weekend of which Orestes included a fabulous breakfast. What a treat to enjoy a wonderful breakfast and great company. Enjoyed our conversations and meeting his pup spot. The property is so beautiful and peaceful and the sunrise across the lake was just amazing. I would certainly be returning.

If I could give Grace and her place 100 stars I would! Grace made me feel right at home! She was so welcoming and kind. Her place was so peaceful, clean, and comfortable. She went above and beyond. I can’t say enough great things about this place and host! If you get the chance to stay here, consider yourself lucky!

Perfect location, wonderful hosts, delicious breakfast, comfy beds, exciting osprey drama!

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!

David is welcoming and helpful; this is a great place to stay if you are needing to be in the vicinity (for me, visiting elder and getting some work done during parts of days). The room is cozy and clean, comfortable bed and good desk -- along with bits of friendly conversation, it suited me well. I'll be checking availability next time I'm back in the area.

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!