Guesthouse holiday rentals in The Hamptons

We had a great and very peaceful time. The cottage is private and very close to both the beach and restaurants.

Robert is a kind and gracious host. He left a bottle of wine with a charming note upon arrival. We had a few questions about the house and he was very prompt and helpful. The house is a sweet charming little cottage in Montauk on the steps from the beach at central air- it was perfect. We would definitely return in the future.

We loved staying at Christine’s place! Great location, great deck to sit outside and enjoy the weather, and not too far from the beach. She even came in person to be sure check in went smoothly. Definitely would stay here again!

10000/10 recommend. Amazing Airbnb, beautiful pool, near east Hampton, Montauk, Parrish art museum, Dan Flavin institute, longhouse reserve, pollock krasner house. Easy check in, VERY safe neighborhood, Gilliam and her husband were kind and helpful.

If you’re seeking 5 star accommodation, look no further! This unit is exactly what you’re looking for! Candice, our host, was top tier. She was readily available, very clear in instruction, and completely respected our privacy. I utilize Airbnb quite often and I couldn’t have asked for a better stay! Thank you Candice!☺️

This place is very peaceful, in a great area with lots of restaurants and shopping nearby. The guest house is extremely clean and there is no clutter. I really enjoyed my stay here and highly recommend this Airbnb if you ever want to get away to someplace peaceful but close enough where you can find things to do.

Geoffrey and Thomas were very gracious hosts, filled with benevolence, they greeted us with such warmth, gave us a tour of their beautiful home, along with the complimentary beverages, providing us with resources as well as information about the island since we’re newcomers, the house was lovely, clean and serene, hot tub was amazing, we enjoyed hearing their stories about fire island as well as giving us recommendations for food, shopping and sightseeing, it’s good to know fellow New Yorkers will have your back, very happy we picked their place to stay, absolutely would come back.

The pictures really don’t do it justice , the place is adorable. The kitchen has all new appliances, and it has every amenity you could need for a long or short stay.

Great stay overall but only thing wrong was heater was not working properly and the place was very cold

Had a wonderful little getaway in Hilder’s guest house. The place was clean and cozy! I would return here for another weekend getaway.

Good amenities in a private, cozy spot. The place was very clean and well-maintained. Liz was great. She met us upon arrival and walked us through everything we needed to know to enjoy our stay. We would definitely stay there again. Excellent experience overall.

Jen’s cottage was peaceful, comfortable and clean. I was traveling with my 83 year old dad who has mobility issues and needed a place to stay with a recliner. I was excited when Jen responded to my inquiry (very quickly I might add) that she would be able to accommodate. Not only did the property exceed expectations, it was immaculate and felt like home immediately. This cottage made our trip possible. I wish I could give Jen more than 5 stars!!!

We had a wonderful stay at Carrie’s listing. When we first arrived, Carrie was still cleaning up so we were invited inside for a cup of wine. The airbnb had almost everything we needed (minus a microwave) and the property had super friendly chickens and every amenity needed for a stay-at-home vacation. Carrie was even kind enough to have us stay a little past check in to finish some work meetings. We appreciated everything and would recommend this to anyone coming to North Fork :)

Super responsive, friendly host! Great location!

Kate’s place was perfect—down a quiet and private road but close to everything Shelter Island has to offer. The apartment was cozy and comfortable with all the necessities. Kate was very responsive when needed but you also have privacy. Lovely stay—I hope to come again!

Had the most gorgeous time at Christina and Felipe's guesthouse. It was so cozy and beyond everything that we wanted. I don't think that the photos did justice to how beautifully they've curated the space to feel at home + sprinkles of decor that makes you truly love the Hamptons and the vibe there. Thank you for such a great time. Cannot recommend them enough! If you are looking for a place to stay near SouthHampton or Hampton Bays, THIS is the place to be. What a lovely stay! :)

This is an absolute gem of a find. It’s close to numerous vineyards and a seaside port for deckside drinks and quaint shopping spots. The ferries to Southhampton is only ten minutes away and the ferry to New London is also only about 20 minutes away. The cottage is super cute and has everything you need. Perfect.

Such a relaxing atmosphere! Quiet and nestled within nature. The view and hot tub were my favorites. The coffee station was an added bonus:) Monica and Stanley were very responsive. If you’re looking for R&R this is the place.

This cottage couldn’t be cuter! Perfect for 4 for a short stay. Spotless, breezy, well decorated, everything brand new, with thoughtful touches like candy jar with gummies and a wine fridge. Location is perfect for exploring the North Fork. John was super responsive and friendly.

We had a great stay with Brian! Absolutely beautiful location and loved the pool.