Cottage vacation rentals in The Hamptons

Louise's place was perfect. Louise was so easy to communicate with, super responsive, kind, thoughtful and truly appreciated that she had the option of flexible dates (instead of so many sat to sat or sun to sun requirements in summer). The cottage was cozy, cute, spotless & well stocked. My teenage kids loved the hot tub (as it was a bit chilly in the evenings) and I loved the outdoor shower. We loved having the bikes to take rides around the Island and loved the location. Our only regret is that we didn't get to stay there longer! We will definitely try to stay at Old Snuggler again!

I had a wonderful weekend at Andrew’s place in East Hampton. It was gorgeous, perfect location, perfect layout, and such a central location to everything. It was incredibly clean and organized and the backyard was beautiful for relaxing. Andrew was also a terrific host- he left us beverages, was super communicative and flexible and I’m so happy I stayed here. Hopefully I’ll rent again soon!!

Wow!! The perfect peaceful getaway that is close to everything!! Tucked away off the road the house is quiet with a beautiful yard. The interior is both stylish and comfortable. The kitchen is extremely well outfitted. Andrew is a great host and an excellent communicator. We only wished we could have stayed longer!! The question isn’t will we come back, it’s simply when!

beautiful house, great location and very nice and peaceful neighborhood close to the beach and the vineyards the house is very well equipped ! Richard was very nice and even find a little bed for our baby boy ! thanks !

Ivana and John are the most wonderful hosts! This was truly like staying at a family cottage and everything was just beautiful. John greeted us upon arrival and even had a bottle of wine for my husbands birthday! We loved staying here from the city because it was only a little over a hour to arrive and less than a hour to South Hampton where we had dinner. Also the little town is so so cute and we were able to walk over so quickly! We can’t wait to stay here again. Thank you again Ivana and John!

Lil Nauti was perfect for our family. The bedrooms were adequate, with very comfortable beds and plenty of pillows. The wardrobe space and drawers were great as we had a long stay with a lot of baggage! Jason has absolutely everything you could possibly want or need for a stay. The kitchen is really well equipped. Cute cottage and delightful private garden.

The place was charming, quaint, and exactly as described. It had a cozy vibe that made it feel like a home away from home. The location was perfect, with easy access to everything I needed. The host was incredibly responsive and helpful throughout my stay. Highly recommend this spot for anyone looking for an enjoyable experience!

This was now my second trip at Gary’s Southampton cottage, and it was equally as fantastic as my first! Inside, the place was spotless, and on the porch is a grill as well as a fireplace. We took advantage of both, grilling almost every day, and capping our nights with s’mores by the pit. Gary’s cottage is in the perfect location! Downtown is only a 15 minute walk away, where you will find plenty charming boutiques as well as a CVS and some grocery stores for your convenience. The beach is only 15 minute walk away as well. Luckily, Gary is very generous and provided us with bikes, so we were able to cut those times in half. He was also very generous and allowed us to use the pool and hot tub when the main house guests were gone. Even when there are main house guests, the cottage is tucked behind a large hedge, giving you separation and privacy. Overall, fantastic place and fantastic host, highly recommend!

We absolutely loved Michael's cottage. It is a ~15 minute walk from the village and is on a quiet street. The cottage feels like a beach house but is very well appointed and homey. We loved our stay and would absolutely stay here again!

We had a great stay! The house was pristine and the kitchen was very well stocked. The cottage was very close to beaches, restaurants and grocery stores! I would definitely recommend to anyone looking to get away for a beach vacation!

Meredith’s cottage in Jamesport is the perfect North Fork getaway—spacious yet quaint, with incredible charm. The beach views are spectacular, offering peaceful sunrises and relaxing evenings. Meredith was a fantastic host—super attentive, thoughtful, and made us feel right at home. The location couldn’t be better: quiet and serene, yet close to everything from wineries and farm stands to local restaurants. It’s a quintessential North Fork home, and we can’t wait to return.

We had a great experience staying at Melissa’s cottage and would happily recommend it to anyone else! We were in town from Florida visiting family in Rocky Point for Christmas and chose Melissa’s property as our place to stay. Melissa was very communicative, check in was super easy and we felt right at home on her property. Would definitely consider staying here again. Thanks Melissa!

A very cute and wonderful place to stay! Cozy, clean, private, and incredibly close to the beach! Lisa was extraordinarily understanding about the check-out time and process, would LOVE to stay again! :)

We enjoyed our stay! Such easy access to the beach was so convenient. You’re definitely better off venturing out after high tide to enjoy the most amount of beach and there are a lot of shells that make being barefoot challenging. We did arrive after major storms which could have contributed to that. The house was spotless with everything you need to be comfortable! We did not utilize the outdoor space but definitely would have if the weather was drier! Definitely would stay here again.

We absolutely loved our stay at Milton & Megan's Montauk house! It was perfect for a group of 4 (2 couples) there for a 4 day trip. The house is very quiet & peaceful, with lots of outdoor space, but also very walkable to town. The house was super clean, and everything was very easy to find. The bedrooms had lots of closet space, the TV was easy to set up, and all the amenities listed on the website were accurate. We'd love to come back again and stay. Thanks!

We had such a great weekend at Jordan’s! The place was perfect and in such a great location. Jordan was super responsive and helpful!

Vincent’s place was great for my husband, myself, our baby and my parents to stay when visiting Jamesport for a wedding. Beautiful cottage, close to everything, and Vincent was very easy to communicate with. Would stay here again

Erin’s place was perfect! We did a girls trip to fire island over memorial day weekend, it was the perfect size for 3 of us. Erin’s place was situated about a 30 min walk from the Ocean Beach, and super easy to get to from the Ocean Bay Park (I think?) Ferry Station, so it was super easy to get to. We had such a lovely weekend exploring the island, and could easily get to other parts of the island (i.e. Cherry Grove) by Water Taxi. Erin was extremely helpful with navigation guidance. We would definitely come back again!

What a fabulous cottage and something totally new to us! Beach very close by obviously and the pet friendly gated on porch convenient!Thank you Michelle to share your place with us!

This place was cozy and quaint. We were only missing a can opener! You too will like it! I would stay here again

The cottage was just right for our stay. It was conveniently located near Riverhead center, so it was easy for us to get to where we needed to be. Everything was comfortable, and we appreciated all the cottage's artistic touches. We were able to settle right in. What really made it special, tho, was how Del thought of everything! from milk for our morning coffee, to helpful suggestions, to a basket of snacks. Del is the consummate host.

The cottage is steps from the beach. You can hear the waves crashing in the house. The natural light inside is stellar and the wraparound deck always has both shady and sunny spots to relax, read, etc. There is a very useful laundry setup in a small basement utility shed and an outdoor shower with hot water. You are under 10 minutes walking to/from the ferry and harbor area. There are two water filters available for drinking water and the WiFi was strong and reliable throughout our stay.

Can’t say enough about Michael and our stay. He made everything seem-less and was super helpful with recommendations and accommodations. We can’t wait to come back next year or this summer! Hopefully many years to come! 5 stars!