Cottage holiday rentals in Montauk

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!!

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!

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!

Tabitha's place was perfect for our group stay. Right in the middle of town and perfect for what we needed for the week!

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!

Amy was fantastic from start to finish. The house has four good bedrooms. The bottom floor is very private. Great kitchen and we loved the fact there were cooking basics like olive oil, spices, etc all there.

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 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!

It was so comfortable and peaceful. We had a great time exploring nearby beaches and hikes. We would definitely stay there again.

The house was so peaceful and quiet. The deer were just walking around and calming to watch! The backyard is better than the pictures and would stay there again! My only issue was with the lack of privacy in the house. The doors are similar to shutters to allow airflow, but you could here everyone in all the rooms. Not a huge deal unless you have loud kids!

Erin Leigh’s cottage was everything we hoped for and more. She was proactive, responsive, and kind from the start — making sure everything was smooth before and during our stay. The setting is peaceful, cozy, and thoughtfully designed, with unique touches throughout the home. It was the perfect base for exploring both the eastern and western sides of the North Fork — whether by bike or by car. We loved how close it was to town, beaches, and vineyards, yet still felt tucked away and relaxing. Truly a gem. Highly recommend!

Excellent location! You can bike/walk to Amagansett or the beaches. The house is very comfortable and cozy! Amelia responded quickly to our questions and we look forward to going back!

Meghan's place is exactly as posted it is absolutely beautiful, cozy, comfortable and did I say beautiful? one of my favorite things to do was sit in front of the big windows and read. You have everything you can think of close, at least 4 to 6 minutes away. There are restaurants, super market and pharmacies. But if you are like me and also like to cook sometimes on vacation the kitchen was equipped with everything you need. Highly, highly recommend.

We continue to visit Rose’s house for our yearly weekend girls getaway. It’s the perfect cozy beautiful place to catch up with friends and relax. Rose is an amazing host!

Great, beachy location within easy driving distance of a bunch of great waterfront restaurants. Easy, clean, and very comfortable.

Had a nice stay here with a group of people attending a wedding a short drive away.

I stayed at Margaret’s place over Memorial Day weekend, and everything was perfect. The property is beautiful and surrounded by greenery, making it a peaceful and relaxing escape. Margaret was an exceptional host who truly made us feel welcome. She even invited us to join her family for a Memorial Day barbecue, which was a special and memorable experience. We had a wonderful time and I would absolutely recommend staying here! Thanks Margaret!

A beautiful house that felt very spacious for its size. It was very stylish and super comfortable. The backyard was huge with a little bridge that went over the pond, and had daily visits from a rabbit, groundhog and turtle. This house is a great choice if you are visiting the area, with the Expressway a minute away, a Walmart at the next exit going east, and a deli, pizza place and gas station at the corners of your street. Looking forward to staying again

I had a wonderful relaxing time in this charming, well-apportioned cottage. There is a beautiful view over the marsh to short beach and it’s a great spot to see local birds - herons, red-winged blackbirds, etc. A trolley line that’s been converted to a hiking trail runs through the marsh and makes for a great walk. Lots of other fun walks nearby. it’s very quiet and cozy but still just a quick 10 minute jaunt to New Haven The piano and turntable were neat features and the house was nicely maintained and decorated. You can tell the host is very attentive to detail and committed to keeping things pristine. He was also super friendly and responsive I would gladly return to this spot next time Im in the area and heartily recommend to anyone looking to relax and recharge

A house on the water in beautiful Milford, CT, this was a great place to stay during Easter break. Clean, well stocked and cozy, I'd recommend this place for a lovely beachfront getaway.

I stayed here with my mom and siblings over Thanksgiving weekend and it was absolutely perfect. The entrance was a little hard to find at night, but Allison's directions made it easier. The house was notably spotless. We joked that we must have been the first guests based on how clean it was. All of the beds were comfortable, the house was nice and quiet, and we genuinely had no complaints! So happy we found this place. Allison is a great host. She was very responsive and friendly. I would recommend this stay to anyone and hope to stay here again!