Vacation rentals with a fireplace in Cutchogue

Second year renting this house and it once again was incredible. The house, yard, pool and deck were perfect for our young family and dog. Spencer was incredibly communicative throughout the process and we enjoyed many of his listed recommendations! Southold is an amazing area and Seasound is the perfect oasis to stay while enjoying the Northfork!

This was our second time renting Brian's place for a getaway and this stay was as excellent as the last. We love this house so much and Brian could not be a better host. His communication is stupendous; he was always immediately available to respond to any questions we had.

We had such a fantastic stay in Cutchogue! The house is stunning, spacious and perfect for a group looking to enjoy North Fork wine country or the surrounding areas. All weekend we kept saying we would love to come back someday!

Lovely setting in the woods. We loved the layout, including many windows with beautiful views. Quiet neighborhood that is very walkable. Seeing baby deer in the spring was an unexpected bonus. Spacious bedrooms with extremely comfy beds. Host responded quickly when we had an issue. The private beach is a fantastic feature and easy to access. Check in and check out were super easy.

Dewey’s place is such a dream! Everything is freshly renovated and just feels so crisp, clean, and stylish. You can tell so much love went into the design it’s the perfect mix of modern and cozy. We felt right at home the second we walked in. The kitchen is gorgeous, the bathrooms are spa-like, and every little detail was just so well thought out. Dewey was the sweetest host super responsive and made everything totally seamless. The location is amazing too quiet and peaceful, but still close to all the fun spots (beach, town, restaurants). We didn’t want to leave! Already planning our next trip back. If you’re thinking about booking, do it you’ll love it just as much as we did!

We had a lovely stay at Roger and Amy’s place. The location was great - close to Southampton, a short drive from Sag Harbor etc. The home is charming and comfortable. The kids loved the heated pool and spent hours in it every day. Roger and Amy were also super responsive, with advice and help when we needed it including with a very sweet gift for our 3 year old whose birthday we were celebrating. All in - a phenomenal time!

Loved this spot! Clean, cozy, and perfect walkable distance to all the great restaurants. Super friendly and responsive host!!! Made it super easy and felt right at home.

We have had several family vacations on the North Shore now, but this was beyond our expectations. Pretty much a private beach on LI Sound in your backyard. Amazing layout with a wrap around deck with three daybeds for lounging outside among the tall hardwood trees and listening to the waves. Hammocks, hot tub and sauna below with a private gym and knocked out theater setup for streaming movies. There were 5 adults and two three year olds on this trip so the 3 full baths were great. The house felt like home for 7 great days and nights. Rainy days were filled with train museums, an aquarium and butterfly gardens and a fabulous library. And the North Atlantic waves are a 25 minute drive. Oh , and everyone said the beds were super comfortable.

A wonderful stay in a beautiful location!

Second time around at Rosalynn’s and it does not disappoint. Had a nice peaceful stay, will be back soon.

I had a wonderful stay here! The window was so beautiful and really brings the room to life. The decor and plants help with that too. There were board/card games, snacks, anything you might need and more.

This was my second time staying in Paris' cottage and it was just as charming and lovely as the first time. The cottage is set back from the road, nestled in a charming neighborhood. It's a very comfortable, quiet and peaceful place with a beautiful view and privacy. The center of Sag Harbor - with shops, restaurants and a sweet movie theater - are all walking distance from the cottage! Thank you for another great stay, Paris!

Joanne was a great host! The Airbnb was clean and exactly as displayed in the description. I would definitely come back to visit - the neighborhood was also beautiful and very peaceful.

Peter was extremely responsive and helpful. Helped with all requests and accommodations. Would recommend and book again. 10/10

Selestria was super kind & supportive! She made us feel welcomed and made herself available for calls if needed. The home was clean and nice looking :)

Amazing place, we’re closing on our home and John’s place felt exactly like that a home.

This home was beautiful and exactly as described. The hostess was wonderful and very responsive. The location in east hampton in a quiet and peaceful street was close to all our favorite restaurants, shops and beaches. The hot tub was so great to have in the cold and rainy days. The home is chic, comfortable and clean. We loved it and recommend it.

George was an excellent Air BnB host!!!! His responses were prompt and answered any questions we had. The location was ideal in Greenport as everything was walking distance. We had an amazing time!

We had such a wonderful stay at Ann Marie’s Airbnb! From the moment we booked, she was incredibly kind and responsive, making everything so easy and welcoming. The house itself was spotless, beautifully maintained, and had every amenity we could possibly need — it truly felt like a home away from home. The location was perfect — close enough to town that everything was easily accessible, but just far enough out that we avoided all of the typical Hamptons traffic. We even walked around the neighborhood every morning! We couldn’t have asked for a better balance of convenience and tranquility. Highly recommend this stay, as someone who frequents the hamptons — we’d come back in a heartbeat!

My family and I were lucky enough to stay at Jenna’s over Memorial Day Weekend. The house was even better than the pictures, if that’s possible. Very clean, and beautifully presentable. Everything was clean and ready for us, and Jenna had genuinely everything we could have possibly needed. Jenna was extremely communicative even leading up to our stay. Hope to stay again sometime soon!

We had a wonderful time. The weather was perfect. The view of the water was everything and was accessible from nearly every room. The home was modern and easily accommodated our large group. Yet it was cozy and beautifully appointed with all the amenities you would ever want. It is ideal for children with every toy imaginable. There was a highchair and a pack and play for our toddler and child appropriate dishes. The kitchen was fully equipped and had 2 sinks, 2 dishwashers and 3 tables for dining. The beautiful pool and hot tub were in constant use. Mary is very thoughtful and assembled a ringed binder with important contacts and suggestions for dining, shopping and entertainment. Although there was no beach on the property there are nearby beaches. The towns of Guilford and (nearby) Madison are charming and well worth visiting. Mary was very accommodating and responded promptly to several inquiries.

Beautiful home, impeccably clean and modern. Exactly as described! Alessandro was quick to respond and made check in very easy. Heated pool was a delight, even on a cooler day. Great location, close drive to beach and center of town. We will definitely return!

It was perfect for the holidays it made everything better for me and my family

Tony’s place was wonderful. Looks just like the pictures and was a great time for our time away. The place was clean and Tony was also very responsive and accommodating. Highly recommend Tony as a host!