We have been renting houses in Southampton, East Hampton and Sag Harbor for years, and this house was everyone’s favorite. My fiancé and I had family members of all ages with us: my brother and sister-in-law, our respective sons and daughters, and our grandchildren, plus our two dogs. The house, property and location offer something for everyone, whether they are looking for activity or relaxation - sunbathing on the dock, riding bikes, kayaking and paddleboarding, going to the beach, walking around town and beyond, lounging in the pool and hot tub, or reading, playing video games or working in peace and comfort inside. There are several seating areas in the house and the bedrooms are spread out so we didn’t feel like we were on top of each other, and the majority of the bedrooms have private baths, which is a huge plus with such a large group. Jonathan (the owner) is very friendly, informative and responsive, and has stocked the house with everything you might want during your stay, including the baby gates, Pack ‘n Play and high chair that we needed for our toddler grandson. The week that we spent in this lovely home was everything we had hoped it would be, leaving us with many, many special memories.

We were 3 families of 4 with a total of 6 adults and 6 kids. There was ample room for everyone to not feel on top of each other. The waterfront property had a great view. The house was well equipped and comfortable. Jonathan was easy to contact and quick to resolve any problems. The pool wasn't open yet in April but it looked nice. Jonathan replaced the heater for the hot tub to get it running before we arrived but we had some thermostat issues the first couple days. He had someone out to the house quickly to get it running for us. Overall we enjoyed our stay and would definitely stay here again.

We had a group of friends getting together to celebrate one friend getting married and had a total of 12 people we needed to accommodate. When I saw this listing I originally chose it because of the multiple bathrooms at the property for such a large group. I was immediately blown a way by Jon’s quick responses to any and all random questions I may have had a long the way. The check in process went as smooth as you could want and then I walked into this stunning home. I was blown away by the space right away! There is more space than even we all know what to do with and ended up having extra sleeping quarters as well! There are essentially two wings of this house and works really well for a bunch of friends or even multiple families looking to get away. Jon and I spoke the moment we arrived and he easily explained how to navigate through the home and how to work things like the thermostat, hot tub and speaker system. I just have to point out that the speaker system in this house is amazing! It boats about 12 (if I remember correctly) speakers to use inside and outside of the property and made our trip that much more fun! Everything was immaculate and everyone kept saying how comfortable the beds were. They were the most comfortable beds I’ve slept in in a long time. The outdoor space was huge and includes a beautiful pool and a very large 8-person hot tub, big yard for yard games and a nice dock if you rent or have a boat. We will definitely be back soon!!!!!

We stayed at this property with family and friends on Thanksgiving weekend. Perfect space for together time, football watching and lots of cooking, but also enough bedrooms and bathrooms where everyone had their own space too. Got lucky with November weather and even made use of the hot tub and paddle boards! Montauk is close enough for a lighthouse visit and Turkey Trot, and plenty of good shopping, wine tasting and dining opportunities nearby as well.

Great house for a big group

Our stay at Jon's house was absolutely wonderful. The pictures do not do it justice. We were a group of 10 women and we had plenty of room for all. We enjoyed the house inside and out. We especially enjoyed the hot tub during the cool evenings. The location of the house was also great. We were only minutes from the town, wineries and pumpkin/apple farms. Owner Jon was very responsive and made great recommendations for restaurants and things to do in the area. I would highly recommend a stay at this home. I look forward to going back for another stay.

Joyful experience 😊😊

Very spacious lovely home on a quiet street Home had everything we needed and lots of space and areas to relax. Used the bikes, kayak and paddle boards which were an excellent addition. and made for a great week. Thank u Jonathan for hosting us. Phil

Our extended family including both sets of in-laws , three adult children , sisters and their families as well as our dog enjoyed this wonderful home. Total of 13 people at at a given time. Large spacious house was clean and outdoor living space was great. Jonathan was always available and helpful. Enjoyed bike ride to town (five bikes). Sag is super close and was fun to discover. However, rarely left the house and enjoyed cooking family dinners every night. Paddle boards and a kayak were a plus. Very memorable and highly recommend. Thankyou.

I have already happily communicated my thoughts to the owner regarding our family stay. My family and I were very pleased with everything so I would strongly recommend to others who may be interested in staying at 85 Crescent Road, Sag Harbor, NY

No complaints

The home location was great - quiet neighborhood with privacy and a very short drive to the main street area of Sag Harbor. The view from the backyard is very beautiful and provided for amazing sunsets. Very easy to access main roads to travel about the island to other towns. The listing pictures are quite beautiful however once there, the house had slightly more "lived in" feel than the pictures suggested. There were some minor issues that we didn't expect for the price of the rental - one bathroom tub did not work for us at all/screen doors were wobbly or off track/windows without screens in some of the bedrooms/lack of outdoor cushions for the deck furniture. The gourmet kitchen was beautiful, but not as practical as we needed for a week long stay with 10 people who cooked most of our own meals - lack of cabinet space for any food you bring with so we had to store on the countertops/incomplete sets of measuring spoons & cups - this did not deter from our overall stay or enjoyment, but I mention as it we may have prepared differently for the week had we known. The fridge/freezer offered ample room for a week's worth of cold food items. There was a large number of plates, mugs, bowls, etc for use at mealtimes to cover our large party size. There were multiple counter top appliances for use. Communication with the host was very easy and he was very quick/responsive to questions/concerns during our stay (ie, the tub that did not work). The home was very clean upon arrival and well stocked with hand soap, dishwasher and washing machine detergent, shampoo/body wash/conditioner in every bathroom. Overall the home was a lovely family home that had enough space to accommodate our large party easily.

The house was large and had a beautiful view. Perfect for big groups - great outdoor deck and backyard. Host was super responsive and helpful.

The home location was great - quiet neighborhood with privacy and a very short drive to the main street area of Sag Harbor. The view from the backyard is very beautiful and provided for amazing sunsets. Very easy to access main roads to travel about the island to other towns. The listing pictures are quite beautiful however once there, the house had slightly more "lived in" feel than the pictures suggested. There were some minor issues that we didn't expect for the price of the rental - one bathroom tub did not work for us at all/screen doors were wobbly or off track/windows without screens in some of the bedrooms/lack of outdoor cushions for the deck furniture. The gourmet kitchen was beautiful, but not as practical as we needed for a week long stay with 10 people who cooked most of our own meals - lack of cabinet space for any food you bring with so we had to store on the countertops/incomplete sets of measuring spoons & cups - this did not deter from our overall stay or enjoyment, but I mention as it we may have prepared differently for the week had we known. The fridge/freezer offered ample room for a week's worth of cold food items. There was a large number of plates, mugs, bowls, etc for use at mealtimes to cover our large party size. There were multiple counter top appliances for use. Communication with the host was very easy and he was very quick/responsive to questions/concerns during our stay (ie, the tub that did not work). The home was very clean upon arrival and well stocked with hand soap, dishwasher and washing machine detergent, shampoo/body wash/conditioner in every bathroom. Overall the home was a lovely family home that had enough space to accommodate our large party easily.

The house was large and had a beautiful view. Perfect for big groups - great outdoor deck and backyard. Host was super responsive and helpful.

We had a fabulous time at Jon’s house to celebrate my sister’s upcoming wedding. The house was spacious and beautiful, the view was beautiful, and the outdoor dining table and heat lamps were perfect! Also really close to downtown Sag Harbor. Would definitely recommend!

We had a fabulous time at Jon’s house to celebrate my sister’s upcoming wedding. The house was spacious and beautiful, the view was beautiful, and the outdoor dining table and heat lamps were perfect! Also really close to downtown Sag Harbor. Would definitely recommend!

Wonderful host very responsive. House was exactly as pictured It is very evident how much care and appreciation goes into this home. No doubts to say “if you are considering this home … HIT ENTER and book it !”

Wonderful host very responsive. House was exactly as pictured It is very evident how much care and appreciation goes into this home. No doubts to say “if you are considering this home … HIT ENTER and book it !”

Our three generation family spent Christmas week together in this lovely, comfortable, house. We loved the common living room, dining room, and kitchen -- in which our serious cooks were happily occupied. Our teens, and adults too, loved the cozy viewing, movie watching room. The number and arrangement of bedrooms and bathrooms allowed for easy sleeping and showers. Beautiful view across the water, charming town. And a very responsive host!

Our three generation family spent Christmas week together in this lovely, comfortable, house. We loved the common living room, dining room, and kitchen -- in which our serious cooks were happily occupied. Our teens, and adults too, loved the cozy viewing, movie watching room. The number and arrangement of bedrooms and bathrooms allowed for easy sleeping and showers. Beautiful view across the water, charming town. And a very responsive host!

Our family rented Jonathan’s home for Thanksgiving and had the best time. The house is beautiful and clean and communication with Jonathan was great!

Our family rented Jonathan’s home for Thanksgiving and had the best time. The house is beautiful and clean and communication with Jonathan was great!

5 stars all around !! My friends and I had the perfect girls getaway! Thanks so much!!

Rented this property as a post pandemic 3 generation gathering for our family. Our group ranged from 1 year old to 80s. The two first floor bedrooms were one of the unique factors that made the place work so well for us. We used the pool everyday and rented a boat, as well as used the kayaks and paddle boards that are at the house. Something for everyone :) Very relaxing stay with lots of family meals on the outdoor table, family games on the inside table. We were “home bodies” not going out all the time. Very comfortable stay for large multi-family group! We had a few plumbing glitches but the owner was very responsive and accessible, including sending a repair when needed.

The location was great, the property was very clean, the host was helpful and we all had a wonderful time.

The grandchildren were ecstatic with the variety of things to do on the property! There were ample bedrooms for our family of 12 and 2dogs. The porch and view from it was lovely. We lost Wi-Fi for more than 24 hours, which caused difficulty for people in our group who needed work access. There was not enough storage for food supplies. Some end of season stuff like cranky screens. Overall a good stay.

The location was great, the property was very clean, the host was helpful and we all had a wonderful time.

Rented this property as a post pandemic 3 generation gathering for our family. Our group ranged from 1 year old to 80s. The two first floor bedrooms were one of the unique factors that made the place work so well for us. We used the pool everyday and rented a boat, as well as used the kayaks and paddle boards that are at the house. Something for everyone :) Very relaxing stay with lots of family meals on the outdoor table, family games on the inside table. We were “home bodies” not going out all the time. Very comfortable stay for large multi-family group! We had a few plumbing glitches but the owner was very responsive and accessible, including sending a repair when needed.

Our family had a really nice time staying here. The house has everything you need for an enjoyable getaway.

Was more than I expected , felt like I was in a private lagoon. All thirteen of us really enjoyed out stay , ( paddle boarding, kayaking). Looking forward to coming next year.

We had the best time! Great house and host.