Cottage vacation rentals in Jamesport

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!

Beautiful large home, clean linens, plenty of towels, bathtub worked great. John was very responsive and helpful. Slept 9 people comfortably. The living room area was cozy with an indoor fireplace and the kitchen was large with a large oven and dishwasher. Five minute easy walk to a beautiful quiet beach. Highly recommend this place.

We loved our stay with Audie from the moment we reached out to make the booking. Audie was immediately responsive, kind, flexible and super helpful. Audie’s hosting was fantastic, and the house was even better! We’ve stayed in plenty of houses in the Pines and the Grove and we all agreed it was our favorite and well worth the price. There was plenty of space for the four of us to hang out, and the house had all the amenities we could ask for - a huge pool, cozy hot tub, a beautiful rooftop deck to watch the sunset, grill, perfect kitchen and steps from a great area of the beach. Audie’s instructions to get inside were clear and easy to follow. And again, Audie was extremely responsive whenever we had questions during our stay. We loved our stay here!

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

Great spot for a long weekend! Wonderful location close to the beach and local wineries. Richard was a great host offering lots of recommendations and clear instructions for check in and using available amenities.

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!

This well-appointed space is perfect for two people. Old Lyme is justly famous for its Florence Griswold Museum, as well as one of the better historic main street walking tours. (Currently, there's an exhibit at the museum about Old Lyme's slave-owning past.) And, then, of course, there's the ocean. Remember to ask your hosts about their beach parking pass. P.S. You may also need to bring your own coffee for the drip system.

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.

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!

Leah was an incredible host, but a bit nervous at first. Our stay was absolutely amazing, and our dogs felt right at home in their cozy cottage. It was such a cute and comfortable place, and we’re so glad we chose Leah as our host. She went above and beyond for us during our stay.

This was my fifth stay in Jeanne's wonderful cottage! The cottage gets better and better each time I visit: a newly renovated bathroom, redecoration in lighter/brighter colors, etc. The home is extremely well stocked - every kitchen item you might need (including loads of glasses/plates/silverware, pots/pans, etc.), thick towels, extra blankets and throws, and lots of cleaning and paper products. There are plenty of cozy places to sit and relax, both indoors and out. The best thing of all is Jeanne herself, who is without a doubt the most generous host I've encountered on AirBnB. She is friendly, communicates proactively, and is quick to respond to any issues/questions. She truly opens her home to her guests, encouraging visitors to use the space fully and to make themselves at home. The cottage is an easy walk to the beach ane/or to town and is lovely, homey, and peaceful. I'll definitely return!

This has hands down been the best winter Airbnb I’ve ever had. Even though it has a beach theme, this could easily double as a winter wonderland cabin. I came here with my boyfriend to celebrate his birthday and before we left we were already planning our next trip back! This is hands down the cleanest feeling airbnb we’ve ever stayed at. They really put effort into making this place feel like a loved home. Everywhere you look theres a nod to the theme in home! The heating/cooling in the house is seriously impressive. The customizable fireplace upstairs (be careful on the stairs!) was a dream. Stargazing at night was incredible. I missed the sunset sleeping in on the incredible bed but the sunrise was AMAZING. Direct view on the front porch! Seeing the moon through the skylight while still being comfy on the couch and watching tv was absolutely terrific. From the endless amenities to the delicious food in the area, I can’t stop praising this place. Thank you guys for the great stay!

Amazing, quaint beach house just seconds from the water. Hosts were great, answered any questions I had immediately. We are from town and stayed while work was being done at our home but will definitely be recommending this property to friends and family who come to visit.

Definitely is the best place that we have been , nice location ,super clean, kitchen is beautiful, the cottage is extremely private, bathroom super clean, in summer would be great to come back ,in other words absolutely fantastic!!! 100% recommended

Angela was a great host and very accommodating after an unfortunate personal event we encountered just after arriving. The cottage was very comfortable and immaculately clean. Love the keyless entry. Neighborhood is quiet and we felt extremely safe. Deer pass through the yard throughout the day and what's more beautiful than that!!! We absolutely recommend Angela as a host and would not hesitate to book again in the future.

Adorable cottage situated in a super peaceful setting just steps from the beach as well as a nice restaurant!

Eglantine was a very responsive host! She answered immediately with whatever question I had and also very helpful. The binder provided also helped out a ton. There was a slight hiccup with the refrigerator turning off while we were away and we had to throw away some of our perishables because the internal temp of the fridge reach 84 degrees, but Eglantine responded right away when we contacted her about the issue.

We had a lovely time spending the long weekend on Shelter Island. This private bungalow is on a property w other homes, but you still have privacy and feel secluded. The beds were so comfortable and the house was stocked with everything you need for your stay. The host was gracious and very responsive which I really appreciate. We would love to stay here again. It looked just like the photos and was so clean! I also loved the color theme for each room. Thank you again!

Lovely peaceful cottage in beautiful location. Beautifully decorated. We enjoyed our month very much and hope to return.

I loved staying at Walter’s place! It was safe for my kids, a nice big back yard! The house was clean, the instructions were clear. Overall it made my stay nice, safe and comfortable! Thank you!

great place to stay that was only a few houses down from the beach. very convenient that there was a wagon to transport our things after getting off the ferry. also appreciated that beach chairs, beach towels, and bikes were provided. best of all was the outdoor shower though. would recommend and stay again.

This house is absolutely perfect. It's clean, charming, has everything you need. The beautiful back yard has plenty of space and good stuff for kids to play with. Also, it's about a 30 second walk to the beach... neighbors are out on their patch of beach but yours is yours to yourself. It's perfect. We cannot wait to come back.

I had the pleasure of staying at this charming cottage nestled in a private property, and it was an absolute delight from start to finish. The host went above and beyond to ensure my comfort, offering warm hospitality that made me feel truly welcomed. The cottage itself was exactly as depicted in the photos—cozy, clean, and full of character. Nestled in a serene setting, it provided the perfect backdrop for a relaxing getaway from the city. Every detail, from the tasteful decor to the well-maintained amenities, contributed to a peaceful and rejuvenating stay. I highly recommend this lovely little cottage to anyone seeking a tranquil escape with a host who genuinely cares about their guests' experience.

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.