Cottage holiday rentals in Chatham

We had a GREAT time at Feyza’s cabin. It was clean, quiet and exactly as described. We especially loved the secluded setting, the lake views and the jacuzzi. Feyza was helpful, communicative and very responsive. Her digital guidebook was very insightful as to the local attractions and restaurants. We would definitely stay here again!

We had a lovely stay at kim’s. The location was great, having a hot tub was really nice even with the weather getting warmer, the space was very clean and kim was very responsive to us throughout the whole stay.

The perfect stay for horse showing at HITS! My only hesitation in writing this review is that I didn't want anyone else to know about this place for future horse shows! ;) An excellent place to stay with above and beyond amenities, easy check in and great for traveling with a dog. Will absolutely be back!

Everything about our stay was perfect! The house was spotless, cozy, and located in a great area. The host went above and beyond — always in touch, helpful, and kind. We truly felt welcomed and taken care of. Would absolutely stay here again!

Thank you Ellen for the easeful stay at your cottage with clear instructions. The surroundings are beautiful. We saw an eagle at the lake!

We always stay at Little Willow when we go skiing at Belle Ayre. I think our three years and running relationship with the house tell you all you need to know about working with the Little and Littler gang and their spot.

I wanted a weekend getaway for my son’s 13th birthday that landed on Friday the 13th, I came across this cabin airbnb and decided to book and give it a try. this location is an hour away from our home and gave us that peace of paradise we were looking for. the cabin felt like home and had everything you can possibly need. I honestly wish I can give higher than a 5 star because this cabin was perfect. I’ll be booking again for a winter weekend getaway. thank you for hosting my family and I.

Martin was a very responsive host! The property was great overall.

This little cottage is very comfortable. Its quiet and peaceful, but also provides easy access to local activities. You can just sit around and enjoy all the nature, or you can take a quick drive into town and go to some high quality museums or eat at a number of local restaurants. Its got a fenced in yard for the dogs as well as a bbq and firepit. This was our second stay and we would highly recommend it.

This was so charming & cozy, while also being conveniently close to nature nails & downtown Woodstock. We thoroughly enjoyed our stay & would recommend!

We loved the place, it was a beautiful home with lots of light and accessible green space. It was perfect for a short getaway. It’s a short drive from nearby towns and was very easy to find based on the directions. Mark was a responsive and accommodating host and we had a wonderful time in his airbnb.

Stephen's house is perfect for a long vacation or a weekend getaway. It has everything you need, and the pool is fabulous. My family and I had a great time.

We've stayed at Jenna's home a few times. Each of our visits have beeen wonderful. Her home is pristine, extremely comfortable, and very well thought-out for easy use by guests. The kitchen is very well equipped. Things like thoughtful labels on light switches, quality linens, very comfortable mattresses, nice towels, a complete lack of clutter while still being thoughtfully decorated, always makes us feel very comfortable in this space. The area is very peaceful and quiet. We will gladly continue to return!

Very cosy cottage in Monroe Bridge. Isolated enough to feel in the middle of nowhere yet close enough to North Adams that I was able to take in the Clark Museum, MassMoCa and other attractions. Very comfortable and cosy and dog friendly! Several nice trails nearby that I took my dog on long walks without any crowd, in fact with no-one around whatsoever. Highly recommend.

R’s place restored our faith in beautiful and affordable air bnbs! We said numerous times during our stay that we would definitely be back. The setting was so beautiful and the outdoor spaces were incredibly enjoyable, especially with our dog. R’s kitchen is the best and super well stocked so we enjoyed many meals in. This place did not disappoint and we cannot wait to go back!

We had a wonderful stay at this charming, comfortable, and clean cabin, with a nice yard for our dog. We especially loved sitting in the backyard listening to the birds…so peaceful! The location was perfect, close to a nearby town and some great antique stores. Would definitely recommend!

This home was the perfect getaway. In beautiful solitude, with nature/hikes, and great food/shops close by. The home was spotless, cozy, and even better than the photos. The aesthetic and access to the full house and its amenities was so appreciated. John was always available for recommendations and quick questions. I would love to come back!

else's place is gorgeous, the pictures are a perfect reflection of the property. the qood burning stove is gorgeous and it was amazing to spend the evenings chatting about our days adventures watching the logs burning. the gardens are beautiful, the beds are really comfy and big and the kitchen well stocked. I would deffi lately recommend this lovely home from home.

By far one of the best airbnbs I have ever stayed at! The cabin was beyond adorable, comfortable, clean, so well decorated and very private. It was so relaxing with great outdoor areas to hang out, places inside to read, comfortable den to watch movies and super comfortable bed. Would definitely come back!!

Great stay at Jasmine’s well furnished, rustic feel cottage. Peaceful location but just a quick ride to Woodstock, Kingston and Rhinebeck. Pool was perfect - we used it everyday. Heat bathroom floors is a nice touch!

Peaceful and private cottage in the woods. Perfect for relaxing and enjoying the quiet. We saw deer and a bear. Screened in porch a plus for listening to the sounds of the stream as you take in the night air.

Have stayed in Sonya’s cottage many times and each time is better than the last. Definitely the place I check for first when in the area.

This was our second stay at this home. We have come to expect only the best from this host and we’re not disappointed!!

The location was very quiet and an easy walk into Tivoli. I recommend that the refrigerator is raised by putting a cabinet underneath, or a taller refrigerator. I microwave would be a definite plus.