Cottage vacation rentals in Chatham

We had a wonderful night! The house was charming, the bed was super comfortable (best nights sleep I’ve had away from home in a very long time!), and the jacuzzi was relaxing! We especially loved all the fireplaces and are looking forward to coming back at a nicer time of year to make better use of the outdoor space!

My stay at the cottage was such a nice way to ring in my 31st birthday. I booked the house 5 days before our stay due to our initial airbnb reservation falling through the cracks and I am so glad it did in hindsight. This place had everything you could ask for, a hot tub, indoor fireplace, in close proximity to Woodstock, comfy beds + hangout areas. Overall our stay was so peaceful and everything we were looking for. I wouldn't hesitate to book your stay!

My family had a wonderful stay in Danny and Travis' house. The interior was clean, beautiful, and matched the photos in the listing. The yard was lovely and quiet. We felt away from it all, while still being close to great hiking trails and dining options. Danny and Travis had very clear instructions for how to get in touch with them if we needed anything, but it wasn't necessary. It's clear they put a lot of thought and care into making the process easy for their guests, and we didn't have any issues. The only thing I will caveat is that the house is located off a gravel road, which was quite bumpy when we visited (mid-April). This wasn't an issue for us, but would be a good thing for potential guests to keep in mind.

Our stay at Martin's place was fantastic! The property is quaint, cute and conveniently located to downtown Lichfield and surrounding nature centers and trails. A highlight for the trip was White Memorial Foundation, tons of trails along beautiful ponds, marshes and grassy hills. Martin provided amazing directions for the house and was super responsive and proactive when needs arose. I would highly recommend Martin's property to any family or group of friends looking for a relaxing and adventurous time in Northern Connecticut!

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.

Such a cozy space!!! My small family really did enjoy our peaceful stay. I would definitely book again when in the area. I felt such peace and serenity sitting under the stars, in front of the crackling campfire. It was me and the hubby with 2 of our girls ages 10 and 16. They loved the hot tub and s’mores:). Thanks for the stay.

We loved this house! The location is beautiful with a lovely view of the stream. The house was super clean and very nicely decorated. Dan gave us very specific directions for everything. The hot tub was a nice plus. The house is in a neighborhood, but it is nice and quiet. Having only one bathroom on the first floor was a slight inconvenience, but that would be the only negative I can think of.

We had a wonderful stay at Diane’s. We were looking for a weekend away without the kids to recharge. We were able to do just that. We enjoyed the hot tub, and curling in front of the fire with a book. It was a snowy weekend but that just added to the charm. Diane’s scones are also amazing!! Diane made sure to communicate clearly and we were given all the info we needed to have a great time.

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.

I booked Nidhi's place for one night for myself and a guest to attend a show at Bearsville. The placement of everything, inside and outside, created an intentional sense of comfort. My guest arrived after me - without a thought, we ended up at the kitchen table talking for hours before the show. Again, the placement of this conversation spot felt intentional, but only after we found ourselves engaged in it. The outdoor surroundings are utilized to not only accent, but to enhance the indoor setting. The whole experience felt private and safe, and allowed us to share a really precious window of time for reconnection and decompression. In addition to the appealing aesthetics (the chosen blue for that kitchen!), the bedding was a treat to come back to at the end of the night - so inviting and equally comforting to find yourself wrapped up in in the morning. Nidhi so kindly messaged me out of concern for the very high winds we were experiencing (prepared with a generator), but no issue.

Adorable cottage absolutely ideal for unplugging and relaxing

Nice little getaway during the cold season. The hot tub was excellent and about 100 degrees so perfect even with the cold temperature. It was still possible to put together a meal with the propane grill and warm things up in the microwave or store them away in the fridge. The heat was excellent in the space. Seems like it would be a great place to stay in the summer as well!

A perfect spot to get away for the weekend. First, the view out the front door is top notch. Situated at just the right distance from town, we were able to hike, explore and eat well, and then easily head back to the Airbnb for some R&R. The area was peaceful, the beds were amazing, and the bathroom was fully stocked if we forgot anything. We checked out Saugerties Lighthouse to stretch our legs after travel. We loved breakfast at Josie’s, dinner at Miss Lucy’s and The Dutch, and ice cream at Sawyer’s. We explored some spots on the Hudson River School Art Trail: The Thomas Cole National Historic Site, Kaaterskill Falls, Platt Cove Preserve, and Falling Water Preserve. A perfect Catskills Airbnb that is dog friendly to boot! 10/10.

Darla’s cottage was such a sweet spot for a weekend getaway. Super cozy, clean, and peaceful—exactly what we were looking for. It felt tucked away in the woods but still really easy to get to, and just a few minutes down the road from Rough Cut Brewing, which was a big plus. We loved being able to grab some beers, then come back and relax inside. Darla was a great host—friendly, but gave us plenty of space. Would totally stay again next time we’re in the area!

My family, dog and I had an incredible weekend visit! It was our first time to the area and we already want to come back. Consuelo was a fantastic host! Consuelo was so easy to get a hold of for questions and was so friendly. The place was very organized, quaint and gorgeous. Thank you for a fantastic time! :)

We stayed for 4 nights during our mini vacation and found the house to be very comfortable and just what we were looking for. Would stay again in the future.

We loved this little cottage tucked away in the woods. The location is perfect, making it easy to access many of the Catskills popular trails, and also close access to Tannersville for those nights when you just don't feel like cooking. The cottage was clean, tidy, had a beautiful rustic/ classically modern aesthetic, and the kitchen was impressively well stocked with well maintained cookware for the nights when we did want to cook. I cannot say enough good things about this place, I already have another trip here booked, and I'm looking forward to many future trips back! Don't sleep on this place- it is darling!

This cute cottage’s was exactly what we were looking for. Our stay was short but Meredith gave us great suggestions for places to eat to help us avoid wasting our minimal time searching. On a fall weekend the neighborhood was quiet. It was a really nice weekend stay for us.

We had a lovely stay at Monica’s place. It was a cozy getaway from the city and we had a wonderful weekend trip to the nearby towns. The space is exactly as listed and even cuter in person. Highly recommend!

My husband and I stayed here with our toddler and had an amazing mini getaway from home for a few days! The place was easy to childproof with the baby gates and outlet covers we brought from home and our baby loved exploring the new space. My husband is an avid fisherman and loved the area and caught some trout right near the house! We would recommend this place to anyone who wants to disconnect and be in nature for a while.

What a wonderful place—cozy, warm, and incredibly inviting. Our hosts went above and beyond to make us feel welcome, even texting us weather updates when it started snowing to make sure we were safe. Their thoughtfulness really stood out. We truly enjoyed our stay and are already thinking of coming back in the summer to experience the beautiful countryside in a different season. A solid 10/10—highly, highly recommend!

Megan’s place was perfect for our trip back to upstate. We left the air bnb wishing we could just live there as it was perfect for our family. We will definitely look to stay here again in the future

Fouz and Chris's cottage was very nicely done, attention to detail where it mattered, such as the classic style appliances. We arrived and a bottle of wine was ready with glassware ready to go. The cottage was very well stocked with everything you need and organized. Just arrived and relax. When traveling there next, will definitely stay again.

We were expecting a peaceful, rustic, laid-back experience, and that's just what we got...and more. The cottage is situated in a lovely setting surrounded by trees, right at the edge of a picturesque brook. The inside was all we could ask for and more. So inviting and clean. Oozing warmth and charm. Every time we needed something, we could find it already supplied. The hosts clearly have thought of everything. We also loved the surrounding area. We spent lots of time in local eateries, checking out the nearby towns, and visiting the dozens of antique shops nearby. We had a wonderful time.