Cottage vacation rentals in Western Massachusetts

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!

Just as listed...small cottage by the water and the view was stunning! I liked relaxing in the swim spa or by the calming lights and sounds of the fake electric fire-- definite cozy vibes! The kitchen is clean and well stocked with utensils etc. Feyza was great about checking in. Thanks!

We had a wonderful time at Amanda’s place. We just needed a quick get away to relax and it was perfect! The place is in a great location very quiet, beautiful trails to walk on plenty of restaurants to order from and lots of other things to do very close by and the place was immaculate. It had everything we needed and more. Amanda was a great host and responded immediately to any questions and it was also perfect for our dog who loved the fenced in backyard and really enjoyed the walks on the trails. The hot tub and fire pit were a bonus and we spent a lot of time enjoying them. Overall, a great spot to spend time and I would recommend it to anyone who just wants to get away be comfortable and enjoy all that Saratoga has to offer. We will definitely be returning in the near future. Kim from Catskill

Perfect relaxing secluded getaway at Ye Little Wood! The place looks even better than the photos - has everything you’d need to cook, chill, and unwind. The grounds are woody and beautiful! Danny and Travis were very responsive to some of the questions we had. Will be back soon!

Very nice stay. Quiet private and peaceful. We enjoyed ourselves very much. The place was very clean and we especially enjoyed the deck, fire pit and hot tub. We would definitely stay again.

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.

Kelsey’s cottage was exactly as described. It was so beautifully decorated & had everything that we would need. We had a wonderfully relaxing weekend & hope to do it again soon.

Everything was beautiful and relaxing. Our daughter’s graduation was in Longmeadow, MA. The Congamdon House was only a short 26 minute drive to the dorm rooms and ceremony. Thank you Catherine for sharing your families home while our family had such an important weekend.

Was the perfect little get away for us. And it was nice to find a place that accommodated the dogs so well. We appreciated being able to get to places easily but at the same time have a peaceful place to return to.

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

We stayed at the Shattuck Hill Cottage for a ski vacation. Sandra was a great host! Close enough to the mountain to get there everyday, but far enough away to avoid the tourist congestion. The cottage was comfy and cozy and we love that we can bring our doggo. Looking forward to our next stay!

We really enjoyed our stay & so did our pups! Great location. So much to do & some gorgeous hikes nearby. Jennifer was a great host! We will definitely be back

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!

"This feels like home already." That was my 8-year-old's response to this sweet Kerhonkson cottage, just one hour after we arrived. I could end my five-star review there but I'll add some perks listed and not listed, which we really enjoyed. Prime location. The cottage is within a 20-minute radius of so many wonderful spots. We come for the Bonticue Crag rock scramble but stay for Saunderskill Farm, Upstate Taco, Bluebird Wine and Spirits and so much more. The creek. My kids walked there barefoot and sunned on the rocks. If you're lucky: farm fresh eggs are sold on the honor system on the main road just past the creek. The shower. You'll see. Smaller perks: The back deck gets great sun. So much closet/drawer space to organize your stuff. Lighting options galore, and almost all of them on dimmers. Sonos sound system and a charging station. The cozy office space, in case you have to "check in" or if you just want some alone time. Thank you, Consuelo! We'll be back.

Had a wonderful time staying at Kim’s place — cozy, quaint, and did the job for our weekend getaway. It’s clear that she thinks of the little things, and we really felt like we were in someone else’s carefully curated space. A couple things to note: the heat was quite loud (and I’m a light sleeper), so we ended up turning it off at night. Probably less of an issue in the summertime! Similarly, we had the luck of being rained out most of our visit. The lighting in the cabin is a little precarious for those late nights or cloudy days. Lastly, and this may be partially operator error, but the blinds didn’t really offer a ton of privacy and appeared see-through at night. The location itself was peaceful and secluded, but it’s something to keep in mind if you prefer that extra privacy.

The cottage was very clean and homey. Very convenient to new paltz and local hiking. Peaceful and quiet area. Plenty of fire wood and kitchen was stocked with snacks. We had a great stay and Amitai was very responsive and helpful. Would definitely recommend this place!

Beautiful, comfortable home. Went up for a few days of peace and quiet and got exactly what we were looking for. The cottage is well stocked, clean, and cheerful. Clear instructions made check in/out and getting around the area a breeze. The stream out back burbled like something out of a fairytale and was the perfect background noise for a countryside getaway.

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!

This was our second time staying at the cottage. We had a wonderful stay over the holidays. The cottage was warm and cozy and Linda had tasteful and festive decor in every nook and cranny. We had the pleasure of meeting Linda. She is a truly wonderful person who loves what she does and it shines through in her beautiful property. So much attention to detail throughout the house. We hope to be back again soon!!

I had an absolutely fantastic stay at Judy and Eric’s cottage! The space was cozy, spotless, and had everything I needed for a comfortable getaway. But what truly made this experience special was their incredible hospitality. A snowstorm hit during my stay, and Judy and Eric went above and beyond by allowing me to stay extra time to ensure I was safe. Their kindness and generosity truly made a difference, and I couldn’t be more grateful. The cottage itself is peaceful and charming, with a breathtaking view into the woods that made for the perfect escape. Waking up to that scenery was one of the highlights of my stay! I highly recommend this place to anyone looking for a relaxing and welcoming retreat. Thank you, Judy and Eric—I will definitely be back!

Stephanie's place is cozy, peaceful and homey. There are lots of gorgeous nature around, and a small town feel. I felt right at home, Stephanie was super friendly and responsive, which made our stay even greater. Thanks, Stephanie! We'll defijitely be back for summertime 😊

I’ve stayed here a few times. I continue to enjoy all aspects of the property. Give it a try.

What can I say that hasn’t already been said. This place is a gem. We were the last to book for the year and Tim and Megan made sure that everything was perfect for when we got there. Upon arriving we immediately took the canoe on the lake and caught the last bits of sun. Although it rained for a good portion of our short trip there’s still something magical about having a cup of coffee on the back porch as the rain drops hit the water. 100 percent would come back. Thank you both for sharing this piece of paradise!