Pet-friendly vacation rentals in The Berkshires

The cabin was in a beautiful setting and right on the water. The cabin is very rustic but had all the comforts of home. The cabin is what I expected and wanted. Having grown up in the area, I already knew how beautiful the area is and what to expect.

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.

Had an amazing experience. The perfect upstate getaway, highly recommend!

Excellent and beautiful location. Very scenic and tranquil. The location allows you to relax while still being in reach of everything. The unit was very well maintained and clean. All the Amenities of home without the chaos.

The cottage exceeded our expectations in all respects. It is very well laid out, clean, easy to access and better than described. The site itself is very nice--detached from the main house and garage. There is a small kitchen garden just outside the back door and nice plantings of flowers all around. Mike and Meryl were very responsive to a few questions we had. I come to the area twice a year to race at nearby Lime Rock Park and I will certainly try to reserve the property for all future stays. This is the nicest AirBNB property I have ever experienced.

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.

Little Red School House was a pleasure to stay in and it was situated perfectly for our stay and needs. Beds are great. Location is GREAT!

R's place is a comfortable, quiet and cozy retreat. The Mid-century style livingroom is great for just lounging, tv viewing and reading. She has many interesting books and artwork. We enjoyed the bright dining area overlooking the creek, as well as the waterfall nearby. We even finished a jigsaw puzzle there. Her kitchen is well appointed and well stocked. The location is a short drive to Opus 40, Woodstock and Rhinebeck and other sights. But, staying in is so relaxing there.

This my third time back to Ellen’s cabin. It’s great place for a weekend in the Catskills. The property is beautiful and very private. The area surrounding the cabin is equally as beautiful. I plan to come back for many years to come.

Amazing spot, great weekend, would happily come back in the future :)

A charming home, convenient to Woodstock and Phoenicia. We enjoyed the quiet, wooded setting (from inside you can hardly tell there are neighbors) and the cabin-like feel. Everything was very clean, Nickie's instructions to access the home were clear, and we very much appreciated that the place was dog friendly and that the main bedroom and the bathroom are on the main floor. The deck also has a gate, so had it not been so rainy, our dog could have hung out with us outside.

The pictures don’t do it justice, lovely place for a quiet relaxing time. Lots of activities close by

I know the area super well so have a good perspective on location and quality of available accommodation etc. Mark and Lori’s place was standout on all dimensions. Close to both Woodstock and Saugerties which is great for dining and social options. Location is safe, pretty, peaceful and convenient. The house itself is immaculate and charming with a lot of nice character touches. It’s well appointed, and even if you choose to dine in, they have supplied all that one could need. A special place and if I need accommodation again I would book in a heartbeat.

This cottage was Magical. Reminds me of a cottage out of a storybook. Incredibly peaceful and quiet tucked in the woods. The cottage itself was so lovely and Lisa thought of everything. Well stocked with kitchen, bathroom supplies. I loved the games and record player with tons of records. The cottage is super clean and Lisa was an incredible host. I needed to contact her and she was very responsive and thoughtful. I would highly recommend and will be back in the fall ✌🏻

Nicolas was amazing! He responded very quickly to all our messages, and the house was absolutely beautiful. My family felt very comfortable throughout our stay. Thank you, Nicolas, for an incredible staycation,we truly enjoyed every moment!

A lovely get away for my fiance & I. Cute place to stay, beautiful scenery & relaxing. It's very secluded which is great for our dog who is reactive to strangers, so we didn't have to worry about him at all. Home away from home type of cozy. It was wonderful to get away from the city life and enjoy nature. We stayed 5/28-5/30, next time we'll definitely add an extra day.

The best Airbnb we’ve ever stayed at! It truly felt like home—every detail was so thoughtfully taken care of. You have everything you need for a comfortable stay, from a well-stocked space to those little touches that make a big difference. The bed and pillows were super comfortable, and even though it rained, the hosts had dry firewood ready for the fireplace, which made it feel extra warm and inviting. We loved sitting by the lake and even saw a fish jump out of the water—such a magical moment! Communication with the host was excellent from start to finish. And thank you so much for approving our cats to stay with us—it meant the world. If we could give 10 stars, we absolutely would. Highly recommend this place to anyone looking for a peaceful and welcoming getaway. Thank you for an unforgettable stay!

The house met all expectations everything is stylishly done, and the host is incredibly responsive and helpful 🤍

Martina’s cottage was fantastic. Everything was as advertised. Fantastic lighting, large space and, unbelievable views.

We enjoyed our stay at the house. Mitchell was very responsive and communication was easy. The house is near butternut and GB. Hopefully we will come back in the summer to enjoy the outdoors.

We had an amazing stay! The location was amazing and the hot tub was perfect! Lots of fun activities to do in the area as well and Marissa gave so many great recommendations. My husband and I had a great time !

What an excellent stay - this airbnb was incredibly well stocked with kitchen supplies, games, extra linens, really anything that one could want. Amenities were high quality and very thoughtful.

We spent the weekend in the area and Tim’s place was fantastic. It’s loaded with charm, comfortable and very well appointed and stocked (right down to treats for the dog). The location is beautiful and the views are amazing. Can’t wait to return!

Our party of four adults and two small kids really enjoyed our weekend in this unique and tastefully renovated former barn. The linens, bedding, and towels were all top quality, the kitchen was well equipped, and overall the place was comfortable and spotless. The location is super private and quiet, surrounded by nature and farmland, including an on-site stream and sheep (that's not a typo). A great spot to stay for a visit to the northern Berkshires - Mt. Greylock and Mass MoCA are very nearby. Our visit was on a frigid winter weekend with a ton of snow and outside temps in the 20s, yet our indoor temps were toasty and very comfortable, especially with the wood stove.