Pet-friendly vacation rentals in Stockbridge

Only stayed one night but will definitely look to book again for an extended stay if we're ever in the area again. Great host. Beautiful home. Highly recommend.

A beautiful serene home set up with everything you need. We loved the space, both inside and out. There was a country store right down the road that had amazing food. Enjoyed relaxing on the deck after a great day of hiking. With so much hiking in the surrounding area, we are already looking forward to booking again.

We had a great stay during our work trip to the Berkshires! Our toddler loved playing in the enclosed front porch and fenced in yard, and the crib and baby gates were such nice amenities for my peace of mind. Everything was clean and comfortable and we appreciated that Chamaio reached out to let us know when the home was ready for us, and gave suggestions on local spots nearby. We would absolutely stay here again if (hopefully when!) we are back in the area!

Amazing way to kick off the summer season with a stay at Martina’s beautiful cottage! The decor is lovely, everything was clean and uncluttered but warm and welcoming. The view of the gorgeous meadow, river and the Catskill mountains in the distance cannot be beat. Sitting on the deck enjoying the birds, butterflies, bunnies and lightening bugs was incredibly relaxing. The location is great for exploring the nearby towns of Tivoli, Red Hook and Germantown. You can also explore a bit further to Bash Bish Falls and the Harlem Valley Rail trail. The soaking tub and waterfall shower are also wonderful amenities to come home to after an active day exploring all the area has to offer. Martina is an excellent host who is easy to communicate with and she is very responsive to any inquiries. I highly recommend this location!

We had an incredible stay at Frank’s place. Rarely do airbnbs exceed our expectations, and this one blew ours away. It was so much nicer than the photos. The lake view, the renovations, everything. We will 100% be back

Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.

We had a wonderful stay at the barn! It is beautifully decorated and the views are well worth it. Easy check in and responsive host who provided local recommendations. Highly recommend!

We had a wonderful week at this Great Barrington home. Everything was as described in the listing, and we loved the pond view, use of kayaks, paddle boards & hit tub, the serenity of the gazebo and the breezes on the screen porch. Our family was able to spread out and not feel right on top of each other, but yet we were still able to hang out in the open kitchen/living room area. The pond was so much bigger than we expected- great place to kayak and spy on beavers, geese and turtles. The owners were very communicative and checked in to make sure we were comfortable and to see if we had any questions. Easy drive to downtown Barrington and surrounding areas. We even road our e-bikes into GB one day and it was a beautifully scenic ride.

Robert was an excellent host. Proactively reached out with help to find the home, and a whole host of recommendations. Great space, very private, and had everything you could need.

I spent a week at Fouz and Chris's place with my family (8 adults, a toddler and two dogs) and we had very relaxing, enjoyable, comfortable stay. The house is in a quiet, private area and a short distance from places of interest for hikes, restaurants, museums, historical sites, etc. We received great recommendations from the hosts.

The cottage is lovely, clean, and immaculately decorated. Great taste. We enjoyed the pool, which was perfect for our four year old given how shallow half of it was, and how the temperature was perfect, even on days when it wasn’t too hot outside. We hadn’t realize that the kitchen didn’t include an oven or microwave—but even so, we had a great time and enjoyed the fire pit! WiFi was a bit spotty but the hosts went above and beyond to try to help. Highly recommend!

We were 5 girlfriends staying at this property. Each one of us loved everything about it . Perfect location !

Great AirBNB, would absolutely stay again. The pool was fantastic and everything you could need was provided. Our family had the best time, this is the place to stay in the Averill Park area.

The Eco Cottage was a perfect, tiny gem tucked away in the middle of the beautiful green woods. It was so private, peaceful, and serene. It truly felt like my own little retreat and since I was there to go on a retreat, this was the perfect place to lay my head at night. I loved walking the trails and wow, the pool, which looked so inviting (even if it was a bit too chilly to use this time!). Everything was clean, and the instructions were clear and easy to follow. Hosts checked in regularly but gave me my privacy. I really enjoyed my stay SO MUCH and will absolutely be booking here again the next time I’m in the area. Highly recommend!

Our second time staying at Maitopia with our cat, just as wonderful in a different warmer season. Tina was super responsive as usual and even accommodated a late checkout. We enjoyed feasting in the kitchen as well as grilling in the yard, floating around in the pool when it was warm enough out, "hiking" with our cat on a leash around the forest on the property, taking baths, streaming music. We didn't leave the property much, but it was a fun highlight to get a few local produce items at nearby Greig farm and meet the adorable goats. One tip- bring an eyemask if you're sensitive to light in the mornings- there aren't any window shades in the bedroom.

Had a beautiful stay and would 100% return and tell friends about it. Cute and cozy stay, lovely little town and beautiful views.

Picturesque location! Beautiful and peaceful ! Thanks for a lovely getaway! The WiFi was great and perfect for a day of remote working.

Beautiful, cozy accommodations. Comfy bed. Upscaled shower products. Wonderful towels. My husband said great coffee! The pool was inviting, but the weather was not cooperative while we were there. The actual space in the room is on the smaller side, but cozy enough for us two and our cockapoo. It was ultra convenient to our daughter’s house only 10 minutes away. We were there for family time but great recommendations for the area were given.

Fin is an extremely warm and accommodating host. He goes out of his way to make his guests feel at home. Every time I stay at the Nest there are extra treats and goodies in the kitchen to personalize my arrival. I truly feel like family when I stay here. Fin adds a European bed and breakfast feel to this pristine 5 star retreat.

We absolutely loved our stay at Fil & Ellie’s place, it made it the highlight of our trip. From the minute we walked in, it felt so calm. The place is beautiful with all the amenities. We enjoyed the hot tub, grill, fireplace. We’ve been to the Catskills countless times and this is the best experience due to the wonderful stay. Thank you!

We had a great time in the lake cabin. It’s really well equipped and thoughtfully put together. We felt welcome and at home. Great hiking nearby, we used the fire pit and grill. House was easy to cool and the kitchen has all the essentials and then some. (We also loved our breakfast at the Neon Newt) thanks Nicole and Aaron!!

We had an amazing stay at Bradley’s home. It is a perfect size with everything you need for a relaxing vacation. It is close to so many great restaurants and cute downtown areas for shopping. The beds were super comfortable and the air conditioning worked like a champ. The shower was huge with top notch water pressure. Star of the stay was definitely the hot tub, really strong jets and great temperature control. I did not want to leave at the end of our trip! Thank you Bradley for being a great host and welcoming us into your beautiful home!

What a wonderful treat it was to stay at Andrew and Suzanne’s! The space is incredibly comfortable and feels very homey. The place gives the feeling as if you’re staying with family but with all the pampered touches of a hotel. Great location to base yourself from if you want to jet set around the Berkshires!

Its a lovely airbnb..and a great location so close to many towns. We went to Tanglewood one night and it exceeded our expectations. I only wish we could have stayed longer. And such a gorgeous yard!!