Pet-friendly vacation rentals in Great Barrington

This was the second time staying in this house with another family. Can't beat the convenient location to local mountains for skiing. House is spacious and plenty of room for two families of 4. Shiyrah is friendly and communicative.

Rashawn's place was great! Near downtown Albany, and plenty of sleeping space. Great for any size groups.

We loved our stay! It was the perfect getaway out of NYC. The Empire Trail is a great walk right outside of the house and we enjoyed having our coffee on the beach just a couple minutes walk away. The porch is beautiful in the morning and afternoon, getting great sunlight. We LOVED all of the spots we got to try in Kingston. Standouts were Rosie's General, Eliza and Kingston Standard Brewing Co. There are tons of hikes and nature walks nearby and we had a great time exploring the three different downtown areas. Lots to see and do and Barbara's place was the perfect oasis to come back to. Thank you for a great stay!

This was a great time. The house is on the same block as three restaurants, a coffee place and a bakery. So, most days, it was easy to walk for three minutes and get something to eat/drink. The dog was happy because the house was so close to the creek, in addition to large fields w/in walking distance. I also drove a decent amount, because I visited Athens, Hudson, Saugerties, Woodstock, Tannersville and other nearby towns. Emily's and Carol's house is within twenty minutes of a ton of places. The house is simple and had what I needed - a strong heater, two comfortable bedrooms, two baths, and a large table that accommodated my laptop, monitor and keyboard. Finally, during my month-long stay, I had a change of plans, and Emily & Carol were very helpful and understanding about the necessary re-arrangement. It was a great place to stay.

We enjoyed our stay. The house is very cozy and clean. The backyard was my favorite part, since we were travelling with our dog and he very much enjoyed freedom in the yard and a nice weather! The area is very peaceful and quiet.

This cozy little place was great for my wife and I and our two dogs! It was relatively private (we encountered the friendly owners once briefly during the day, as they live next door, but that was it), and was just a short jaunt down the road from Woodstock. The home was bigger on the inside and was quite comfortable, and the owners provided some great recommendations on places to eat, etc. The bed is comfortable and SUPER soft (so if you're a firm-mattress person & are staying a while, you might need a reprieve after a few days). And as others noted, definitely check your dogs for ticks when they come in (whether you had them out in it's the little fenced yard area, the open front yard, or the path down to the field): The property abuts a bit of a wooded area, and the grass is long, so at least in the spring, the ticks are numerous (as to be expected). But despite those couple of minor items of note, the place is really great & we look forward to returning!

We felt right at home in this beautiful home and surrounding space. It’s an older home with quirks, but tons of charm! It was very well stocked, with clear labels and instructions. Yanna was extremely responsive with great recommendations. Great location to explore Kingston and nearby surrounding areas. We especially enjoyed the outside space with the front porch and deck perfect for morning coffee while the kids enjoyed the hammock and tent! We had a wonderful stay in this cozy, comfortable home. Thank you!

When I first pulled up to Kliment's, I literally teared up - that's how breath-taking his spot is. It was just what the doctor ordered... if doctors actually treated your mind, body, and soul and not just your body :) Seriously though, Kliment's place was an oasis for me: private, quiet, peaceful, with amazing views of the Catskill mountains. His home itself was beautifully decorated, simple yet super cozy, and had everything I needed and then some. (And the chickens were lovely company as well!) Kliment is one of the best Airbnb hosts I have ever had, hands down. With a very hectic schedule, Kliment was flexible, responsive, kind and patient with accommodating my many change requests and needs throughout my stay. Kliment is not just a wonderful host, but also a truly wonderful person - the world needs more people like him. In short: I can't recommend Kliment's home or him as a host enough! If you are hovering over the "Reserve Now" button, book it!!! You won't regret it! :)

This property was fantastic. The lake is beautiful, the kayaks and canoe offered by Vincent were in great condition and easy to use to explore the lake. And the house is well decorated, comfortable, and fits a large group easily. I would highly recommend a stay. Vincent is a great communicator and made the whole process easy — zero hassle whatsoever along the way.

Pictures don’t do justice! Craig’s place was lovely, from the amazing kitchen to the spacious living room and the outdoor patio. For a group getaway this is the perfect place. Would stay here again in a heartbeat!

Beautiful home, even better in person! Clean and cozy. Each room was stylishly and uniquely decorated. Great for large groups.

Great place. As described. Met our expectations.

Upon entry, my architect husband said "Cute Cottage; Susan you did it again." Plenty of room for a couple in their mid-seventies, and a Millennial daughter. The cottage is very well insulated such that I didn't have to run the heat except for fifteen minutes at bedtime in mid-October, yet there is a big south-facing sliding door in each of the rooms where the sun and moon shines through. Beautiful woodland falls away from the cottage and small patio beyond the sliding doors, and moonlight is magic on all the leaves. If we had more time we would have investigated the many books in the shelving. We will find excuses for coming back to the area and will stay here again.

Tina’s place is fabulous. The modern decor and architecture is beautiful. The location is peaceful and the fenced in yard was amazing; our dog loved roaming around and exploring. The outdoor space is great for grilling and sitting around the fire pit. We especially loved the kitchen. It is fully appointed and the kitchen island is incredible for prep and serving. The washer dryer combo was an excellent touch and we were able to do a couple of quick washes so that everything was clean and ready to unpack at home. Saving the best for last; the soaker tub in the master bedroom is luxurious and relaxing. Thank you, Tina. We can’t wait to visit again soon.

House was very clean and comfortable. Loved the decor and bed was super comfortable and cosy. Everything was there in the house- kitchen, bathroom, hot water. Well styled decor. Spotless. Felt very private and peaceful. Location was not as picturesque as I prefer, but fairly close to sight seeing.

We loved our blue barn getaway! Ten minute drive to downtown Rhinebeck, hiking trails literally from the door, comfortable space in a beautiful setting.

Gatherwild and the Shasta vintage camper was the perfect escape from the craziness of the city. I couldn't have picked a better, more peaceful place to relax, listen to nature, and stargaze. The camper is quaint but very well-kept and clean and there was more than enough room and storage for myself and my pup. Everything at Gatherwild feels very intentional and it feels like Laura has thought of everything–I didn't want to leave at all during my stay because I wanted to enjoy everything that the grounds had to offer. The bathrooms were super clean, the kitchen well-stocked, and the feeling of community surrounded the ranch. I was very sad to leave and can't wait to visit again, perhaps in fall, and stay in the camper again or even one of the beautiful tents!

Stayed at Val's place for 4 months. We were very happy here, it's extremely spacious and the furniture is very comfortable. Plus, it has everything you will ever need during your stay from a screw driver to cheese grater which is often hard to find in rentals and you end up having to buy extra supplies if staying for an extended period of time like we were. The Location is perfect, a few minutes walk to Warren Street and 5 min drive to Fairview Ave. Host is so helpful and responsive. Five + stars. Thank you Val!

The loft was lovely: fireplace, large balcony, view down the mountain, TV with airplay support, kitchen, etc. the surrounding was quiet and peaceful. The host was responsive and very friendly. Would recommend to others.

We had a great stay, very open and spacious. Everything was clean and the large open kitchen was really nice! Also the yard w deck and fire pit were great!!!! Would definitely recommend, short drive to Woodstock and many trailheads.

This was a very private and peaceful place to stay. Sourabh was a great host who was attentive and made the process smooth and easy. The dome house allowed for amazing views of the stars and the woods. If you want a peaceful and quiet getaway from the city, definitely come here.

The stay itself was wonderful! As advertised, it was well within walking distance from the downtown area, was cozy, and looked exactly like the pictures showed. 5/5 stars What pushed it over the edge from a good Airbnb to GREAT, was the attention Jennifer paid to small additional details - little chocolates to welcome us, snacks intentionally set out for us, water bottles, and a few other things speak to how good of a host she is. 6/5 stars 5/5 stars for Jennifer and her lovely apartment, 3/5 stars for Airbnb: we didn't get a message from Airbnb until we were checking out that her messaging wasn't working, so a couple messages went unanswered. Jennifer had put her number in 3 different locations explaining this, so she was super proactive, we were just a little unobservant in seeing that.

Really great spot for a smaller group, has everything you need in one go. Great bed to sleep on too!

We really enjoyed our stay at this lovely house!! So many cozy nooks and Miles and Ruth were very responsive and helpful hosts! Would definitely stay again :)