Pet-friendly vacation rentals in Pittsfield

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

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.

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! :)

Great host, incredibly responsive and reliable. I had to call Emilio a few times and he was always available and ready to help. The house itself was just as advertised, and was perfect for a cabin vibe and ski trip.

Our family had a great time staying in Anneke’s house in Stockbridge; it had everything we needed and was very comfortable! The fenced yard was also great for our dog. Anneke checked in with us several times during the trip and was very responsive. Highly recommended!

Madeline is a true professional as a host. This was our third time returning to her place because it has been a great experience every time in all ways. She is responsive and clear about what she offers and what she expects. Strongly recommend her and her beautiful place with great views

This place exceeded our expectations. I would recommend it hands down! My dogs felt right at home and started playing the moment we walked in (they are usually afraid of new places). We slept well, it has everything we needed and more. I will definitely be returning!

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.

An amazing location when you want to get slightly off the grid for peace and tranquility. Everything you need to truly slow down, dial out and get peace, quiet and rest. An amazing spot for a weekend getaway. If you want to find yourself amongst serene surroundings and a quiet, private wooded area, this is the place. Just enough modern amenities to be comfortable, but just basic enough to make you slow down. Tanner the host was the most responsive and helpful host of any of the airbnbs we've ever stayed. Truly went above and beyond at every turn to make our stay as comfortable as possible. More than accommodating with every request.

Great place. As described. Met our expectations.

This was my third time staying on Rosalind's property, but my first time in the "retreat" unit. The space is better in person than in the photos! It's a spacious two level unit with a huge bedroom/loft type area, perfect for setting up your yoga mat! The high ceilings and large forest facing windows in the bedroom were a highlight for me. Rosalind has always been a very responsive, thoughtful, and flexible host. I can't wait to stay again!

Leo and Michelle were very responsive with any questions we had, and even reached out to offer us an early check in. The location was close enough to our places of interest, while still being slightly rural. The place looked just like the pictures and we felt right at home. We will stay there again when we return!

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.

What an amazing place to visit Vermont. I had a great time at the little red house. The place is beautiful and quiet. It is a 12 min drive to Mount Snow. Joe has a bunch of classic DVDs and we enjoyed some of them during our stay. The place is very clean and there is warm water and WiFi.

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.

It was very peaceful, great get away from the city. Good for the dogs. The copper tub is amazing, we could not get enough of it. And the dual showers felt so good. It felt very homey. Mr. John was a a great host.

Comfortable house with a lot sun, big fenced back yard and great vibes. Luis was available for any questions and the neighborhood was quiet and felt safe. Thank you!

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.

Orna was so welcoming and easy to communicate with. The apartment is cozy and well appointed. We were visiting our daughter and family for Thanksgiving. They recently moved to Kingston . Great location! This would not affect most people, but my 90 year “young” dad was with us, so the old fashioned tub/shower was a bit of a hazard for him. Really a gem of a place if you are traveling through or visiting loved ones in Kingston.

Worked well for our stay - clear instructions and easy access.