Pet-friendly vacation rentals in Western Massachusetts

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.

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!

Nice spot for a short getaway. Enjoyed the canoe access and paddling around the beautiful lake. Clean accommodations, AC, and comfy bed. Very close to Great Barrington.

Very cozy lakehouse with beautiful view. Loved the hottub and even kayaked a bit in the lake :-) Had a great time, would love to visit again.

Olga's beautiful modern house in Upstate New York is a real gem nestled near a wild forest. The spacious house offers plenty of room to relax and unwind after a day exploring the area. The location offers a perfect blend of tranquility and adventure, with plenty of things to do in the surrounding area. Olga was a fantastic host – incredibly responsive and flexible, which made our stay even more enjoyable. The house itself is stunning, with modern amenities and stylish decor. We had a wonderful stay and highly recommend this Airbnb!

We needed a place for our family - 3 couples and 2 young children - to stay for the wedding of our daughter. Sarah's house was great. It had plenty of room for the kids to play inside as it rained a good part of our visit. (Fortunately the rain held off for the wedding.) Sarah provided eggs fresh from her chickens - they were delicious. She also gave us information about local restaurants. We saw wild turkeys walking outside the house. All in all a delightful stay.

Adrian’s place was absolutely lovely. It’s beautiful, peaceful, and easy to relax into. The new “hedge” separating the driveway and the side yard is lovely. Having nature all around is gorgeous and restorative. We’ll definitely return!

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!

Historic house on a beautiful property. Kitchen had all the equipment you could need along with top of the line stove and oven. Make cooking for a large group easy and enjoyable!

We were absolutely charmed by this stunning house, surrounded by breathtaking nature and offering incredible views—especially over the lake. Every corner is filled with character and warmth, making it feel like a true hidden gem. A huge thank-you to our wonderful host Sandy, who was incredibly thoughtful and proactive throughout our stay. We couldn’t have asked for a better experience. We’ll be back without a doubt!

We had a great time! Beautiful, cozy and unique place. Perfectly located to explore the area.

We absolutely loved our stay ay Susan's place. We were celebrating our ten year wedding anniversary with our dogs and it could not have been more perfect! The private pool setting, access to the rail trail that leads directly into town, the giant windows bringing the outdoor greenery inside, the Frida Calla 500 piece puzzle, the I pad hooked up to a lovely sound system, I could go on and on. We rarely visit the same place twice, but we made need to break that streak with this place.

John went out of his way to ensure we had a great stay. It was a great place that accommodates many and the hot tub was relaxing after a long day of golf.

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!

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

I really appreciated the warm welcome from Dennis and Lenore, they made us feel right at home. They had helpful recommendation for local dining after they provided a full tour and history of the premises. A truly unique, comfortable and historic property with a very comfortable bed. (and my son loved the cinnamon swirl muffins !). Will definitely plan to stay again.

Located in a quiet, relaxing environment. The rail trail passes behind the house and is accessible just down the street. Walking along the river is pretty scenic. The studio was spotless, comfortable and tastefully appointed. The bed was comfortable. The bathroom is small but very functional with a great shower. Plenty of counter space to prepare meals. I liked having a front porch and the flower garden front yard. Overall, we felt right at home from the moment we walked in. Bring your own paper towels.

Had a great time! The cabin was perfect, nice and cozy. Lots of cool things to do and see nearby. Would highly recommend.

Great stay and easy to find. Right in the downtown area. Short walk to many local restaurants.

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.

Mark is nothing but professional! The cabin was quiet, super clean, close to restaurants. We felt right at home. Mark had all the amenities! If you’re looking for some down time or even a little spunk in your life (in Woodstock) I highly recommend coming to this cabin. This will not be my last time and I will let all off my friends looking for a little bit of peace know Marks aloha experience is the place to be! Thank you Mark for your exceptional hospitality.

Always a pleasure to stay here. Clean and quiet spot with everything you might need to make your stay pleasurable. I look forward to returning.

What a fantastic stay and experience! Vidar was awesome with recommendations and quick reponse time! Tiny house and property were perfect and as described! And our dogs absolutely loved it! We will be back!

Susan's place is super clean, comfortable and charming! Parking on the side street was available and convenient. I was there on very very hot days and the AC kept it very comfortable and cool. I highly recommend her Tree-top suite!