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!

Jason has a wonderful home right on Bolton Lake. House is very clean, very modern with lot's of ammentities. If you want a nice relaxing lake visit perhaps to visit family in the area (which is what we did) it is perfect. He was always super responsive usually inside of30mins, and getting into the home was a breeze.

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.

Perfect spot for a weekend getaway. The house was clean, cozy, and in a great location (only 20 min away from Manchester). We ended up using the downstairs bedroom because the upstairs bedroom gets pretty hot even with the fans turns on. We also did not use the pond because there was a good amount of algae growing in it.

This is our second time staying in The Farmhouse, and our 5th or 6th time booking with Ginny. This property is very relaxing, we brought our three dogs and they loved the backyard. The house was clean and organized. We enjoyed breakfast on the farmers porch. The hot tub was nice. It’s a quick drive to downtown NoHo, Florence and EastHampton. So much to do in this area. We highly recommend.

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.

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!

This is a lovely house very close to New Paltz. We had a nice long weekend with the kids and loved spending time in the pool. Susan was a great host. No complaints!

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

Thank you so much! Really enjoyed my time in brooklyn.

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.

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.

Trigger's Cabin is a place where all the elements meet to form a peaceful and serene setting. The Air BnB pictures do not do justice for this listing. When my husband and I walked through the gate for the cabin, we were in awe of how gorgeous everything looked. The cabin was quaint. It had a nice walk in shower with hot water and the beds were comfy. The kitchen had everything we needed to prepare meals. While there, we enjoyed all the meals on the lovely dock overlooking the pond. It was magical. We found out that the cabin is pet friendly and we plan on scheduling another weekend so we can bring our dogs to enjoy and explore the area.

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

I enjoyed my stay at the retreat. It is a quiet, serene environment. It is very private as long as no one is staying at the adjoining unit (and even if there is, the walls are sound-proofed and you don't hear a thing.) Rosalind was a kind and helpful host. She even brought me some computer paper when I ran out! I would definitely stay there again in the future.

We had the most relaxing few days at Liza’s place. The cabin was gorgeous and peaceful. Our daughters enjoyed watching the deer, bunnies and chipmunks. We also loved the giant soaker tub! We’ll be back!

This house was beautiful and fit us all comfortably! The ping pong table and hot tub made our stay even more fun! Would definitely stay again, thank you!

Great place to stay and the owners are super friendly! Highly recommend and we’d love to come back.

The Airbnb is on a small hill looking out towards a small pond and an open field. The sunset in particular was very nice. The home is in a very private location. Inside, the space was well decorated - simple yet tasteful. The space itself is on the smaller end but the decor opens up the space. Michael answered all questions within 24-hours. Easy to communicate with. Overall a good stay

This was my second visit and I'm already dreaming of the next one! Heidi is amazing, and her place is, simply said, heaven. It's quiet and relaxing, perfectly clean, beautifully decorated, great options for restaurants walking distance, and near trails and distilleries and lakes. I can't recommend it enough! See you again soon!

We loved our time in Ashfield. The setting was gorgeous and we had a wonderful time catching up with friends around the firepit.

Colin’s place is a lovely space with all you need and more. It’s within a couple minutes walk to downtown with tons of great restaurants and the trail downtown. Colin is also a wonderful host - he’s responsive, helpful and polite. We loved our stay and would stay again if we’re back in the area. Thanks, Colin!

Such a great apartment! I would totally move in there as a renter. Great style and had thoughtful extras. Responsive host. Just what we needed