Pet-friendly holiday rentals in Massachusetts

This was our second stay and again it was a very pleasant experience. Mornings are beautiful as the sun lights up farm and the hillside. The sounds of the animals are soothing to the soul. We hope to stay again on our next visit.

Thanks so much for a great stay! Cheryl was a fabulous host and answered any questions promptly. Very welcoming and clean, with thoughtful extras! We appreciated the muffins and OJ.

Great hosts--they were responsive and communicated clearly. They also helped out when we left something behind, which was greatly appreciated! Large house with plenty of space for our crowd of five adults and a toddler. Convenient location for the places we wanted to go.

It was better than what was advertised! We’d definitely stay again.

We had a very relaxing stay at this property. Very comfortable bed and home. Staying on the pond was very calming. Though the weather did not allow us to use the kayaks, we could see that it would have been fun. Host was very responsive and helpful. Fabulous stay! Highly recommend this great place!

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.

Sarah and her place were absolutely wonderful!! There are not enough great things to say about Stone n’ Sky Lodge. Our big group of 9 fell in love with cabin immediately, and Sarah was very responsive and made us feel so at-home. As past umass grads, we were familiar with the area, but the cabin gave us a new place to make memories in western Mass. Thank you so much Sarah, you made our trip unforgettable and we can’t wait to come back!

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.

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 absolutely loved our stay at this home! It was extremely clean, cozy, and beautifully prepared — every detail made us feel so comfortable and welcome. You can truly feel the love and care the host put into the space. It felt like a warm home from the moment we arrived. We are already looking forward to coming back again. Thank you for such a special experience! 🙏✨💕☀️

We have stayed at Carol’s other campers but this was our first time at Trigger’s cabin. Great rustic accommodations and a beautiful spot right on the pond. It is such a peaceful spot to disconnect and enjoy nature. Carol is a great host and we plan to be back again.

Melissa and Geoff's place is in beautiful surroundings and well within a short drive to excellent restaurants, museums and outdoor activities. We were there during an especially rainy and cool period, but the apartment kept us toasty and warm after a day of dodging the raindrops. The king size bed was lovely and a white machine lulled us to sleep. The deck attached to the house was wonderful and when the weather looked as if the blue skies were here to stay, Melissa asked if we wanted dry cushions for the chairs- just a lovely thought. The gardens were just beginning to bloom and the property is spotless. We will definitely return to Sweet Dreams; the apartment was a pleasure to be in. Andrea and Ray

The check-in process was so smooth and finding the place was super easy! The house was absolutely gorgeous and accommodating for us to stay the night. We wished we could have stayed to enjoy the amenities that were part of the campground! The location was perfect for us to be able to go to our concert the night of check in! We will definitely be back in our future travels!

The accommodations were attractive and comfortable--just as described and pictured in the listing. It was perfect for our family in terms of location and space. The grounds are quiet and peaceful with a beautiful pool that was very inviting but unfortunately the weather was still a little cool for a swim. Ian was great with communication and a warm and welcoming host. We were very pleased with our stay.

The apartment was larger than the pictures made it appear. Very spacious. Huge comfy couch. 2 separate bedrooms and a large bathroom.

We really enjoyed our stay at Luxestay! It’s a stylish, upscale apartment with all the amenities we needed. The space was clean, and the air mattress was available. We also appreciated the host’s kindness in arranging a pickup with the cleaner when we’d forgotten something. Highly recommended!

Had a great stay at Scott’s cottage. Felt right at home It was very comfortable and clean.

What more could you want? This quaint cabin situated in the woods offers privacy, unique architecture, comfort, and peace. It’s equipped with everything you could possibly need, and the hosts were truly some of the most responsive and kind people I have ever interacted with. They truly went above and beyond for us. We stayed with a toddler and two dogs, and they all loved the property and the cabin. We will most definitely be back!

If you’re looking for a peaceful and relaxing environment, this place was perfect. Between the hammock, the soaking tub, and the view of the water - especially from the gorgeous and cozy sunroom - it was exactly what I needed. Also, WiFi signal was actually pretty decent!

We just finished a 4 night girls getaway for my Mom’s birthday. We can’t say enough about Adrianna and Tara’s cottage! We felt right @ home and there was such a peaceful vibe to the cottage. We were able to really relax and enjoyed beautiful sunsets with the fire pit going and wrapped in comfy blankets that they provided. They have thought of everything! The sauna experience followed by the outdoor shower was heavenly. We plan to make this an annual trip and this place is a 5+++, such an amazing stay🌸

Very spacious & beautiful interior. Kitchen is amazing great for having dinner with friends. Very comfortable and beautiful surroundings

This was the perfect spot for our mini vacation with our adult son and dog. The house was adorable and comfortable...the beds were especially comfy. The fenced in patio area and sun porch was so relaxing and although no one actually slept on it, the daybed was very comfortable as well. We enjoyed our day trip to Boston and multiple trips to Treehouse Brewery. Gwen's communication was awesome...such a terrific host! Hoping to stay again.

Thoroughly enjoyed my stay at Deb's cabin. We had 3 adults and a dog and the space was perfect. Deb is a great host and wonderful with communication. The cabin itself is so quaint and cute. The fire pit and patio space are wonderful to enjoy and if you love bird watching, they have a very busy feeder! House was stocked with essentials and extras - we had everything we could need. North Adams is a short drive away as well as some gorgeous parts of VT. The distillery on the Hogback Mountain overlook is must-do as well as the Wigwam Western Summit store on the Mohawk Trail - just gorgeous views. Highly recommend this listing!

My stay at the lake house was perhaps my greatest experience at an Airbnb so far. It was our wedding weekend and the girls got ready there in the morning and hubby and I relaxed there afterwards. The incredible thoughtful touches, the care Talita and Vinny took to go the extra mile and make sure we had a pleasant time, our stay here was beyond perfect. It is decorated beautifully, lovely location, peaceful and private and excellent communication from the hosts. Could not ask for more. Book your stay here now!!! ❤️