Pet-friendly holiday rentals in The Berkshires

We enjoyed our stay at the house. Mitchell was very responsive and communication was easy. The house is near butternut and GB. Hopefully we will come back in the summer to enjoy the outdoors.

We stayed here for the weekend of our son’s graduation nearby, and it was the perfect place to land. The house is beautiful and full of charm, with original artwork, comfy chairs, and inviting spaces to gather and relax. You can really feel the care and attention the hosts put into making it special. Thanks to a stretch of spring rain in the area, the landscape around the stone house was vividly green, lush, quiet, and full of life. One of our favorite moments was sitting on the bed and being surprised by a hummingbird visiting our window. Such a lovely and memorable stay!

What an excellent stay - this airbnb was incredibly well stocked with kitchen supplies, games, extra linens, really anything that one could want. Amenities were high quality and very thoughtful.

We spent the weekend in the area and Tim’s place was fantastic. It’s loaded with charm, comfortable and very well appointed and stocked (right down to treats for the dog). The location is beautiful and the views are amazing. Can’t wait to return!

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.

Lawrence and Ilze are great hosts! They actually just live next to the house and they own a farm. We took our kid to visit their farms with lots of beautiful chickens and roosters. My son even has a chance to feed the chickens. We will definitely come back!

This place is truly magical - there aren’t many place that offer you a private waterfall and creek for the weekend. If you’re looking for peace and quiet near the sound of a running creek and waterfall, this is the place!

Very highly recommend staying here. This home far exceeded my expectations — I was genuinely thrilled and impressed from the moment I walked up to the house and stepped inside. It’s absolutely beautiful, both outside and in. I worked remotely for a couple of days during my stay, and it barely felt like work. The space is so peaceful and inspiring, with floor-to-ceiling windows that look straight out into nature — every glance up from my laptop was a calming moment. We had a couple of days of rain during our stay, and being inside the house with the sound of rain falling outside felt like being in one of those AI-generated relaxing ambiance videos. The amenities are top-notch, and everything is thoughtfully curated to make you feel comfortable. It’s private, quiet, and incredibly relaxing — the perfect escape whether you’re working or just unwinding. If you’re considering it, trust me: it’s worth it. I can’t wait to come back.

Place was perfect! Clean & made our Holiday stay in the beautiful Hudson Valley a wonderful experience. We loved the personal touches the house offered and we will be back

The house met all expectations everything is stylishly done, and the host is incredibly responsive and helpful 🤍

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.

My husband and I had a wonderfully relaxing time at the Little Owl Teahouse. It’s a cozy and well-outfitted cabin with a super comfy bed and a great leather reading chair. Drank lots of the delicious mountain well water. Made breakfast in kitchen — love the pans and electric cooktop. Short drive to Woodstock for dinner. And oh the beauty of the surroundings - scenic views everywhere. Our two little doggies were happy to romp in the fenced in yard. Little too chilly when we were there but pool looks so appealing. Lisa is a proactive and super responsive host.

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

We truly enjoyed our stay at Wilderkill Barn. Maria Cristina and William were exceptional hosts—warm, attentive, and genuinely committed to making our visit special. They went above and beyond to make us feel welcome. The home was a haven, with a hot tub, sauna, pool, fire pit, pool table, and immersive sound and movie systems—all of which made our stay delightful despite the cold, dreary May weather. We can't thank them enough. ***That said, we feel it's necessary to address a serious issue with Airbnb itself that arose while booking this property, unrelated to the property itself. An unexpected tax was added after booking, and Airbnb has yet to provide a clear explanation. After years of loyalty, we were disappointed by their evasive and unhelpful customer support. This experience has made us reconsider using the platform in the future. We urge potential users to scrutinize all fees carefully and be aware that Airbnb’s support may be difficult to navigate if problems arise.***

Cody’s geodome was beautiful! We had a great weekend here and would suggest it to anyone else looking for a peaceful getaway with friends or family. The dome looks small from the outside but has plenty of space for guests. We never felt cramped. The kitchen has most of the essentials you’d need for a getaway. The highlight of the trip was the hot tub area with the mountains in the backdrop. The hot tub itself was amazing. Even with the rain, we still enjoyed being in there. We utilized the grill and the fire pit as well. Overall, a great stay, and we would love to go back again!

Only complaint would be the noise from road during the morning commute

Amazing spot, great weekend, would happily come back in the future :)

We were in Lenox to attend a reunion for the Lenox School for Boys ( Grad “66” ). The cabin was perfect for our needs especially because we could have our dog with us. Most of our time was spent with activities scheduled for the reunion so we didn’t really get to enjoy the peaceful atmosphere surrounding the cabin. There will be another reunion in 2026 so we will be looking forward to another stay at the Luv Shack. Thanks for sharing your abode. Pete & Becky Davis Mechanicsburg PA

We absolutely loved Maple Hill Farms. It's a wonderful place and a perfect choice for a trip to the Berkshires if you're an animal lover. The best part of our weekend was bonding with Philip's sweet and friendly donkeys! The studio is well laid out with everything you need, the farm is beautiful and peaceful (except for the roosters, haha!), and the location is great for visiting local sights like Mass MoCA and The Mount. We hope to be back!

We stayed during a rainy and cold weekend in May. We were worried due to weather, but it turned out better than we've imagined. Snoozing through sounds of rain.. warm cup of coffee, birds chirping, smell of wet grass! we had a very restful experience. Whatever you think you might need- is there, from phone chargers to umbrellas. Bedding is comfy and very clean. Space heater does a great job keeping the entire unit warm. Can't forget to mention a tasty breakfast!

I know the area super well so have a good perspective on location and quality of available accommodation etc. Mark and Lori’s place was standout on all dimensions. Close to both Woodstock and Saugerties which is great for dining and social options. Location is safe, pretty, peaceful and convenient. The house itself is immaculate and charming with a lot of nice character touches. It’s well appointed, and even if you choose to dine in, they have supplied all that one could need. A special place and if I need accommodation again I would book in a heartbeat.

Beautiful home in the Catskills and highly recommend for any season or reason. Our family had the best time making and sharing meals in the lovely kitchen, which opens up wonderfully to the mountain view. Most importantly, Rebecca was an excellent host who was always responsive, proactive in communication, and ensured we had everything we needed.

Top tier Airbnb! Excellent space that made us feel right at home… Main living room and kitchen was mellow, minimal and peaceful, outdoor spaces were excellent, bedrooms comfortable, nice drive to and from nearby towns and overall just a great little slice of land to call home for a few days. It was hard to leave!

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!