Apartment holiday rentals in The Berkshires

stayed here the night before my wedding and carrie was such a great host! she was so accommodating and the space was beautiful. there were so many little touches that made our stay amazing! would stay here again!

Our stay couldn’t have been better. The listing matched reality perfectly—stairs and all—and the hosts stayed a step ahead with friendly, detailed messages and a useful house guide. The location is superb: an easy stroll to everything in North Adams and a great jumping-off point for exploring the Berkshires. The home itself was spotless, cozy, and wonderfully quiet. The hosts were extremely understanding of a minor issue (our fault) that occurred. We thoroughly enjoyed our visit and would gladly return.

Gracious host, friendly and responded very quickly. The Airbnb itself was pleasant, quite cozy with a pretty backyard/garden area. Would definitely recommend to someone looking to stay in the area

Our hosts were terrific. The apartment is spacious and bright and well-stocked with coffee! Very convenient to MassMoCa, downtown North Adams, and Williamstown. We'll definitely be returning. Thank you!

Very convenient stay traveling with an infant. Interior was very chic and simple. Great location on the main strip and easy access to a lot of beautiful hikes.

Loved staying at Jed’s place! Even nicer than the photos, near everything, and he even gives you coffee he roasts himself! Will definitely stay here again.

A great, comfortable home base for exploring the Catskills and wider Hudson Valley. We had some hiccups in our planning, and Joseph was incredibly helpful and accommodating. Highly recommend!

I had a wonderful three day stay at Courtney‘s historical Ensign- Bickford house apartment in the heart of downtown Simsbury. Walking distance to the flower Bridge, where I enjoyed coffee with the sunrise each morning of my stay! Apartment was lovely, clean, and Courtney was a very responsive host. Little details and amenities in the apartment, such as the delicious coffee, snacks, and seltzer water were a pleasant surprise! I am looking forward to staying again sometime soon in the future!

Fantastisch!! Charming, comfortable, quite and close in. Love this old house with beautiful woodwork, kousa dogwoods in full bloom in the yard. Great stocked kitchen, although we ate out at the many yummy cafes and restaurants. Mooncloud was a favorite! Comfy, spacious living room. Nice large dining table. Trice was a wonderful host, quick to respond and let us enjoy our space! I am so glad I took a chance on airbnb again - this was one of my favorite stays on airbnb and my favorite in Great Barrington! Would definitely book again!

The loft is perfectly located, bright & comfortable with the sound of the falls close by. Sue & Wendy are wonderful, responsive hosts who left generous welcome treats! I'm a repeat guest and will surely be back again.

Great place in the heart of Hudson - very comfortable! Would definitely recommend.

Loved our stay in this charming studio flat. Jenna was so helpful and we only wish we could have stayed longer to take advantage of the places she mentioned we visit. Our flat was really comfy (bed included) and located within easy walking distance to Joust Juice, where we enjoyed a yummy breakfast over live music. Catskill is super cute. We want to return!!!

Wonderful place to stay for an anniversary clean rustic apartment with a welcoming feeling, it felt like a cabin 10/10 would recommend 🙂‍↕️

We had a wonderful stay at Katherine’s beautiful cottage in Kingston. The home was cozy, clean and thoughtfully decorated ~ truly a perfect retreat. Surrounded by nature, the peaceful setting made it easy to relax and unwind. Katherine was a warm and responsive host, making everything seamless from start to finish. Highly recommended for anyone looking to enjoy the charm of the Hudson Valley!

This was our 2nd weeklong stay. The space is clean and bright. Heating details were clearly explained. It was quiet and peaceful but only a 7 minute drive for milk I forgot to bring for coffee. We saw a small bobcat in the front yard on our last morning. Beds were very comfortable. Hosts were friendly and responsive. I’d recommend this place to friends/family and hope to stay again.

We booked this place to be close the the festival downtown and it was. 1.3 miles or 25 minutes walk. Perfect for us. The Airbnb was clean and spacious. Shower is a little small but ok. King bed is very comfortable. Yummy welcome treats on the table was a nice touch. Keurig pods and maker available for your pleasure. Well lit and very secure. Felt safe at all times. Great place to book if you need to stay in this area.

Amazing view, great and comfy Airbnb. The hot tub is such a nice plus with the incredible view over the mountains. It was so well equipped we had most of our meals in the Airbnb because the kitchen was so functional. I highly recommend this Airbnb!

This place is absolutely stunning - even the rain can’t take away its charm. And the concierge is the smartest, friendliest cat we've ever had the pleasure of meeting!

Loved my stay here , would definitely come again thank you Shane !

I had a great time staying here. A lovely and quiet retreat. Douglas and his family were very friendly and responsive to any needs I had. The place was tidy and clean and the grounds around the house were beautiful! Will definitely be back!

Theresa was an amazing host, she clearly communicated with us along the way, and made sure we had our privacy & provided the upmost comfort. Her space was well kept and full of considerate touches to facilitate a relaxing stay, the subtleties go a long way. We enjoyed the hot tub in the snow, shared a few stories of skiing adventures & loved the friendly visits from Ben. The views were picturesque to boot, we definitely plan to come stay in other seasons.

This place was great. Super simple check in/check out. Louis was great with communications. Great location and everything was clean. Would def recommend and/or stay again.

Communication with the hosts was very easy and kind! The place was as described and pictured, it was a lovely little getaway!!

Had a great time here! Place was very clean, and the stay matched the description.