Holiday rentals with outdoor seating in Lanesborough

We had a lovely stay at Elizabeth's place. The house was big enough for our large group, the kitchen was well stocked with anything we might need, and the area was peaceful and beautiful.

We had a great stay during our work trip to the Berkshires! Our toddler loved playing in the enclosed front porch and fenced in yard, and the crib and baby gates were such nice amenities for my peace of mind. Everything was clean and comfortable and we appreciated that Chamaio reached out to let us know when the home was ready for us, and gave suggestions on local spots nearby. We would absolutely stay here again if (hopefully when!) we are back in the area!

As soon as I entered I contacted Anne-Marie and said it is exactly what Airbnb should was when it started—a family home that we were able to stay in. It was cozy and homey and everything was very clear and easy to use. Both Anne-Marie and Patrick were friendly and professional. The location is great as it straddles North and South Berkshires. One night we are in Williamstown and another in Lenox. Both were right along route state route 7. You are also right next to fantastic skiing at Jiminy Peak or Mount Bousquet.

Beautiful home, very clean, peaceful, great location, extremely comfortable bed, restaurant and to-do resources available.

Thank you, Salome, for a wonderful stay. Our extended family felt very relaxed and comfortable in your lovely home. It was a rainy weekend, so it was especially nice that there was a pool table, a fuzeball table, and lots of places in the house to hang out together. The bedrooms and bathrooms were lovely and the shared space was large and inviting. We enjoyed making meals together in the open kitchen. And the neighbor was so picturesque! We loved staying next door to the horses and donkeys, and taking walks on your beautiful farm-filled road. Thanks so much for making our stay such a special weekend. We all hope to ba back again! Very best to you and yours, Joanna and family

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!

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 enjoyed the perfect escape from the city in this magical barn with gorgeous antiques and pristine views. Definitely will be back for future celebrations!

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.

We enjoyed our stay at Tom's place. It was spacious, well appointed and clean. The birds and squirrels in the nearby trees were entertaining. The location was excellent for exploring North Adams on foot and nearby towns/parks. Tom was helpful and responded quickly to all our questions. I would highly recommend staying here.

We had another wonderful weekend at Barbara & Chad's suite. We've stayed there multiple times and love it for our family of four. The hosts are always responsive and so very helpful. We also love the nearby Berkshire East Mountain resort and nearby local towns. Looking forward to our next visit!

We had a great time at this lovely spot! Erin was a very kind and responsive host, and the apartment was just as described :)

The apartment is cozy and lovely! My mom and sister visited for my graduation and it was amazing for their 1-week stay. I was initially worried that the property will be a bit noisy at night because it is in a busy area, but it was actually neatly tucked in behind a closed business — really private and quiet. Kim is also very responsive as a host!

Great spot, very well-appointed, with beautiful views. Frank was a great host and I highly recommend.

Brent's place was everything we were looking for! We were hoping to have a cozy base to explore Mt. Greylock, Mass MOCA, and Williamstown, and this spot couldn't have been better. Plus, the property itself was fantastic -- spacious, incredible views, and a wonderful outdoor kitchenette/sitting area. Brent is also a very responsive, very nice host.

We had a great stay here! The place is located a little outside of town but it was an easy drive to get into Williamstown. It was a good location if you are planning to explore the area a bit. There is some noise from the main road, but not so much that it was disruptive. The apartment was easy to find and exactly as described. It is a spacious place that easily fit three adults. Everything we needed was provided in the apartment and the hosts were incredibly responsive to questions and messages. We would definitely stay here again!

A Perfect Stay at Elisa's! Elisa's place was absolutely magical! Located in a charming yet convenient resort, this beautifully designed space instantly felt like home. Sunlight streams through the windows, illuminating tasteful décor that balances style and comfort. What truly stands out is Elisa's hospitality. Her communication was warm and helpful, and her local recommendations led us to hidden gems throughout the area. The spotless cleanliness and private garden oasis for morning coffee or evening drinks made everything perfect. This place represents exceptional value—not just accommodation but an experience connecting you to the local community.

Great place to stay. There are no Ubers the week we stayed there and we should have rented a car. But the place was great.

Yulia's place was the perfect spot for a Memorial Day weekend getaway. Was even great for an infant! It was comfy and cozy! Loved the patisserie downstairs and the town. Highly recommend!

Our family enjoyed our stay at Rafael's condo. The space was very clean and comfy, and exactly matched the description and photos posted here. The fireplace was a great draw, too. If you're planning on skiing at Mt. Snow, the Moover shuttle bus stop is located right outside of this building, which made for a very convenient and quick way to get to Mt. Snow for my family of 4. We would certainly stay here again in the future.

Christine was a great host. The condo was as described. The place was clean and well organized, very cute and cozy. Christine was very responsive and helpful. I will definitely stay here again.

This beautiful lake house made this day truly special, despite the cloudy and rainy weather. The house’s warm and welcoming atmosphere was therapeutic, and the lake view was simply breathtaking. Everything we needed was within reach, and Nick was incredibly attentive to our every need.

We had a wonderful time staying at Paul’s place! We had easy access to the mountain for skiing. It was wonderful to have a ski locked to store our stuff outside of the room. In addition to the wonderful accommodation our kids loved the indoor/outdoor pool after a long day on the slopes. Highly recommend Paul and his accommodation!!!

Perfect location to mt snow.. right across the street. It's an older complex but had everything we needed for a few days of skiing.. would rent again