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The Owl & Firefly is a private, three-level cabin tucked into six wooded acres in Otis, Massachusetts. It was designed for the kind of Berkshires trip where kids have room to play, adults have room to relax, and everyone can settle in together.
The house sleeps up to 10 guests and includes three full bathrooms, a kids’ playroom with an indoor climbing wall, a wood-burning stove, firepit, well-equipped kitchen, dedicated workspace, fast WiFi, washer and dryer, charcoal grill, high chair, two Pack ’n Plays, books, toys, board games, and plenty of room to spread out.
You’ll feel tucked away in the woods while still being close to many of the places people come to the Berkshires to enjoy. Jacob’s Pillow is about 15 minutes away, Otis Reservoir and Appalachian Trail access are about 13 minutes away, and Tanglewood is approximately 35 minutes from the house.
<h2>The house</h2>
The Owl & Firefly was created as a comfortable family retreat rather than simply a place to sleep between outings.
The main living spaces are warm and relaxed, with comfortable seating, a wood-burning stove, board games, books, and plenty of space to gather after a day of hiking, swimming, skiing, exploring nearby towns, or seeing a performance.
The kitchen is equipped for cooking real meals, and the dining area works equally well for family dinners, puzzles, card games, long breakfasts, and coffee in the morning.
One of our favorite spaces is the kids’ playroom, with an indoor climbing wall, toys, books, and room for children to play and create. Families traveling with younger children will also find a high chair, children’s dishes and cups, two Pack ’n Plays, and toys and games for a range of ages.
Outside, the deck, firepit, charcoal grill, and wooded surroundings give you plenty of reasons to stay close to home. Start the morning with coffee outside, come back for dinner after a day exploring the Berkshires, or end the evening around the fire.
<h2>Sleeping arrangements</h2>
The house accommodates up to 10 guests across several flexible sleeping spaces:
Primary bedroom: King bed Second bedroom: Queen bed Bunk room: Twin-over-full bunk bed plus twin trundle Office / sleeping room: Two twin beds that can be joined with a topper to create a king Additional sleeping space: Two twin sleeper mattresses that can be combined into a king-size sleeping area
This setup works especially well for extended families, grandparents traveling with children and grandchildren, two-family trips, and groups that appreciate having several different sleeping configurations.
<h2>Made for families</h2>
We know that traveling with children is easier when you do not have to bring quite so much with you.
The house includes:
<ul><li>Indoor climbing wall</li><li>Dedicated kids’ playroom</li><li>Children’s books and toys</li><li>Board games</li><li>Bunk room</li><li>High chair</li><li>Two Pack ’n Plays</li><li>Children’s cups and dishes</li><li>Washer and dryer</li><li>Well-equipped kitchen</li><li>Firepit</li><li>Outdoor space to explore</li></ul>
There are also plenty of spaces for adults to cook, talk, read, work, or relax while children have room to play.
<h2>Six wooded acres</h2>
The property sits on six private acres surrounded by trees, giving the house a peaceful, tucked-away feeling.
Spend a slow morning on the deck, grill dinner outside, gather around the firepit in the evening, or simply enjoy the quiet after a day out.
Because this is the Berkshires, the surroundings change with the seasons. Summer brings swimming and long days outside, fall brings extraordinary foliage, winter brings skiing and fireside evenings, and spring brings the woods back to life.
<h2>Explore the Berkshires</h2>
The Owl & Firefly is located in Otis, a quiet Southern Berkshires town with easy access to lakes, hiking, skiing, performances, restaurants, and some of the region’s best-known towns and attractions.
Approximate drive times:
Jacob’s Pillow: 15 minutes Otis Reservoir: 13 minutes Appalachian Trail access: 13 minutes Lee: 25 minutes Great Barrington: 30 minutes Stockbridge: 30 minutes Tanglewood: 35 minutes
Spend the day hiking, swimming, skiing, exploring small towns, visiting museums, seeing a performance, or doing very little at all.
<h2>Guest access</h2>
Guests have private access to the home, deck, outdoor areas, driveway parking, and all listed amenities.
Self check-in is available with a smart lock.
Early check-in and late check-out may be requested but not guaranteed. Additional rates apply.
<h2>A few things to know</h2>
Children should always be supervised, particularly when using the indoor climbing wall. Please follow the posted climbing-wall safety guidelines and do not allow rough play or unsupervised use.
The house is surrounded by woods, so wildlife, insects, leaves, snow, mud, and changing road conditions are all part of being in the Berkshires. Weather-appropriate shoes and layers are always a good idea.
Pets are welcome with a pet fee. Please include pets with your reservation and follow the house pet guidelines.
The outdoor grill is charcoal, so guests who plan to use it should bring charcoal.
<h2>A good fit for</h2>
The Owl & Firefly is especially well suited to family getaways, two-family trips, multigenerational weekends, Jacob’s Pillow and Tanglewood trips, lake and hiking weekends, cozy winter escapes, work-from-away stays, and anyone looking for a peaceful place where children can play and adults can actually settle in.

The Owl & Firefly – Family Cabin in the Berkshires

We had a wonderful stay with our whole family - grandparents, kids, and grandkids included! The house provided a fantastic space for everyone without feeling cramped. The kids were thrilled with all the games and toys available, especially the climbing wall. Highly recommend this property for family trips or group getaways.

Highly Recommend

Christopher’s place is incredibly cozy and the perfect spot for a nature retreat. Everything was thoughtfully set up and very comfortable, with a spacious living area, a large deck, and lovely bedrooms. Our children absolutely loved all the games and activities available both inside the house and outside. We had a wonderful, relaxing stay. The Berkshires are a beautiful and fascinating area with so much to see and enjoy!

Incredibly Cozy

We were a total of 4 adults and 5 kids and had good amount of space for all. Chris was great, very quick to respond and very helpful.

Good amount of space

We had a great stay with several toddlers. We went to the local town "beach" which was a great combo of sand, water, and playground, and then mostly stayed around the house. Host was responsive to any questions we had.

Great Stay

We loved staying at The Owl and Firefly. In the best way, it felt like it had the comforts of our own home, while also definitely feeling like a cabin retreat in a beautiful natural setting. The kitchen was well equipped, with all the touches (spices, oils, Nespresso pods all there) and a clean fridge. The couches and linens were all clean. The record player was a wonderful touch!Most of all, we appreciated how kid/baby friendly this rental was. There was a pack and play, a high chair, and all the feeding bits and bobs we could need (plates, bowls, flatware). But most of all, we noticed how thoughtful the touches were for our toddlers' entertainment-- lots of toys (for a variety of ages), a rock climbing wall in the basement (maybe next year...) and just generally lots of areas to safely explore and enjoy.We will be back once the weather is nicer to enjoy the private deck and the sun room. We really loved our stay here and can't wait to come back with friends and family!

It felt like the comforts of our own home

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