River Song
10 guests
5 bedrooms
Dalton, Berkshire County
It’s no wonder why a multitude of actors, composers, and artists have hideaways in the Berkshires. This classic Berkshires home, originally built as a schoolhouse in 1866, is steeped in history and rural charm.
Divine Inspiration
10 guests
4 bedrooms
Great Barrington, Lee
There are a lot of adjectives we could throw at this home in The Berkshires; cosy, darling, divine. But none of them really do it justice.
Ode to the Past
10 guests
5 bedrooms
New Lebanon, New York
When you want to get away from the hustle and bustle, this New Lebanon home is the perfect choice. You’ll not only leave the hectic city behind – stepping through the doors feels a little like stepping back in time.
The Rainbow Bird
8 guests
4 bedrooms
Woodbury, Litchfield County
This country home is located on 6 acres of private land, so there’s plenty of outdoor space to enjoy here. We love the scenic views from the terrace, where you’ll have a front row seat to watch the sun set behind the surrounding hills and a fire pit to keep you warm on chilly evenings.
Explore the 0 most perfect homes in our collection
Spacious 1 bedroom homes in Winter Hill. Plum Guide’s homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book today and enjoy a short or extended stay in the best 1 bedroom homes that Winter Hill has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.
