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.
The Berkshires Splendour
14 guests
6 bedrooms
New Marlborough, Berkshire County
Nature meets luxury at this stunning Berkshire Mountain retreat. Just twenty minutes from Great Barrington and with hiking trails all around, this home is an idyllic escape from the hustle and bustle.
Ponder & Wander
12 guests
4 bedrooms
Wilmington, Windham County
Set on 22 acres of private land boasting ponds, streams and an abundance of nature – this spot in Wilmington offers a peaceful escape beyond the realms of city living. Perfect for larger groups, up to three families can stay here comfortably, with three ensuite bedrooms spread across two floors and an expansive living room on each floor - both overlooking the ponds, one with vaulted ceilings.
Explore the 32 most perfect homes in our collection
Explore our collection of ski resort rentals in Massachusetts, United States. 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 ski resort rentals that Massachusetts, United States has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.
