A Fine Catch
9 guests
5 bedrooms
Chatham, Barnstable County
A stay in this charming home is a ticket to private beaches and waterfront access. Enjoy access to an exclusive member’s club here in North Chatham.
A Fine Catch
9 guests
5 bedrooms
Chatham, Barnstable County
A stay in this charming home is a ticket to private beaches and waterfront access. Enjoy access to an exclusive member’s club here in North Chatham.
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.
A Little Love Note
6 guests
2 bedrooms
New Lebanon, New York
Surrounded by acres of forest, flowing streams, waterfalls and historic ruins, this little cottage welcomes you to experience the natural beauty of the Berkshire mountains. Located within a former Shaker settlement, there’s an abundance of charm and character here.
Explore the 39 most perfect homes in our collection
Discover our curated collection of luxury holiday Cottages in Massachusetts, United States. We painstakingly review all homes available in a destination and accept only the top 3% to ensure quality our guests can trust. Each of the Massachusetts Cottages in our collection comes fully furnished with essential bathroom toiletries, expertly-equipped kitchens and all linens included. Book your dream stay today and should you need some help, our friendly team of experts are on hand to help plan your perfect Cottage break.