Vacation Rentals in Massachusetts

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Ode to the Past

Massachusetts, New Lebanon 10 guests 5 bedrooms 5 bathrooms 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 steppin... From €1,546 Nightly View Rental

Sea Urchin Escape

Massachusetts, Boston 6 guests 3 bedrooms 3 bathrooms On the very tip of Cape Cod's curved finger, Provincetown is an East Coast beach destination like no other. Not overly developed, it's managed to retain its small-town vibe and reputation as a haven f... From €1,039 Nightly View Rental

A Little Love Note

Massachusetts, New Lebanon 6 guests 2 bedrooms 1 bathroom 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... From €379 Nightly View Rental

River Song

Massachusetts, Pittsfield 10 guests 5 bedrooms 2 bathrooms 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 r... From €469 Nightly View Rental

Gift of the Sea

Massachusetts, Nantucket 6 guests 2 bedrooms 2 bathrooms Originally built in the 1800s as a fisherman’s shanty, this traditional cedar-shingled building has since been restored into a peaceful waterside sanctuary – it's the perfect setting to relax, reflect... From €1,672 Nightly View Rental

Mulberry Hill

Massachusetts, Nantucket 10 guests 5 bedrooms 3 bathrooms Tucked away in a quiet spot on the island of Nantucket, Mulberry Hill lets you experience all the quaint charm and rugged natural beauty it has to offer. You can see the harbour from the house, and it... From €2,563 Nightly View Rental

The Berkshires Splendour

Massachusetts, New Marlborough 12 guests 6 bedrooms 6 bathrooms 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.... From €3,872 Nightly View Rental

A Fine Catch

Massachusetts, Boston 9 guests 5 bedrooms 3 bathrooms 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. While anyone can access the famous sands of Cape Co... From €1,530 Nightly View Rental

Divine Inspiration

Massachusetts, Great Barrington 10 guests 4 bedrooms 3 bathrooms 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. This place is made for taking it back to analogue and spendin... From €740 Nightly View Rental

Victorian Gingerbread

Massachusetts, Boston 6 guests 4 bedrooms 2 bathrooms Built in 1871, this picture-perfect cottage has been beautifully renovated while retaining the most important elements of its original design. We're talking wood panelling, timber beams, and arched wi... From €1,026 Nightly View Rental

Self-Catering Massachusetts

Listing 1-10 of 10 Top Holiday Rentals

Holiday Homes & Accommodation Massachusetts

Massachusetts is one of the original colonies and is known for being named by the famous English colonist John Smith. Massachusetts is home to the popular Boston, Cape Cod and Nantucket with Boston as its proud capital. Massachusetts is a bustling hub for academics, history, nightlife, spas, sporting events and even local Zoos. There is a range of activities for your self-catering holiday no matter what area you choose to stay.

Self-Catering Massachusetts, USA

Top 10 Holiday Homes in Massachusetts