Massachusetts Properties Steeped in history and surrounded by New England character, these stays put you close to vibrant cities, charming towns, and scenic escapes. The Charles Château 14 2 9 5.5 Experience the romance of a French château, reimagined for modern luxury living. From $1,750/night Dedham, MA Learn more New Sagamore Beach House 6 2 3 1 A coastal retreat where every sunrise feels like a fresh beginning, and every evening ends by the sea. From $600/night Sandwich, MA Learn more Hidden Gem Lake House 8 2 3 2.5 Peaceful waters and timeless comforts await at this hidden lakeside escape. From $375/night Holbrook, MA Learn more The Senator 8 2 6 3 Sophisticated yet cozy, this home invites you to slow down, connect, and stay a little longer. From $8,000/month Quincy, MA Learn more Sunset Lake House Unit 1 8 2 6 2 A relaxed retreat between city lights and coastal charm—where the view always slows you down. From $375/night Braintree, MA Learn more Myrtle Flower 8 2 4 2.5 Where city access meets neighborhood calm—perfect for day-trippers, concertgoers, and cozy nights in. From $375/night Braintree, MA Learn more Liberty Street 8 2 5 2.5 A peaceful home base with room to work, relax, and gather—only 17 miles from the city. From $425/night Randolph, MA Learn more Cozy Sagamore Beach House 5 2 4 1 Where coastal calm meets timeless charm—steps from the sand and made for seaside memories. From $600/night Sandwich, MA Learn more Sunset Lake House Unit 2 8 2 5 2 Tucked beside the water, this home is your easygoing base for both quiet mornings and city adventures. From $375/night Braintree, MA Learn more Metrowest Modern 8 2 4 3.5 A modern boho retreat where iconic mid-century style meets peaceful, designer-curated living. From $10,000/month Natick, MA Learn more The Craftsman 4 2 3 2 A perfect blend of master-crafter luxury and lakeside serenity. From $400/night Norfolk, MA Learn more Lantern House 9 2 5 2 Where city convenience meets suburban ease, a spacious home base designed for gathering, gaming, and relaxation. From $400/night Randolph, MA Learn more