Luxury Properties for rent in the State of Massachusetts

Exceptional rental opportunity on Menemsha Pond. This stunning compound features a main house with eight ensuite bedrooms, showcasing a remarkable first-floor primary suite with...

Presented by Samantha Morel | Wallace & Co. Sotheby's International Realty

Chip Chop is the legendary 20-acre beach compound set on Vineyard Sound. The property has lived large in Martha's Vineyard lore since the 1940s when it was built for celebrated...

Presented by Samantha Morel | Wallace & Co. Sotheby's International Realty

Welcome to your ideal summer retreat at 360 Main St, Osterville. This exceptional property offers everything you need for a luxurious and relaxing stay. Enjoy the stunning outdoor...

Presented by Ellen Valentgas | Sotheby's International Realty - Osterville Brokerage

Pond Front Luxury Retreat Discover this stunning 7-bedroom, 9-bathroom estate set on 9 private acres along Martha’s Vineyard’s picturesque South Shore. This newly constructed...

Presented by Samantha Morel | Wallace & Co. Sotheby's International Realty

Tucked away down a tranquil dirt road in a highly sought-after neighborhood in Katama, this architecturally designed modern farmhouse offers a secluded oasis, with panoramic views...

Presented by Samantha Morel | Wallace & Co. Sotheby's International Realty

Welcome to your dream luxury rental property in Edgartown, where every detail has been meticulously crafted to provide the ultimate experience in upscale island living. Nestled in...

Presented by Samantha Morel | Wallace & Co. Sotheby's International Realty

Step into this meticulously crafted property where every detail has been thoughtfully curated to create a breathtaking interior. From the moment you enter, you're greeted by...

Presented by Samantha Morel | Wallace & Co. Sotheby's International Realty

Spend your Cape Cod vacation in this magnificent property located on Garrison Lane in Osterville. Enjoy your days relaxing by the private pool surrounded by professionally...

Presented by Ellen Valentgas | Sotheby's International Realty - Osterville Brokerage

Experience the charm of this picturesque 3-bedroom, 2.5-bathroom Craftsman home ideally located in Falmouth Heights. Situated on Worcester Avenue, with a park across the street...

Presented by Jonathan Crowley | Sotheby's International Realty - Falmouth Brokerage

Experience the pinnacle of Vineyard living at this extraordinarily updated 9-acre estate, nestled within the exclusive Herring Creek Farm Association. Set along the tranquil...

Presented by Samantha Morel | Wallace & Co. Sotheby's International Realty

A truly remarkable residence designed by one of the Island's premier architects and situated midway between the historic village of Edgartown & the golden sands of South Beach....

Presented by Samantha Morel | Wallace & Co. Sotheby's International Realty

Experience breathtaking views of Sengekontacket Pond, State Beach, and all the way to Chappaquiddick from this stunning newly built property. Overlooking the third, fourth, and...

Presented by Samantha Morel | Wallace & Co. Sotheby's International Realty

This is a rare opportunity to rent a stunning landmark property at the northernmost tip of Martha's Vineyard. 1005 Main Street is one of the "Four Sisters"—the four most historic...

Presented by Samantha Morel | Wallace & Co. Sotheby's International Realty

Luxurious Waterfront Escape on Hines Point with Quansoo Beach Keys! Experience the ultimate getaway at this stunning brand new waterfront vacation rental, perfectly situated on...

Presented by Samantha Morel | Wallace & Co. Sotheby's International Realty

This classic New England home is a true masterpiece of modern living. Nestled on a spacious and meticulously landscaped lot in Katama, this property offers the perfect blend of...

Presented by Samantha Morel | Wallace & Co. Sotheby's International Realty