Kewaydin Cottage // 1900

Every good summer cottage needs a name, and this charmer in the Cape Arundel Summer Colony of Kennebunkport, Maine, is no exception! This is “Kewaydin” a massive summer home built for Eben Caldwell Stanwood Jr. (1856-1906) a merchant and later banker of Boston, Massachusetts. Stanwood hired the Boston firm of Chapman & Frazer to design the cottage, which blends Shingle style and Queen Anne elements in a rustic composition that has such great curb appeal! The use of cedar shingles and rubblestone chimneys, paired with the vergeboards and complex roofline with dormers, makes this one of the gems of Kennebunkport!

Pine Haven Cottage // 1902

Pine Haven Cottage sits on a rise overlooking the Atlantic Ocean in the Cape Arundel summer colony in Kennebunkport, Maine. Built in 1902 for Thomas Brodhead Van Buren, Jr., a silk importer in Manhattan as a summer home, the cottage was designed by Henry Paston Clark and his partner, John W. Russell in an eclectic example of the Shingle style with gable roofs, vergeboards, stone foundation, and a prominent porch that has since been enclosed.

Chester Guild Cottage // 1902

One of the many stunning summer “cottages” built in the Cape Arundel summer colony of Kennebunkport, Maine, is this turn-of-the-century Shingle style dwelling built for Chester Guild of Boston. Chester Guild III was born into the wealthy Guild Family of Roxbury with his father being a successful leather dealer. Chester Guild spent summers with his family in Kennebunkport beginning in the 1890s, eventually had this cottage built in 1902. The Shingle style dwelling remained in the family for five generations and is very well-preserved, showcasing the hallmark elements of the ubiquitous coastal Maine architectural style.

Moses Howard House // c.1794

This charming Federal style saltbox house was built around the turn of the 19th century for Moses Howard, a “shipmaster” who moved to Kennebunkport from Cohasset, Massachusetts in 1793. The house here is clapboard with a symmetrical facade and central chimney. A saltbox roof extends off the rear of the house. Moses Howard did not stay in Kennebunkport for long as he moved to Portland by 1812. The house was lovingly maintained for the next 200+years.

John Andrews Jr. House // c.1808

John Andrews Jr. (1747-1844) was born in Essex County, Massachusetts to John Andrews Sr., a church Deacon, merchant, and blacksmith. John Jr., was a fisherman and would later move to Arundel by 1783 (now named Kennebunkport) and built this stately Federal style residence in the village. The house was built sometime between 1783 and 1810, with my best estimate dating the house (at least in its current form) to around 1808 as the high-style entry is similar to what is seen in Asher Benjamin’s plan books of the early 19th century, like the American Builder’s Companion, which provided builders with plans for elevations, cornices, entrances and windows, and any other features of a house built at the time.

The Billingsgate Cottage // 1892

In 1892, this large summer “cottage” was built in the Land’s End section on the coast of Rockport, Massachusetts. The large summer residence was built for the Thatcher sisters of Roxbury and was named “The Billingsgate” after their mother’s maiden name, Billings. Caroline Billings Thatcher would summer here with upwards of her four other sisters, Lillian, Margaret, Mary, and Elizabeth, to escape from the city. The large summer cottage features a rubblestone first floor with stone columns supporting the shingled floor above. A large gambrel roof and dormers punctuate the façade and showcase the simplicity and elegance of the Shingle style.

Turk’s Head Inn // 1890-1970

The Turk’s Head Inn was once Rockport’s grandest getaway. For those uninterested in building their own summer cottage to spend the along the coast of Massachusetts, luxury summer resorts provided summer rentals for those escaping the hot and polluted cities in favor of cool ocean breezes. Once situated in the  Land’s End section of Rockport, the Turk’s Head Inn, had sweeping views of the coast and islands in the distance. The initial portion was built from 1889 to 1890 by builder J. M. Wetherill of Rockport based on plans by architect H. M. Stephenson of Boston. It was expanded and became this rambling, E-shaped Colonial Revival structure with a seaboard frontage of two hundred feet and wraparound verandas over three hundred feet in length. Over the years, the Turk’s Head Inn suffered a number of fires, and its central and southeast wings were rebuilt, the latter in 1905 by then owner C.B. Martin. With a peak capacity of 200, the hotel, uncharacteristic of the regional hospitality industry, remained in operation for eighty years before it was closed down, partially destroyed by fire, and the remains removed in 1970.

Haskins Cottage // c.1910

Another great turn-of-the-century summer cottage in Rockport’s Headlands neighborhood is this c.1910 Craftsman house on Norwood Street. The listed early owner was L. S. Haskins who likely utilized the house as a summer residence. Architecturally, the cottage follows the Craftsman form with a low-sloped roof with broad eaves, shed dormer, exposed rafters, and rubblestone foundation and columns of stones taken from the site and nearby neighborhood.  

Windswept Cottage // 1909

The coastal towns of Gloucester, Manchester, and Beverly on the North Shore of Massachusetts often are known for their historic summer “cottages” but great examples can be found right here in Rockport! This is “Windswept”, the W. W. Blunt cottage, located in the Headlands section of town, just south of the harbor. Walton W. Blunt worked as the Treasurer and General Manager of the Boston Journal newspaper and resided in Boston, later purchasing multiple adjoining house lots in Rockport for a summer residence. The two-and-a-half story house was designed by a Rutherford Smith, who sought to utilize fieldstone found nearby for the foundation and chimneys and shingle siding above. Detailed descriptions of the new house were featured in a local newspaper in 1909 and mentioned tennis courts on the grounds, an apartment for servants, and a billiard room in the third floor. It is not clear when the house got its name, “Windswept”, but the name is just too fitting!

Old Granite Shore Hotel // c.1755

Reverend Ebenezer Cleveland (1725-1805) graduated from Yale College in 1749 and would move to Rockport (then a parish town of Gloucester) accepting the call as the village’s pastor for its Congregational Church. By around 1755, he lived in a house on this site next to the church before becoming a chaplain in the French and Indian War, fighting at the Battle of Bunker Hill, and helping to establish Dartmouth College. The property here was later owned by Jabez R. Gott, a deacon of the Congregational Church and the original cashier of the Rockport National Bank until his death in 1876. Sometime in the next decade, the Cleveland House was converted to a summer hotel, known as the Granite Shore Hotel. The original Georgian-era structure was heavily altered and expanded to provide new rooms and amenities for seasonal guests. An 1905 book showed rooms available at the Granite Shore for $2 a night. By 1919, the rates were $3 a day or between $15 and $18 a week! The hotel closed sometime in the 1940s and the building is now home to art galleries.