The sun setting over the water beyond Monhegan's headland, seen from a cottage deck
Monhegan Island, Maine · Memorial Day – Indigenous People's Day

A place where life is simple,a cottage on Monhegan.

A place to hike the 17 miles of interwoven trails, to paint, to hear the quiet, explore the shipwreck or simply pick up seaglass from Fish Beach.

17 milesof interwoven island trails
Sat–Satweekly rentals at most properties
24 hrsbooking emails answered daily, all year
A few of our properties

Historic island cottages, rented by the week.

Alongshore, Baldwin House, Dolan Cottage, Flying Bridge, the Influence, Jenney Cottage, Partridge House, Stone Cottage, the Vaughan House, Walker-Bright and more — ask us about any of them.

Miller Cottage, a shingled gambrel house above the sea with a flower garden

Miller Cottage

Built in 1907 on a bluff between the ice pond and the school house — the perfect place to watch the sun setting over the water. Three bedrooms, a fireplace and library, a wrap-around deck, and a studio with north windows facing the ocean.

Sleeps 4 · $2,250–$2,700 + tax per week
A dining table by a window looking out to the sea

Windward House — The Easterly

A two-bedroom second floor rental on Light House Hill with phenomenal views of the meadow, Manana, the schoolhouse, and the open ocean beyond. The house once belonged to Dr. Alta Ashley.

$1,595 + tax per week · $280 a night, 3-night min. off-season
A sunny cottage bathroom with a window and a vase of flowers

Daniel Stevens Cottage

The last property on the way to Burnt Head — like something from the pages of a storybook. A propane fireplace, a fully furnished kitchen and broadband WiFi.

Max three · $1,500 + tax per week
Monhegan harbor at dusk with boats at their moorings
Monhegan Island

Where Bellows and Rockwell Kent came to paint.

A place to interact with others who come here to a time when life slows down — where you can find your soul while the crashing surf washes away all sounds of the outside world.

  • 17 miles of trails and the shipwreck
  • Seaglass on Fish Beach
  • Many painting classes taught here
Good to know

How booking works.

  • Open Memorial Day to Indigenous People's Day — our houses are not winterized
  • Bookings confirmed once owners send their calendars, usually November–January
  • Book by email — we have no central office or phone; replies within 24 hours
  • Checks only — one-week rentals paid in full; payment plans on request
  • Most properties rent Sat–Sat; Jenney, Baldwin and Flying Bridge Sun–Sun
  • Bring your own linens and towels; kitchens are fully equipped
Contact us

Email us, any time of year.

Address
PO Box 373
Monhegan, ME 04852
Hours
Booking emails checked daily, all year
Expect a response within 24 hours
Email
brackettrentals@gmail.com

How do I book?

Email us at brackettrentals@gmail.com — longstanding tenants get priority, so write early.

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