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Holiday rentals in Little Deer Isle, Maine

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Top-rated holiday rentals in Little Deer Isle, Maine

Guests agree: these stays are highly rated for location, cleanliness, and more.

  1. Entire cottage
  2. Brooksville
Crow's Nest Cottage...Overlooking the Sea.

Sophisticately rustic with an authentic “Maine” style of its own, Crow’s Nest Cottage is close to the swim beach, hiking trails, dark night sky, farmers' markets, fresh caught lobster, restaurants, galleries, nature preserves, live performances and events. Overlooking the shore in Brooksville, Maine, it is peacefully situated in a natural environment and is centrally located to the other towns of Blue Hill, Deer Isle, Stonington, Castine, and Brooklin. Perfect for singles, couples and families!

SUPERHOST
  1. Entire cottage
  2. Deer Isle
www.periwinklecottagerental.com.

Enjoy southerly views of the Penobscot Bay in this charming seasonal cottage. Fully equipped w/open downstairs, living, dining, kitchen and full bath. Upstairs bedroom w/queen. Large waterside deck w/additional outdoor shower and charcoal BBQ. Please note we rent Saturday to Saturday.

SUPERHOST
  1. Entire cottage
  2. Deer Isle
Katy's Seaside Cottage

*See update for COVID-19 below* Katy's Seaside Cottage is a quaint & cozy 2 bedroom cottage, with ocean views. It has a beautiful deck/gazebo where you can sit and watch boats pass by. Enjoy free public access to the ocean anytime with a short walk from the property, a great place to kayak or swim. In the fall enjoy the fall foliage and great hikes on the island or in neighboring areas including Acadia.

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Other great holiday rentals in Little Deer Isle, Maine

SUPERHOST
  1. Entire cottage
  2. Deer Isle
Eastman's Seaside Cottage with Private Beach
SUPERHOST
  1. Entire home
  2. Deer Isle
WEISS LOWER - Little Deer Isle
SUPERHOST
  1. Entire cottage
  2. Brooksville
Oak Grove Cottage at Oakland House
SUPERHOST
  1. Entire cottage
  2. Deer Isle
The Edgewater Cottage on Little Deer Isle, ME
SUPERHOST
  1. Entire home
  2. Brooksville
KING'S POINT - ON BEAUTIFUL EGGEMOGGIN REACH
SUPERHOST
  1. Entire cottage
  2. Deer Isle
Waterfront Getaway Near Acadia w/ Spectacular View
  1. Entire cottage
  2. Sedgwick
The Binnery: A cozy cottage on the coast of Maine
SUPERHOST
  1. Entire cottage
  2. Brooksville
Ledges Cottage at Oakland House
SUPERHOST
  1. Entire cottage
  2. Deer Isle
Ferry Keeper’s Cottage: Deer Isle
SUPERHOST
  1. Entire cabin
  2. Sedgwick
Rustic Chic Maine Cabin @Diagonair
SUPERHOST
  1. Entire cottage
  2. Brooksville
Grindstone Cottage at Oakland House
SUPERHOST
  1. Entire cottage
  2. Brooksville
Flagstaff Cottage at Oakland House