A calm lake with a dock, boats, and a forested shoreline.

Photo by Colleen Johnson

Islesboro cottages

We found 13 cottages — enter your dates for availability

Explore Islesboro cottage rentals

Image of ~ Peaceful And Quaint Family Cottage On An Island In Maine ~

Premier Host

~ Peaceful And Quaint Family Cottage On An Island In Maine ~

Sleeps 8 · 3 bedrooms · 1+ bathroom

Image of Beach-Side Cottage: Windows By The Sea

Beach-Side Cottage: Windows By The Sea

Sleeps 9 · 4 bedrooms · 1+ bathroom

Image of Charming Waterfront Cottage Just Steps from East Penobscot Bay

Charming Waterfront Cottage Just Steps from East Penobscot Bay

Sleeps 6 · 3 bedrooms · 2 bathrooms

Image of Couples Getaway Near Beaches: Northport Cottage

Couples Getaway Near Beaches: Northport Cottage

Sleeps 2 · 1 bedroom · 1 bathroom

Image of Island Beachside Cottage with Sunset Views

Island Beachside Cottage with Sunset Views

Sleeps 8 · 3 bedrooms · 1 bathroom

Image of Blue Moon Cottage, Islesboro

Blue Moon Cottage, Islesboro

Sleeps 5 · 3 bedrooms · 2 bathrooms

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