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Islesboro vacation rentals

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Top-rated vacation rentals in Islesboro

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

Home in Islesboro
"The Gables" on Penobscot Bay, Mid-Coast Maine
The Gables is a historic cottage built in the mid-late 1800's and has always been family owned. The 2+ acre property is located on a quiet road surrounded by cottages built by our great great grandfather. The Gables comes with its own private beaches, a lawn for yard games, a hammock for naps and a porch overlooking the bay. We can put you in touch with a local fishermen for fresh lobster or mussels. Check the ferry schedule-see photos. www.townofislesboro.com/special-pages/getting-here
$314 per night
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Home in Islesboro
Island Waterfront Cottage Islesboro, Maine
The Magical World on the Island of Islesboro, outside your door! The auto ferry, Margaret Chase Smith from Lincolnville takes you across beautiful Penobscot Bay. A stunning location for your waterfront vacation to return to year after year. Make way for the ducks as they waddle up the path from the beach to the neighbors house for breakfast. Small tidal beach on the property. Surrounded by nature and birds. A short walk to tennis courts with playground, library and historical society!
$300 per night
Cabin in Islesboro
Waterfront 4 bedroom cabin with private beach.
Enjoy your own private slice of the Maine coast in this cozy island-community cabin. The house sits on the north end of Islesboro - a Maine island located off the coast of Camden and accessible by car ferry or boat only. You will enjoy stunning sunrises and look out at Castine’s Dyce Head Lighthouse. On island there are two local grocery stores, weekly community dinners, and two amazing micro farms nearby - it’s the perfect set up to cook great meals in a perfect location.
$240 per night

Stay near Islesboro's top sights

Photo of Lincolnville Beach
Lincolnville Beach42 locals recommend
Photo of Whale's Tooth Pub & Restaurant - Lobster Rolls - Cocktails - Craft Beer - Waterfront Dining
Whale's Tooth Pub & Restaurant - Lobster Rolls - Cocktails - Craft Beer - Waterfront Dining23 locals recommend
Photo of Lobster Pound Restaurant
Lobster Pound Restaurant16 locals recommend
Photo of McLaughlin's Lobster Shack
McLaughlin's Lobster Shack11 locals recommend
Photo of The Hoot
The Hoot26 locals recommend
Photo of Dots
Dots18 locals recommend

Other great vacation rentals in Islesboro

Guesthouse in Islesboro
Main Cabin at Coveside on Islesboro
$432 per night
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Guesthouse in Islesboro
Boat House at Coveside on Islesboro
$307 per night
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Guesthouse in Islesboro
"Bohemian Bungalow" Studio Island Guest Cottage
$165 per night
Private room in Islesboro
Stern's Quarters
$49 per night
Cottage in Islesboro
Sweet, three bedroom cape on peaceful cove
$300 per night
Cottage in Islesboro
Idylic Artists Cottage on Islesboro
$290 per night
Cottage in Islesboro
"The Dory" on Penobscot Bay, Mid-Coast Maine
$314 per night
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Cottage in Islesboro
Ocean Front Island Cottage
$125 per night
Cottage in Lincolnville
Eco-friendly studio - ocean views, close to beach
$115 per night
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Guesthouse in Camden
Jacobs Ave Cottage- In Town (EV Hook UP)
$94 per night
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Cottage in Northport
NEW! 'Cedars Cottage' in Northport - Near Beaches!
$145 per night
Rental unit in Belfast
Comfy, Convenient Studio Apartment Near Downtown
$99 per night
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