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Vacation Rentals in Islesboro Island
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Private Waterfront Home on Huge Estate Grounds – Property 147060
- Islesboro Island rental - house, 3 bedrooms, sleeps 9, 2 bathrooms, 1 half bath, beach, waterfront, balcony
- $1,700 - $3,000/week
- Calendar Last Updated On: Oct 18, 2009
On this beautiful island, HOUSE SITS ON 7 PRIVATE ACRES ON 80 ACRE ESTATE. This is one of a kind, very private charming cape, Enjoy breathtaking views, private...
Island Beachfront Cottage-Great Views-Sandy Bch-Save 10% BOOK NOW for '10 – Property 115996
- Islesboro Island rental - cottage, 3 bedrooms, sleeps 6, 1 bathroom, beach, waterfront, pets considered
- $1,500 - $2,200/week
- Calendar Last Updated On: Oct 11, 2009
Solsidan is a traditional style Maine beachfront cottage. The setting nestled on a quiet point with sandy beach front and back is truly spectacular; sea glass...
Exponential amenities, 7 bedrooms. Get pampered. Dock and Mooring. Taking 2010 – Property 258331
- Islesboro Island rental - estate, 7 bedrooms, sleeps 13, 7 bathrooms, waterfront, garden
- $10,000 - $12,000/week
- Calendar Last Updated On: Oct 2, 2009
Perfection at its best! The Islesboro Main House has everything a family or couple could want for gracious island living. It features a spectacular terrace...
Waterfront Victorian Island Farm , Ocean Views – Property 115834
- Islesboro Island rental - house, 4 bedrooms, sleeps 12, 4 bathrooms, rural, waterfront, garden
- $1,800 - $2,400/week
- Calendar Last Updated On: Sep 9, 2009
1876 Elegant farmhouse, furnished with period pieces and artwork, splendid views of Penobscot Bay and islands, flower gardens, fruit trees, meadow with hammock,...
Charming 4BR Farmhouse, Spectacular Views Across Penobscot Bay, Private Beach – Property 247971
- Islesboro Island rental - house, 4 bedrooms, sleeps 7, 2 bathrooms, beach, waterfront, pets considered
- Calendar Last Updated On: Aug 6, 2009
Classic Maine Farmhouse overlooking Penobscot Bay. Sweeping meadow with pond, private beach. Beautiful sunset views looking back over the Camden Hills.
Pet friendly cottage on water, in woods, Islesboro, Me, sleeps 6 – Property 153977
- Islesboro Island rental - cottage, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, pets considered
- $900 - $975/week
- Calendar Last Updated On: Jul 20, 2009
Our beautiful 'work in progress' cottage, nestled on six and a half acres of water front woods, is available for rental in June, July and September.
Retreat to Charming Crow's Nest Cottage on Magical Islesboro Island – Property 178936
- Islesboro Island rental - cottage, 2 bedrooms, sleeps 4, 1 bathroom, beach, near the ocean, pets considered
- Calendar Last Updated On: Jul 13, 2009
The cottage is now available for winter rental, November - May. It's a comfortable, cozy, winterized home.
Think 19th century Vermont transported to an island in...
Unwind at a Tranquil Oceanfront Cottage - FULL FOR 2009; RESERVE NOW FOR 2010 – Property 112614
- Islesboro Island rental - cottage, 4 bedrooms, sleeps 10, 1 bathroom, 1 half bath, waterfront, garden
- $2,100/week
- Calendar Last Updated On: Jun 28, 2009
Our home “Crosswinds” is perhaps the most charming house and location on Islesboro. The house retains the character of the original summer house built in 1908, and...
Oceanfront Cottage, Spectacular Views, 440' Waterfront, Private, Cozy Escape – Property 158754
- Islesboro Island rental - cottage, 4 bedrooms, sleeps 8, 1 bathroom, 1 half bath, beach, waterfront, internet access
- Calendar Last Updated On: May 21, 2009
Enjoy our family cottage, privacy, and waterfront. This very private four bedroom cottage has a lovely stone fireplace and dining overlooking the Penobscot Bay.
Island home with water view – Property 150475
- Islesboro Island rental - house, 2 bedrooms, sleeps 6, 1 bathroom, near the ocean, rural, TV
- $800/week
- Calendar Last Updated On: Mar 13, 2009
Our log home is situated on land that has belonged to the Williams family for over two hundred years, with a view overlooking Hutchins Island and Castine across...





