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Vacation
Rentals
Vacation to the stunning
island of Islesboro.
2 Baths
3 Beds
Historic Hewes Point Home
Historic Hewes Point Three-bedroom, Two-bath Waterview Home. Situated in a cherished summer island enclave. Perfect for strolling with no through traffic. Public beach access across the road. Completely renovated to highest standard. Large porch dining.
$12,000 /month
1.5 Baths
2 Beds
Meadow Pond 1850's Greek Revival
1850's Greek Revival Completely Renovated 1992, historic detail preserved on Islesboro's largest pond. 4.5 acres on pond with sweeping views and lovingly landscaped meadow.
$1,500 /week
House
2.5 Baths
2 Beds
Dark Harbor Village Home
Two-Bedrooms, 2.5 bath, living room, second living room offers a futon, open concept kitchen-dining room, lovely covered porch. Amenities include mooring, kayaks, and raised garden beds for your green thumb and fresh veggies. Walk to shops for ice cream and sundries.
$1,800 /week
Home
3 Baths
4 Beds
Foxglove 19th Century Farm
Welcome to Foxglove Farm, a beautiful and historic family escape on over 22 acres of pristine land boasting meadows, mixed growth forest, creeks, a pond and a picturesque path to 1500 ft of shore frontage with the island's best clamming grounds.
$4,000 /week
House
1 Bath
1 Bed
Quaint Boathouse
Quaint boathouse with kayak or canoe access from its side yard and stunning front porch views of sunset over the Camden hills. Appointed in comfortable French Country style and features every amenity for a memorable and relaxing stay. One bedroom, two beds, one bath.
$7,000 /month
2 Baths
3 Beds
West Bay Three Bedroom.
Private beach, 16 acres, fully equipped home, master bedroom, spiral stairs to 2 bedrooms, nicely appointed, sunspace, pine floors, 2 full baths, washer-dryer. No pets.
$1,000 /week
House
2 Baths
3 Beds
Fish Hawk
The ultimate in peace and quiet on Penobscot Bay. A labor of love from its inception to the present, Fish Hawk was designed by its Harvard Design School Graduate/Professor owner and provides an escape to the finest of Maine's legendary coastal beauty and tranquility - the ultimate for kicking back and just letting the beauty that surrounds you carry you through the day.
$3,500 /week
House
1 Bath
2 Beds
Waterfront Bungalow
A beautiful bungalow cabin on the water with French Country decor to welcome your stay. Ideal for a peaceful and serene getaway. Two bedrooms, three beds, one bath.
$12,000 /month
5 Beds
Classic Ryder Cove Cottage
Classic Ryder Cove Cottage. At waters edge with exceptional views over the cove, recently refurbished, five bedrooms, kitchen, pantry, dining room, living room, covered porch, finely crafted period wood paneling. Steps to the shore.
$3500 /week
House
2 Baths
2 Beds
Green Cot, Ryder Cove Guest House
Just across the lane from Seaside Cottage with two bedrooms, two full baths, loft bedroom, kitchen, vaulted living/dining room, covered porch. Well appointed, great space. Located in quiet summer enclave. Dock access.
$1,500 /week
House
1 Bath
3 Beds
Charming Little Broad Cove
Charming Little Broad Cove Waterfront Home at water's edge and grand easterly bay views from the living room and deck. Three bedrooms, one bath, kitchen island.
$2,100 /week
Home
1 Bath
2 Beds
Rebel Hill Log Home
Private yet central and convenient island location. Two bedrooms; queen and double, full bath and washer-dryer, cathedral ceiling living room and kitchen, franklin-style wood stove for the fireplace feel. High-end finishes and amenities; flatscreen tv, internet, hardwood floors and carpeted bedrooms, pull-out sofa.
$1,000 /week
House
4.5 Bath
3 Beds
Ryder Cove Cottage.
Perched on a dramatic rocky bluff, just steps to the shore. Three bedrooms, queen, twin, queen, 3/4 bath and half, laundry, kitchen and breakfast nook, living room with woodstove, large enclosed porch. Mooring available. Also, a knotty pine couples cabin with bath and kitchenette.
$1,500 week/cottage or $600/cabin or $1,800 both.
Cottage / Cabin
~ Baths
~ Beds
East Bay Two Bedroom.
Quiet wooded perch overlooking the water, this log home offers wide covered screened porch, living room, kitchen, bath, and sunny deck overlooking East Penobscot Bay on the horizon.
$1,000 /week
House
4 Baths
7 Beds
Bonnet Farm
Prominent Boston attorney, Charles Sumner Pierce built his Shingle Style cottage with Colonial and Greek Revival influences in 1902 as a year-round farm sited on a rise amid open fields meeting the ocean. Bonnet Farm, centrally located in midcoast Maine on the island of Islesboro, has been a summer vacation destination still owned by his grand and great-grand children.
$13,000 /week
House
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