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Wood Stove
Allows Pets
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Dog Island Point - Pineaway Cottage - Cape Rosier

Details coming soon.

Bedrooms: 2
Sleeps: 4
Baths: 1
$1575 - $1575

Island Farm - Little Deer isle

Waterfront! 1830s Island Farm House situated on 17 acres of woods & pature, w/ views across sweeping fields to the sparkline blue waters of Eggemoggin Reach. Drivable grassy path down to shorefront & beach area, where there is decking & seating.

Bedrooms: 4
Sleeps: 7
Baths: 3
$995 - $1570

Head of the Bay - Blue Hill Bay - Blue Hill

True to it's name, this well appointed inner harbor home offers a convenient in town location with a picturesque view. Guests are within walking distance to shops, galleries, eateries, and nearby to the park and library. Area attractions include Kneisel Hall and The New Surry Theatre. Property has easy access to put in kayaks and a mooring is available if needed approximately 3/4 mile. Enjoy a seat on the side porch and watch a variety of birds and water fowl while taking in the view of Blue Hill Bay and Parker Point.

Bedrooms: 2
Sleeps: 4
Baths: 2
$1400 - $1500

Flying Bridge Cottage - Stonington

Waterfront, Secluded. Unique, stunning, natural styled contemporary on picturesque Crocket Cove. Popular Emily Muir designed cottage in private wooded setting w/ path to deep water. Small beach nearby.

Bedrooms: 3
Sleeps: 5
Baths: 1.5
$1155 - $1470

Levy Cottage - Stonington

CANCELLATION 6/18-25 NOW AVAILABLE! Secluded, Waterfront. Built on granite ledge to capture stunning views over Crockett Cove & beyond, this Emily Muir designed house blends rustic warmth & contemporary style in a most picturesque location.

Bedrooms: 3
Sleeps: 6
Baths: 1
$950 - $1470

Rippowam Cottage - Brooklin

Waterfront, 1915 family cottage with delightful rustic charm, woodstove, water-facing porch, covered deck w/ seating, extensive beachfront and lush, green lawns, Internet connection is available! Cottage overlooks Tinkers Island.

Bedrooms: 5
Sleeps: 9
Baths: 1
$1050 - $1470

Moonrise Anchorage - Castine

Waterfront! Lovely post & beam cottage in historic Castine Village w/spectacular shorefront and views across the harbor. Walk to town.

Bedrooms: 2
Sleeps: 6
Baths: 1
$1000 - $1420

Shangri-La - Cove's Edge! - Deer Isle

10% off all weekly rentals! Shangri-La sits on the waters edge, looking out onto Billings Cove and the Freese Islands. Offering upper and Lower Decks. Beautiful views of the ocean. Four bedrooms, spacious living room. Game room with table tennis, pool table and air hockey. Access to private beach area with two kayaks on site.

Bedrooms: 4
Sleeps: 8
Baths: 2
$1400 - $1400

Keilty Cottage - Stonington

Waterview, intown. Panoramic views from this hillside cottage overlooking Stonington Harbor. Walk to harbor, docks, shops, restaurants, galleries, and more. Nearby Sand Beach 5 mins away.

Bedrooms: 3
Sleeps: 6
Baths: 2
$945 - $1365

Alysadel - Deer Isle

Waterfront, secluded. Comes w/ 2 kayaks! Lovely cottage w/ large meadow rolling down to shore front. Swim off ledges at high tide or explore the beach at low tide. Excellent launching point for kayaks.

Bedrooms: 3
Sleeps: 6
Baths: 1
$940 - $1365