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64 results
$225/night

Lilypad

Type: In Town

LILYPAD COTTAGE is a quaint newly built private home located in the heart of Blue Hill Maine. This quintessential Maine coast town is Center of Everything.

$115/night

Big Woods Camp

Type: Secluded/Private, Lakefront, Waterview, Wooded

Situated on the edge of Woods Pond (also known as Third Pond) just outside of Blue Hill village and looking over to Blue Hill Mountain, an easy climb taking 35-45 minutes.

bungalhigh+exterior
$265/night

Bungalhigh

Type: Oceanfront, In Town, Waterview, Wooded, Beach

This charming, shorefront, renovated cottage includes a wrap-around porch, queen bedroom, ensuite with shower, fully-functional kitchen and living room and looks out across the bay to Blue Hill Mountain.

Christines Cottage Main
$160/night

Christines Cottage

Type: Secluded/Private, Beach

The view is spectacular. The cottage is cozy. The kitchen is fully equipped, and all of the bed and bath linens are provided. The deck is a great space to watch the tide, seals, dolphins, …

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$400/night

Bungalow

Type: Oceanfront, In Town, Waterview, Wooded, Beach

As part of a family compound, the Bungalow hugs the water’s edge with views out to the bay and across to the village and Blue Hill Mountain. Brushed stone walkways, laced with gardens and yard …

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Head of the Bay
$200/night

Head of the Bay

Type: Oceanfront, In Town, Waterview

True to its 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 …

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Puffin Rock Vacation Rental
$330/night

Puffin Rock – New 2022!

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

NEW LISTING! Welcome to Puffin Rock! Located on nearly two-wooded acres, this peaceful Brooklin waterfront home offers its own private beach on Herrick Bay and distant views of Mount Desert Island, Acadia National Park and …

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Mabels Point Main
$/night

Mabel’s Point – Brooklin

Type: Oceanfront, Secluded/Private, In Town, Waterview, Beach

Welcome to Mabels Point. A lovely home sitting on the water’s edge in Brooklin, Maine. This home offers 3 bedrooms all on one floor. This home is perfect for those wanting privacy and comfort while …

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$150/night

Gray Cottage

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Gray Cottage is located on the border of Blue Hill and Brooklin, overlooking Blue Hill Bay and across the waters to the Acadia region.

$125/night

Pickwick

Type: In Town

The Pickwick is a small, conveniently-located, pet-friendly house just outside of the quiet village of Brooklin, known worldwide for Brooklin Boat Yard and Wooden Boat School and Magazine.

$250/night

Barnacle on Flye Point

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

This lovely, private and serene cottage consists of a spacious main room with a cathedral ceiling in the living and dining areas, and includes a well equipped kitchen with small island bar.

$145/night

Field Stone Bluff

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Field Stone Bluff is a beautiful stone house, stunning with its unique field stone exterior. It rest along impressive beachfront on the shores of Eggemoggin Reach. The beach in this area is extensive, so one …

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$195/night

Close Call

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Waterfront. Charming Brooklin oceanfront cabin on Allen Cove in delightful setting, awesome sunsets, nice beach and more. enclosed 10′ x 21′ foot porch.

$175/night

Rippowam

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Built in 1915 by the owners’ Great Grandfather and named after a much beloved river in Stanford CT, Rippowam Cottage exudes family warmth and the rustic charm of yesteryear, providing the much desired Maine experience, …

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$235/night

Kelley Point

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Kelley Point, located in a lush, oceanside setting with private beach, is a spectacular rustic, contemporary-style house that provides a unique opportunity to experience the inspirational design of one of America’s leading architects, Benjamin C. …

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$120/night

Overlook Cottage

Type: Lakefront, Waterview, Wooded, Beach

Listen to the Loons! Swin from your own sand beach! This adorable cottage on Toddy Pond offers an open loft with 3 twin beds. Best suited for children and teens.

$210/night

Coves End ‐ Surry

Type: Oceanfront, Secluded/Private, Waterview, Beach

Private peninsula location that has the most incredible fine gravel beach and dock. Sit in your jacuzzi on the point and enjoy the sunsets. Large living area and open floor plan with screened in porch …

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$180/night

Contention Cove

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

This wonderful property sits majestically at where the waters of Union Bay, Contention Cove, Union River and Pattern Bay all coalesce to provide an expansive and varied waterfront experience.

$310/night

Cadillac Views

Type: Oceanfront, Waterview, Beach

Sunday to Sunday rental during July/August. Cadillac Views is a meticulously maintained and well-equipped home located in a quiet and peaceful setting on the shores of Union River Bay.

$205/night

Sunset Cottage

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Welcome to Sunset Cottage in Surry, Maine, a sleepy little town on Morgan Bay. Nestled among the trees, this home offers full views of the ocean from its 50′ deck, sunroom, kitchen, dining room, and …

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$150/night

Dear Cove – Kayaking!

Type: Oceanfront, Waterview

Dear Cove Cottage is a cozy cabin located at the water’s edge in Deer Isle. This private cottage is on a peaceful cove great for birdwatching and kayaking.

$185/night

Heron Watch

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Heron Watch is a privately situated waterfront home at the head of a tidal cove featuring expansive views out to Southeast Harbor.

$225/night

Deer Isle Farmhouse – New!

Type: In Town

Steps from lovely Deer Isle Village, this delightful 4 Plus Bedroom, 1.5 Bath with beautiful light throughout is the perfect getaway spot. Sunday to Sunday rentals please! For more info please visit: deerislefarmhouse.com

$265/night

Grey Ledge

Type: Oceanfront, Secluded/Private, Waterview, Wooded

Waterfront, private. Striking oceanfront contemporary on Thomas Cove, a peaceful & picturesque inlet overlooking Eggemoggin Reach – one of the most beautiful sailing areas in the world.

$200/night

Meta Goldin House – Meadow!

Type: Secluded/Private, Wooded

Farmhouse is a private meadow! Close to Deer Isle Village. More info coming soon!

$680/night

Alberta Lane

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Waterfront. Premier oceanfront 28 acre property on prestigious Eggemoggin Reach with stylish main house, cozy guest house, private dock with deep water anchorage, mooring, and 500 feet of private beach. One of our best!

$150/night

Sweet Grass

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Private waterfront cabin on peaceful cove with cozy interior, stone fireplace, and deck running along entire waterside of cabin. Come enjoy Sweet Grass and all it has to offer!!!

$155/night

Shangri-La

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

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, …

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$135/night

Holmes-Caldwell

Type: Secluded/Private, Waterview

Homes-Caldwell Cottage is located at the end of Dow Road, a much desired location centered on Deer Isle and near Deer Isle village. The setting provides for exceptional views across Penobscot Bay and beyond to …

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$145/night

Pats Place

Type: Oceanfront, Secluded/Private, Waterview, Wooded

Waterfront. Peacefull & charming cottage with wrap around deck laced w/ flowers overlooking Greenlaw Cove. Well maintained & immaculate cottage in quiet, picturesque setting. Saturday to Saturday rentals ONLY please!

$150/night

Blue House

Type: Secluded/Private, Wooded

Blue House is located in a private location on the Dow Road just outside of Deer Isle village and close to Lily Pond, a favorite swimming spot. While not on water, this cottage is just …

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$120/night

Dorsey

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Waterfront, secluded. 2 br/2 bath cottage on pictureque and tranquil semi-tidal cove, w/ acreage, opening on to Eggemoggin Reach. Outstanding scenery!

$180/night

Oak Point

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Oak Point Cottage is perfect for people who are equally happy enjoying waterfront views from a comfy chair inside or by walking along the beach itself.

$250/night

Poseidon

Type: Oceanfront, Secluded/Private, Waterview, Wooded

Poseidon is a new, chalet-style cottage with modern finishes and new appliances throughout, designed with large windows to appreciate the beautiful view. The main floor, with two steps and a railing at the entrance, has …

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$125/night

Sea Green

Type: Oceanfront, Secluded/Private, Waterview, Wooded

Sitting on the waters’ edge of Greenlaw Cove in a peaceful, serene setting, this adorable, well-kept and immaculate camp exudes old Maine charm.

$215/night

Red House

Type: Oceanfront, Secluded/Private, Waterview, Wooded

NEW LISTING! Located in a quiet and peaceful setting, the charming and roomy Red House has everything a family needs to arrive and settle in for their stay.

$145/night

Deep Cove

Type: Oceanfront, Secluded/Private, Waterview, Wooded

This cozy post and beam cottage sits in a secluded, wooded area on beautiful Deep Cove in Deer isle, Maine. With its easy access to the shore, and surrounding woodlands, guests can enjoy relaxing on …

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$205/night

Sherwood Cottage

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Oceanfront. Sherwood Cottage is privately situated on stunningly beautiful 8.5 acre setting with 730 feet of shoreline. Panoramic views, cathedral ceilings, massive fireplace, and well behaved pets allowed – a wonderful property!

lighthouse-bass-harbor
$345/night

Cottage on the Shore

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Summary: Oceanfront, private, light filled home located 1.5 miles from Deer Isle village Enjoy beautiful island views, gorgeous sunsets and a quiet, secluded location. Walkable beach perfect for kayaking and exploring. SUNDAY TO SUNDAY RENTAL …

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$260/night

Barnacle on Bucks Harbor

Type: Oceanfront, Secluded/Private, Waterview

Waterfront! Secluded. Fully restored 1940s beauty centered only 35 ft from picturesque Bucks Harbor. Private beach & setting, yet only quick walk to Bucks Harbor Yacht Club, Market, Marina & weekly farmers market. Mooring, too.

$115/night

Palmer Retreat

Type: Secluded/Private, Waterview, Wooded

Quiet and cozy cottage located in East Blue Hill, offers internet, 4 miles from Blue Hill Village. Enjoy walking to the park, small library and post office or just sitting on the screened-in porch reading …

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Sea Breeze Vacation Rental
$280/night

Sea Breeze

Type: Oceanfront, Waterview, Wooded, Beach

Gorgeous Sea Breeze offers a semi-private setting and expansive sandy beachfront with wonderful views of Mount Desert Island and Penobscot Bay. Enjoy watching seals, eagles, ospreys, loons and more from its expansive front porch. Massive …

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Clamshell By The Sea
$700/night

Clamshell By The Sea

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Unparalleled 180 degree ocean views! The house boasts over 7,000 square feet of charm and comfort. With 6 bedrooms, 6 bathrooms, a kitchen and a fireplace on all 3 floors and cathedral ceilings on the …

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$240/night

Marks Sea Cottage

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Perched on the ocean front with spectacular views of Mount Desert Island and Cadillac Mountain, Marks Sea Cottage is a quiet, beautiful setting with floor-to-ceiling window views of the ocean, marine wildlife, islands and mountains. …

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Green Leaf Cottage
$210/night

Green Leaf Cottage

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Cedar shingled home, 2 floors, 2 full baths & outside shower. 1st floor: large well-equipped kitchen with breakfast nook, open dining & ample LR area, large DR table, study/library room, 1 full bath, screened-in insect-resistant …

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Noreaster Lane House
$500/night

Noreaster Lane House

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Noreaster Lane is a fabulously designed home, built on 256 ft of prime shorefront on Eggemoggin Reach. It looks out across the waters to the Deer Isle Bridge in the distance (which is akin to …

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Alamoosook Crossing
$250/night

Alamoosook Crossing ‐ New!

Type: Secluded/Private, Lakefront, Waterview, Wooded

Alamoosook Lake in the little town of Orland Serenity, peace, and tranquillity await you! Refresh yourself with a swim in the surprisingly warm, crisp, clean water. Take a relaxing kayak paddle. This carriage house is …

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$125/night

Salt Water Farm

Type: Waterview

Salt Water Farm is a classic, pre-civil war cape with beautiful views of the Bagaduce River and its pristine salt marsh. Guests will enjoy leisurely walks through surrounding fields and down to the river bank …

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C:\Users\John\Downloads\Eboleth House on Eggemoggin Reach
$310/night

Eboleth House on Eggemoggin Reach

Type: Oceanfront, Waterview, Wooded, Beach

Eboleth House, located in Sargentville, is named after the original family that lived there during the turn of the century. The current owners’ family purchased the property in 1932 and have lovingly restored and updated …

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$295/night

White Birch

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Stunning newly built contemporary on Web Cove, just a 5-10 minutes ride into downtown Stonington. Beautiful, peaceful and private setting. Home is a fabulously unique design, with soaring ceilings, catwalks, skylights -and much more. Quality …

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$/night

Uppermost House – NEW!

Type: Secluded/Private, In Town, Waterview, Wooded

Lovely New Rental for 2021! This classic home offers privacy and convenience to Stonington Village. The uppermost house was built in 1902 and offers 1600 square feet. The renovations in recent years are stunning. All …

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Wolfhound
$165/night

Wolfhound

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Wolfhound Cottage, a beautifully built post & beam cottage, sits at the end of a dirt road surrounded by moss-covered boulders and tall, windblown, spruce trees – the classic Maine forest. A 110 acre, nature …

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Geary House at Fifield Point
$190/night

Geary House at Fifield Point

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Privately situated saltwater farmhouse on the narrow peninsula of Fifield Point, capturing both easterly and westerly views of the ocean thoroughfare, Camden Hills and nearby islands, with shoreline and beaches both fronting and backing the …

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Shipshape
$125/night

Shipshape

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Shipshape is a one-level waterfront cottage located in one of the best locations in Stonington. Cozy, charming and unpretentious, this cottage includes a comfortable living and dining area, a small, efficient kitchen, two bedrooms and …

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House at the Point
$120/night

House at the Point

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Enjoy this simple, rustic cabin that sits just 50 feet from the ocean between Burnt Cove and Crockett Cove. This private and quiet deep water setting has stunning panoramic views but is still close to …

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$390/night

Gulls Ledge

Type: Oceanfront, Secluded/Private, In Town, Waterview

One of the unique properties in Stonington, Maine. Located within a 5-minute walk to downtown Stonington, this recently constructed craftsman style home is on gently sloping ledges just 120 feet from shore. Gull’s Ledge is …

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$995/night

Sealight

Type: Oceanfront, Waterview, Beach

Sealight is located in Sullivan directly on Sullivan Harbor. This nineteenth-century Maine summer cottage is gracious, magnificent and huge. With 5,000 square feet and two acres of lawn, this six-bedroom, four and a half bath …

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The Belvedere
$210/night

The Belvedere

Type: Oceanfront, Waterview, Beach

Welcome to The Belvedere! A lovely new rental listing for 2022. This is comfortable cottage sitting on the water’s edge. Well appointed with soon to be new appliances but with a rustic feel, this cottage …

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$145/night

Cottage on Northwest Harbor

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Waterfront, Secluded, on Deer Isle, Maine. Privately situated, open & sunny oceanfront rustic cabin with 3 acres & 300 ft of shore frontage on Northwest Harbor, on prestigious Dow Road. Walk the beach or bring/rent …

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$120/night

Park Place

Type: Oceanfront, Secluded/Private, Waterview, Wooded

Park Place is a cozy, rustic cabin, centrally situated between Deer Isle Village and the village of Stonington, and nestled in a private wooded setting overlooking a peaceful cove that opens to Southwest Harbor with …

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$210/night

Rugosa Way

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Located in one of the most beautiful areas of Deer Isle, this 4-season, cedar post & beam house overlooks the bay and the many small coastal islands with the Camden hills off in the distance. …

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$165/night

Artists Retreat

Type: Oceanfront, Secluded/Private, Waterview, Wooded, Beach

Overlooking Northwest Harbor on Deer Isle, this oceanfront estate has 4 bedrooms and 2 full/split bathrooms. The setting for this very private cottage is unparalleled, on more than five acres with over 300 feet of …

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$400/night

Beddington Lake Log Cabin

Type: Secluded/Private, Lakefront, Waterview, Wooded, Beach

New Listing! This Katahdin Log home is located on beautiful Beddington Lake, 433 feet of shorefront – directly below the house and then to the south east. This spacious cabin offers a finished basement, 3 …

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$150/night

Point Field

Type: Oceanfront, Waterview, Wooded, Beach

This delightful little cape sits on 7 acres of perhaps one of the area’s most valuable and most admired parcels, with nearly 280 degrees of surrounding ocean views. Overlooking the causeway, causeway beach, Deer Isle …

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