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Oakland House Cottages by the Side of the Sea

Traveler (28)
Room & Suite (26)
Pool & Beach (11)
Distinctive and Authentic! This beautiful coastal cottage colony has been welcoming guests since 1889 and has been operated by the same family ever since. With 60 blissfully private acres of coastal woodland trails, beaches, and fields in which to play and dream it's easy to feel like a child again. Eight cottages of rustic sophistication have one or two bedrooms, full baths, living rooms with fireplaces, comfortable furnishings, and full kitchens or kitchenettes. Housekeeping services on a daily basis in season. Two night minimum with a one-week stay being the most economical. Arrive any day, depart any day. We welcome you, your family, and your friends. Perfect for honeymoons, singles and groups events. We welcome a well-behaved dog in Birches Cottage. Other cottages are pet-free and non-smoking, thank you. Open from mid-April through mid-October.
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Property amenities
Free Parking
Free High Speed Internet (WiFi)
Conference Facilities
Meeting Rooms
Non-Smoking Hotel
Pets Allowed ( Dog / Pet Friendly )
Room features
Non-Smoking Rooms
Refrigerator in room
Good to know
Great View
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Traveler rating
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  • English
Popular mentions
What a jewel. If you love old Maine and Deer Island beauty this is you place. We loved our time there. The swiming beach has a view of pumpkin island. We spent a whole day just taking it in. Naps in our comfy cottage. Local food nearby, Every drive gave us outstanding scenery.
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We have stayed here at least 15 times over the years. It has changed ownership twice since we first visted, but still in the same family who value its heritage and unique character. They have shore front cottages as well as several close to shore throughout the property. It is a
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We are regular visitors to the Brooksville and Blue Hill area. We are delighted to see the Oakland House property coming back to life after changes in ownership. We spent several days in Flagstaff Cottage recently relaxing on the porch, poking around in the tidepools, and
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What an awesome experience!!! I am so in love with our cabin by the sea! I did not want to leave! Beautiful mornings down on the dock snapping pictures of the most gorgeous sunrises! Sitting out back enjoying our private sea view! What peaceful beauty! Even got our own bald
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Response from Sally L, Owner at Oakland House Cottages by the Side of the Sea
Responded Dec 21, 2017
We are so delighted that you had a good time here. And, thank-you for taking the time to write about your stay here.
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Far better to stay here rather than overrun. Bar Harbor. Terrific kind staff, charming cottages in a lovely setting. What a way to celebrate a 60th anniversary. Breakfast on the porch rocking chair, cozy nites by the fireplace surrounded by sea and forest.
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Album Categories
All photosTravelerRoom & SuitePool & BeachDining Business Center & Event RoomsFamily and Play Areas
Just in front of our cottage
Porch of Lone Pine
View from the hike on property.
Photo provided by managementOakland House Cottages by the Side of the Sea
Lone Pine evening fire.
Photo provided by managementOakland House Cottages by the Side of the Sea
Crow's Nest Cottage King bedroom.
"Look at the property map to help pick your cottage."
"We chose Ledges. Wonderful view and so cozy."
"Birches cabin allows Dogs, and this was wonderful for us. He did not want to leave."
"Check out the Oakland House website to find the cottage that matches what you need. Almost all of them have views of the bay."
"all are great."
Oakland House Seaside Resort
United StatesMaineDownEast and Acadia MaineBrooksville
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