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Pet Friendly Holiday Rentals in Southwest Harbor

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    Travellers to Southwest Harbor are booking May dates now. Secure your holiday home today, and have the perfect trip.
    28 Matching Rentals in Southwest HarborView all 95 rentals
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    Carroll Farm Cottage - great family home in the woods near Southwest Harbor1 / 19
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lighthouse Cottage - Bass Harbor1 / 20
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2018
    We had a family reunion here with our German family who came from Abu Dhabi.. we thoroughly enjoyed being in Bass Harbor..Quietside.. Enjoyed whale watch, Diver Ed and Acadia...
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    About this property
    Brand new house, walking distance to the Bass Harbor Lighthouse in Acadia National Park. This one story, three bedroom, two bath is the perfect retreat. The floor plan is open with a living room with flat screen TV, dining room and kitchen. The master bedroom has a queen bed and private full bath...
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    Southwest Harbor, Mount Desert Island 04653
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cedar View -- wooded privacy near Southwest Harbor & Acadia NP1 / 25
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 October 2014
    We loved Cedar View. The cottage was wonderful. The location was fantastic and the fact that it was pet friendly made it perfect. I would go back in a heartbeat....immediately...
    Reviewed 14 August 2013
    Very nice, spacious cabin very close to Southwest Harbor, which is a quiet but lovely town with a charming harbor. My family of four was very comfortable; plenty space for my...
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    About this property
    A rustic, comfortable 2 BR 2 BA cottage on a hillside in the woods, close to Acadia NP A sweet, nicely appointed cottage in a private, wooded setting is a great place to get away--adjoins the Park and close to the village of SW Harbor. It's only a short walk to the ocean, Flying Mountain, Valley...
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    Southwest Harbor, Mount Desert Island 04679
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    Hunt for sea glass on your own private beach from this duplex property adjoining the neighboring Southside. Clarkside and Southside are near the village amenities of Southwest Harbor, and share a lane with the Claremont Hotel, perfectly situated for strolling over for dinner or drinks. Clarkside...
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    Southwest Harbor, Mount Desert Island 04679
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Island Watch sits on a ridge above the village of Southwest Harbor and has a vista that is as unique as any on the Maine coast, yet is removed from the busier, in-town atmosphere. A bit more secluded, but does have a private path that will take you into the center of Southwest Harbor. From there...
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    Southwest Harbor, Mount Desert Island 04679
    Condo/Apartment - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    3 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Private Garden
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Take a 5 minute drive to remote Cable Crossing Beach and gather fresh mussels at low tide, or drive five minutes south to Seawall Point for shell-finding and a great ocean breeze. Another five minute drive southward will take you to Acadia's Wonderland forest and the hiking trails to serene Ship...
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    Southwest Harbor, Mount Desert Island 04679
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 14
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    Dog-friendly home w/ deck, picnic area, & foosball - close to Acadia & more!1 / 39
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Parking
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    • Balcony
    • Terrace
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 October 2017
    Good location close to Acadia National Park. Nicely outfitted kitchen. Ample tourist brochures in the desk. We didn't use the fire pit as we had anticipated. One of our party...
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    About this property
    Make a memorable summer escape to this four-bedroom Southwest Harbor home, a well-equipped family property with a private deck, a lovely yard with a firepit and a picnic area, and an ideal location for visiting Acadia National Park. Two dogs are also welcome for a small nightly fee. This...
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    Southwest Harbor, Mount Desert Island 04679
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    Rice Cottage - Southwest Harbor1 / 11
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2017
    We come to Mount Desert Island every few years and have stayed in many houses and this one is by far the best one. It is beautifully decorated (if a tad crowded with furnishings...
    Reviewed 10 September 2013
    Spent the last week of August here. It's an interesting home. As you can see in the pic it's made up of 3 parts, the bedrooms and living room which flow in to what appears to...
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    About this property
    Rice Cottage best accommodates the discerning traveler who enjoys the delicate combination of respite and charm. Come to discover Acadia National Park and Mount Desert Island's environs all from a quaint setting right in Southwest Harbor. From Rice Cottage, start your days with morning walks and...
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    Southwest Harbor, Mount Desert Island 04679
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    Updated 2 BR cottage in a neighborhood near the village of Southwest Harbor A beautifully updated little 2 BR cottage near the village of Southwest Harbor; in a quiet residential neighborhood, set back from the street, it's a great place to serve as your home base for explorations of Acadia...
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    Southwest Harbor, Mount Desert Island 04679
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy your own private beach or relax on the deck when you stay at this duplex property adjoining the neighboring Clarkside. Southside is near the village amenities of Southwest Harbor, and shares a lane with the Claremont Hotel, perfectly situated for strolling over for dinner or drinks. Upstairs...
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    Southwest Harbor, Mount Desert Island 04679
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Captain`s House - Southwest Harbor1 / 20
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2016
    Second house we have rented in SW Harbor and I would have to say this is my favorite! Lots of room for the 6 of us and three full baths to boot. Huge kitchen with everything...
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    About this property
    The Captain's House is a beautiful, spacious, newly renovated charmer. Enjoy partial views of the harbor and easy walking to down town shops, restaurants, galleries, library, trails, and golf course it is easy to see why you will want to stay here. The first floor has a large, modern kitchen with...
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    Southwest Harbor, Mount Desert Island 04679
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in Southwest Harbor, with a private right of way to the shore, Sunnymead sits on 2 acres of lawns and meadows. Built in 1930, it is the typical shingled summer Maine cottage with exposed pine beams and pine floors and a massive stone fireplace. This warm and inviting home was the...
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    Southwest Harbor, Mount Desert Island 04679
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Canoe on Hodgdon Pond, Seal Cove Cabin1 / 5
    (4)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Parking
    • Porch
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 September 2017
    We chose this location for our first trip to Maine; we had 4 adults and 3 teens. Wow. We were so impressed the minute we walked in the door! It was absolutely perfect for us. It...
    Reviewed 27 July 2016
    Overall we had a great stay, the location is great, the cabins are small and cozy, but the service will keep us from ever going back. Although we were late for check out , I had...
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    About this property
    Seal Cove Cabins are located in the heart of the most relaxing place on earth, the 'Quiet Side' of Mount Desert Island. Nestled just off the main Road (Route 102) near Hodgdon Pond, where you will have access to the Pond to enjoy a peaceful day out in the canoe or kayak which is provided, yet close...
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    Southwest Harbor, Mount Desert Island 04674
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hillside Cottage is less than a mile from town, Acadia National Park, a local breakfast spot, great coffee shop and so much more. This affordable, well appointed and relaxing retreat is a cottage to return to. The back yard is equipped with Adirondack chairs and a fire pit, deck with furniture and...
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    Southwest Harbor, Mount Desert Island 04679
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Private Garden
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    • Cable/satellite TV
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Alacrity means Cheerful Readiness. It is well furnished and ready to move in. The large kitchen is stocked with most popular appliances. The lower level has an entertainment center with surround sound and a projection TV and 10 foot by 8 foot screen. Each bedroom has a TV. There are two decks....
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    Southwest Harbor, Mount Desert Island 04679
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated on 9 acres on the crest of Freeman Ridge, this house enjoys commanding 180 degree views over the village of Southwest Harbor, Somes Sound, Bear Island and the mountains of Acadia. A beautiful ironwood deck surrounded with professional landscaping and perennial gardens provide a great...
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    Southwest Harbor, Mount Desert Island 04679
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Hidden Elm - Southwest Harbor1 / 18
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 September 2017
    We stayed at this roomy, comfortable, clean, nicely furnished and equipped home this summer. Just a short walk to good restaurants and an ice cream parlor. Our first time on...
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    About this property
    If the Quietside of Mount Desert Island is what you are looking for, then Hidden Elm is a great house to enjoy all that Southwest Harbor has to offer without having to get in your car to get there. It’s a short walk to restaurants, a library, galleries and a great lobster pound on the dock....
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    Southwest Harbor, Mount Desert Island 04679
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    About this property
    Located just down the road from Hinckley's Boat Yard, one mile outside of Southwest Harbor, Sea Ledges boasts one of the most beautiful waterfront views on the island. With seven bedrooms and five baths, Sea Ledges offers old world elegance that can accommodate almost any family size. The Cottage...
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    Southwest Harbor, Mount Desert Island 04679
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 14
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    Calm Breezes - Southwest Harbor1 / 24
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 August 2017
    Great location. Located on a wooded property but close to Southwest Harbor. Very pet friendly and great place to vacation with the dog. If we vacation on Desert Island next...
    Reviewed 27 July 2016
    We visit Downeast Maine every year or two but always stayed in motels before this year. This year we were traveling with extended family and a dog so we needed to find a pet...
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    About this property
    This cute camp nestled in the woods on a ridge in Southwest Harbor not only welcomes your four-legged friends, but offers a discount for people that bring their pets along! Calm Breezes is a comfortable camp with basic kitchen appliances, two bedrooms plus a sleeping loft, and a deck for watching...
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    Southwest Harbor, Mount Desert Island 04679
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    It is a fabulous old shingled house nestled in the woods overlooking the ocean, Somes Sound. All newly renovated and very quiet.
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    Southwest Harbor, Mount Desert Island 04679
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Tucked in the woods in Southwest Harbor, this Cedar shingled cottage cottage is walking distance to town and has partial water views and a path down to the shoreline. Well appointed and within walking distance of Southwest Harbor. First Level: Eat-in Kitchen; Laundry Room with washer/dryer off...
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    Southwest Harbor, Mount Desert Island 04679
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Smoking allowed
    About this property
    Fireflies and salt air will illuminate your senses as you relax among the peaceful nature that awaits you. A long line of grassy fields guide your eyes to the beautiful scenery of the Atlantic. You may enjoy this gorgeous view of the ocean that peeks through the trees while sipping on a hot cup of...
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    Southwest Harbor, Mount Desert Island 04679
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    About this property
    29 Sail Mountain Road is home to this wonderful hidden gem called 'Diamond Rock.' Very distant views of the ocean can be enjoyed, especially from the Captain's Watch. The entry leads up to a large open main room offering a living space with fireplace, two dining areas, eat-in kitchen, half bath,...
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    Southwest Harbor, Mount Desert Island 04679
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 9
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Sail Mountain Cottage is a sweet 3 bedroom, 1.5 bath cottage nestled in the woods just off Fernald Point Road in Southwest Harbor. It is walking distance to The Causeway Club Golf course, hiking trails in Acadia National Park and the ocean. It is a rural setting yet very near town and all of the...
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    Southwest Harbor, Mount Desert Island 04679
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This location has it all for those looking to be near park trails and town, and still maintain a private setting when they return home for the day. Set atop Sail Mountain, Pine Knoll is spacious and bright, enjoys air conditioning, a large deck with hot tub, and a lovely wooded setting with granite...
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    Southwest Harbor, Mount Desert Island 04679
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Fantastic ocean views in quiet private setting1 / 13
    (1)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Grill
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    • Mountain Views
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 January 2018
    Island Watch is the perfect setting for your Maine experience. As part of a group of 15 I had a few concerns about whether or not the house would be large enough for our group...
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    About this property
    Entering the winding, shaded driveway of Island Watch gives you quick hints of what lies ahead. As you approach the horizon expands. When you walk into the house it will take your breath away. The view is nothing short of spectacular. Before you to the northeast is the fjord of Somes Sound and as...
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    Southwest Harbor, Mount Desert Island 04679
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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