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Pet Friendly Holiday Rentals in Southwest Harbor

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    Travellers to Southwest Harbor are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    23 Matching Rentals in Southwest HarborView all 87 rentals
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Rice Cottage1 / 11
    (2)Very good
    3 Bedrooms, Sleeps 6 Quick View
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    3 Bedrooms, Sleeps 8 Quick View
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    4 Bedrooms, Sleeps 8 Quick View
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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, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Private Garden
    • Grill
    • Wi-Fi
    • Central Heating
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    Suitability
    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 12
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    3 Bedrooms, Sleeps 6 Quick View
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    • Washer
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    • Satellite TV
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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, Sleeps 6
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    5 Bedrooms, Sleeps 9 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    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, Sleeps 9
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    Waterfront home near Bar Harbor, abutting Acadia,1 / 10
    (4)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Porch
    • Waterfront
    • Grill
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 May 2017
    We have been staying here for the last few years. It is a great place to stay: clean, and quiet with very nice amenities. To us it has been a little piece of heaven!
    Reviewed 3 May 2017
    Spacious house to share with friends- wake up to lake view in downstairs bedroom- large deck for reading and gathering with company-fun to have rowboats and kayaks for the pond...
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    About this property
    Pine Bluff accommodates up to eight guests in 3 bedrooms + 2 baths. The second floor bedroom has a king and a trundle, twin under a twin. The first floor bedrooms have a queen bed and 2 twins. There are 2 baths, one with a tub/shower combination and washer + dryer. The other has a shower....
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    Southwest Harbor, Mount Desert Island 04674
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Tides: a Two Bedroom Waterfront Cottage - Pets Considered1 / 14
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • Air Conditioning
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Great place to relax and refresh. Quietside is an accurate description! Cottage has everything you need.
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    About this property
    Tides is a 2 bedroom 2 bath shorefront cottage that sleeps six in one queen, 2 twins and a double sleep sofa in the living area. The vaulted ceilings, white washed pine walls, and glass front makes the living area very spacious and a perfect spot to relax and watch the changing of the tides. There...
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    Southwest Harbor, Mount Desert Island 04612
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, Sleeps 7 Quick View
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    • Satellite TV
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    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fireflys 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, Sleeps 7
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    MDI Ocean Front Delight close to all Acadia offers1 / 12
    (2)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Satellite TV
    • Grill
    • Balcony
    • Waterfront
    • Central Heating
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 June 2017
    This is our 2nd year visiting Acadia and staying here at Cohen Cottage. It's a wonderful, well-kept home away from home for our family of 6. We appreciated the bright and open...
    Reviewed 3 May 2017
    We've rented Cohen Cottage twice now and love it! The location on the water is our favorite part, and we always take the kayaks out exploring. It's also nice to be able to eat...
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    About this property
    The Cohen Cottage also known as #1, is a two-bedroom cottage literally at the water's edge at high tide. One bath has a shower and a washer/dryer; Master bath has two shower heads and the second floor bath has one. There is a king bed in one bedroom and two twins in the other. A queen sleep-sofa...
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    Southwest Harbor, Mount Desert Island 04612
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, Sleeps 8 Quick View
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    • Satellite TV
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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, Sleeps 8
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    3 Bedrooms, Sleeps 6 Quick View
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    • Satellite TV
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated on a tidal inlet on the quiet side of Mount Desert Island, Tidewater is sure to be a wonderful home base to explore all this beautiful island has to offer. Located near Bass Harbor, the home of the only lighthouse on MDI, and Thurston's Lobster Pound, a local favorite, this well-maintained...
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    Southwest Harbor, Mount Desert Island 04653
    Holiday Rental House - 3 Bedrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A unique 2 BR 1 BA cottage in the woods near Long Pond and Southwest Harbor This classic Maine cottage, nestled in the spruce woods above Southwest Harbor, combines charm and comfort in ideal proportions. Indoors it boasts bright, pine-paneled rooms, a fully-equipped kitchen and cathedral ceiling...
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    Southwest Harbor, Mount Desert Island 04679
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Calm Breezes1 / 10
    (2)Excellent
    2 Bedrooms, Sleeps 6 Quick View
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    • Washer
    • Satellite TV
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    Reviewed 10 August 2015
    Charming, rustic cottage. The owners couldn't have been nicer. We discovered a path to town which made it only a or 8 minute walk to the restaurants and Main Street--so we...
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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, 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
    Kid friendly
    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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    Canoe on Hodgdon Pond, Seal Cove Cabin1 / 5
    (3)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Parking
    • Porch
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Elegant & historic 4 BR 3 BA home in Southwest Harbor, walk the village. Napier Cottage is one of the oldest homes in SW Harbor, ME, and features the charm of high ceilings, hardwood floors and sun-drenched rooms offering views of the harbor. It has been lovingly maintained, restored and enhanced...
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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, Sleeps 10 Quick View
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    • Satellite TV
    • Washer
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cozy cottage not only has a lovely wooded setting, but also a right of way to the ocean, so a short stroll from the yard takes you to one of the best private beaches on the island! Sunnymead's interior is warm and inviting with comfortable seating in front of the wood-burning fireplace, and a...
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    Southwest Harbor, Mount Desert Island 04679
    Holiday Rental House - 5 Bedrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Satellite TV
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    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Harbor Cottage in the village of Southwest Harbor1 / 18
    (4)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Grill
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 November 2015
    This cottage is wonderful, as was Tom Simons with Acadia Cottage Rentals who answered our phone call one late evening, as we were looking for a place to rent at the last minute...
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    About this property
    Comfortable, clean 3 BR 2 BA cottage with harbor views. A comfortable home base for your Acadia explorations, this home features two levels of living space, each with a living room of it's own. The bright and sunny kitchen is large and well-equipped. Lower living room and dining room and laundry...
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    Southwest Harbor, Mount Desert Island 04679
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Private Garden
    • Parking
    • 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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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Treehouse is a two bedroom, second-story apartment, 28 X 32, that sleeps six, (one queen, two twins plus a double sleep sofa that is located in the living area). It has a full bath with a tub/shower combination. A new heat pump system provides heat when you need it, and cooling on those hotter...
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    Southwest Harbor, Mount Desert Island 04612
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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