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Pet Friendly Holiday Rentals in Southwest Harbor, ME

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    1 / 6
    2 Bedrooms, Sleeps 4 | Quick View
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    1 / 11
    3 of 5 stars (1) Average
    3 Bedrooms, Sleeps 6 | Quick View
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    1 / 21
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 5
    3 Bedrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Brand New Listing! More photos to come! This calm and clean family cottage is just a mile from downtown Southwest Harbor or Acadia's Long Pond trail head. Southwest Harbor is the ideal small town with a little bit of everything. Long Pond Trail head offers hiking to a variety of Acadia National... View all property information
    Location Information
    Southwest Harbor, Mount Desert Island
    1 / 36
    5 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Patio
    • Mountain Views
    • Washer
    • DVD Player
    • Internet Access
    • Waterfront
    • Central Heating
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    An exceptional, luxurious oceanfront residence with gorgeous expansive ocean and mountain views, offering Mount Desert Island's finest in private, waterfront accommodations. Custom built, with quality workmanship, this private oceanfront home has a wonderful easy layout, is comfortably and well... View all property information
    Location Information
    Southwest Harbor, Mount Desert Island
    1 / 6
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Gorgeous private, architecturally designed oceanfront home with a sensational easily accessible shorefront, stunning mountain and water views, perfect for both intimate and larger gatherings. Windswept has it all!... Full modern amenities, granite fireplace, light filled Living Room with full... View all property information
    Location Information
    Southwest Harbor, Mount Desert Island
    1 / 19
    7 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Mountain Views
    • Satellite TV
    • Waterfront
    • Washer
    • Internet Access
    • DVD Player
    • Porch
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Enjoy Southwest Harbor in this stately seaside summer estate on Ocean Point in Manset. Sweeping lawns, beautiful Maine pines, private deep-water dock, and unparalleled views of Southwest Harbor, Somes Sound and Western Way. Sea Ledges provides classic seaside charm and sensational ocean views,... View all property information
    Location Information
    Southwest Harbor, Mount Desert Island
    1 / 11
    3 Bedrooms, Sleeps 7 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Southwest Harbor, Mount Desert Island
    1 / 11
    2 Bedrooms, Sleeps 4 | Quick View
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    • Washer
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Hiker's Rest is located in a quiet neighborhood outside of Southwest Harbor. This adorable two bedroom house is very near the southern end of Long Pond with lots of great hiking options in the western mountains of Mount Desert Island. After a day of hiking you will be happy to return to relax and... View all property information
    Location Information
    Southwest Harbor, Mount Desert Island
    1 / 13
    4 Bedrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Satellite TV
    • Washer
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    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Southwest Harbor, Mount Desert Island
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    1 / 14
    5 Bedrooms, Sleeps 10 | Quick View
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    • Satellite TV
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    • Child-friendly
    • ?
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    • x
    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... View all property information
    Location Information
    Southwest Harbor, Mount Desert Island
    1 / 8
    2 Bedrooms, Sleeps 5 | Quick View
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    • Internet Access
    • Satellite TV
    • DVD Player
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    • Child-friendly
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    • x
    About this property
    This charming little camp is located within walking distance of the village of Southwest Harbor, yet offers a private setting with deck and water views. There is a large granite fireplace in the living area, small kitchen for when you're not out enjoying the deck and grill, master bedroom with... View all property information
    Location Information
    Southwest Harbor, Mount Desert Island
    1 / 20
    2 Bedrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • DVD Player
    • Washer
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This classic Maine cottage has charm and convenience of location. Situated in a wonderful neighborhood, close to downtown Southwest Harbor, you can walk to restaurants, library, galleries or the town dock. On the first floor is a living room with a stone fireplace, comfortable seating, TV and DVD.... View all property information
    Location Information
    Southwest Harbor, Mount Desert Island
    1 / 10
    5 of 5 stars (2) Excellent
    2 Bedrooms, Sleeps 6 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Southwest Harbor, Mount Desert Island
    5 of 5 stars 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...
    5 of 5 stars 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 had...
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    1 / 10
    3 Bedrooms, Sleeps 6 | Quick View
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    • Washer
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    • Satellite TV
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Southwest Harbor, Mount Desert Island
    1 / 19
    3 Bedrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Internet Access
    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Southwest Harbor, Mount Desert Island
    1 / 15
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Waterfront
    • Washer
    • Internet Access
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Exceptional, idyllic summer lakefront property with stunning mountain and meadow views, on over 16 tranquil acres with 205 feet of lakefront on Seal Cove Pond! This 140 year old farmhouse overlooks a meadow of wildflowers and rising mountains, and provides excellent water access and frontage on... View all property information
    Location Information
    Southwest Harbor, Mount Desert Island
    1 / 19
    5 Bedrooms, Sleeps 9 | Quick View
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    Amenities & Details
    • Washer
    • Satellite TV
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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,... View all property information
    Location Information
    Southwest Harbor, Mount Desert Island
    1 / 12
    5 Bedrooms, Sleeps 9 | Quick View
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    • Internet Access
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    When you are ready to enjoy a vacation on Maine's ocean with views to swoon for and a mooring for your boat, plus sloping lawns and perfect winds, make your destination plans for Connor Point in Southwest Harbor. Available only 2 weeks per year, this traditional Maine home on the water is the one... View all property information
    Location Information
    Southwest Harbor, Mount Desert Island