Vacation Rentals & Cottages in Southwest Harbor

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141 cottages

Ocean View Cape on 14 Private Acres

Searsport house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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$374

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Beautiful new house + classic cottage Seal Harbor

Seal Harbor house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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$920

Stylish home on Lovely Salt Water Cove

Stonington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$288

Picturesque Island Cottage

Milbridge house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 30 minutes

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Price per night from

$300

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Birch Harbor boathouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$1,035

Big Red House - Historic Bangor Home

Bangor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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$282

Pinelodge Cottage - rustic beauty oceanfront near ANP

Bernard cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$564

Bayberry Cottage - Storybook cottage in the lovely woods of Pretty Marsh

Mount Desert cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

“summer vacation” good clean place , very spacious near town. Tv cable or internet require for bad weather.

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$147

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$512

Oceanfront Home w/crashing surf in Schoodic/Acadia

Gouldsboro house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fantastic Place to Stay” My husband and I and another couple stayed three days at this wonderful place. Our only problem was, we couldn't stay longer due to our other committments. John and Judi gave us information on things to do around the area that we didn't see on any other information. Acadia was closed due to the government shut down but we still had plenty to do. We slept with the windows open and could hear the waves crashing on the rocks. The place was clean, beds were very comfortable and they had everything we needed. We would love to go back and spend a longer time.

Responds fast! avg. 1 hour 30 minutes

1 of 2 match: Climbing frame, TV

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Price per night from

$842

Maine Ocean Front 2 Bedroom Cottage

Tenants Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“A Little Bit of Heaven” Several years ago I had the good fortune to rent this cottage "sight unseen" and have been returning each year for 10 or so years which tells you how much I love it here. Dream about it in the winter too. It is immaculate, close to a small beach, stores, and not too far from Rockland and Camden. If I could, I would spend the summer here and be in heaven! Tranquil, beautiful, soothing and good for the soul are some of the ways I would describe Hupper Cottage. The owners are terrific and most accommodating. In my opinion you won't find a better place to stay in Maine for rest and relaxation! Walking and sight seeing are great, and the lobster and sunsets are fabulous! Great hub for sightseeing in mid-coast Maine as well.

Responds fast! avg. 2 hours 22 minutes

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Price per night from

$161

Aldernest Cottage (Loft) "quiet" side of Mount Desert Island/Acadia Nat'l Park

Southwest Harbor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$181

Aldernest Den-Quiet Side of Mount Desert Island/Acadia - short walk to the shore

Southwest Harbor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$181

Pinelodge Cottage, Quiet side of Mt. Desert Island, Acadia Natl.Park, waterfront

Mount Desert cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$280

Quintessential Rustic Maine Oceanfront Cottage with Sunset Views

Tremont cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

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Price per night from

$345

Unique Yurts Minutes from Acadia National Park

Tremont lodge

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$455

Quaint cottage with the charm & tranquility one looks for on the Coast of Maine

Tenants Harbor cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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Price per night from

$127

Harbor/ Pound Access & Views from Large Deck

Owls Head house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$154

Knotty Pine Cabin

Otis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

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Price per night from

$328

Brightholme - beautiful large family residence in Bar Harbor

Bar Harbor house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

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Price per night from

$1,018

Sweet Fern - lovely brand new 2018 apartment in Bar Harbor

Bar Harbor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$302

Megerry Place - historic duplex in the heart of Bar Harbor, walk or bike the vil

Bar Harbor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$247

Stewart Cottage - Historic duplex in Bar Harbor

Bar Harbor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$266

Huckleberry Suite - In-town Bar Harbor

Bar Harbor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$302

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Price per night from

$355

Big Dragonfly - cozy and quaint in the village of Bar Harbor

Bar Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$189

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$302

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Price per night from

$362

“Absolute best house -” Wonderful home right on point in Bar Harbor - spend evenings watching the sunset on the rocks - only wish it had more bedrooms -

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Price per night from

$693

Cedar Ledge & Apt - spectacular views overlooking Frenchmans Bay in Bar Harbor

Bar Harbor cottage

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, TV

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Price per night from

$731

Gilbert Cottage - wooded privacy in Southwest Harbor

Southwest Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$26

Harbor Breeze A - downstairs duplex in the village of Bar Harbor

Bar Harbor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Loved the rental, not the parking” We wanted to be downtown as it is always more difficult to find parking for dinner and shopping. The house is on a quiet street convenient to town and the bar for launching our kayak. Our one concern was that there was not enough off street parking for our vehicle and a vehicle for the upstairs rental without blocking someone in. We were lucky being there in September and no one rented the upstairs. Even in September, we never saw parking on the street that was available should someone be upstairs. We loved the rental, but just got lucky on the parking.

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Price per night from

$211

Berries Cottage -- waterfront in Bass Harbor

Bass Harbor cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, TV

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Price per night from

$611

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Price per night from

$264

Camp Shulman - elegant new cottage on Long Pond

Mount Desert cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$533

Buckeyes & Blueberries - beautiful, updated cottage overlooking Somes Sound

Mount Desert cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Favorite place in the whole world” Love Buckeyes and Blueberries. Comfortable, great cooking kitchen, view, wish my house was as clean, great location. love, love, love

1 of 2 match: Climbing frame, TV

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Price per night from

$272

Wings Cottage -- Waterfront, modern cottage in Trenton

Trenton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$332

Norway House - modern post & beam in the heart of Mt Desert Island & Acadia

Bar Harbor cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, TV

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Price per night from

$43

Viewing 38 of 141
rentals in Southwest Harbor

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