Vacation Rentals & Cottages in Southwest Harbor

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120 cottages

Tidewater Popham Beach House

Phippsburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Games room Stereo system

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Price per night from

$457

The Bliss St Beach House in Pine Point, Maine

Scarborough house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 19

Match: Games room Stereo system

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Price per night from

$2,618

Lake Front Maine Cabin on Cold Stream Pond

Burlington log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Games room Stereo system

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Price per night from

$229

Bear Mountain Lodge - 560 Acres of Private Estate

Robbinston house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

Match: Games room Stereo system

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Price per night from

$286

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Stylish home on Lovely Salt Water Cove

Stonington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Games room, Stereo system

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Price per night from

$287

Private Oceanfront Beach House

Georgetown house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Stereo system, Games room

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Price per night from

$573

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Stereo system, Games room

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Price per night from

$324

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Stereo system, Games room

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Price per night from

$334

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Stereo system, Games room

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Price per night from

$277

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Stereo system, Games room

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Price per night from

$308

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Stereo system, Games room

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Price per night from

$216

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Stereo system, Games room

1 of 2 filters match

Price per night from

$288

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Stereo system, Games room

1 of 2 filters match

Price per night from

$386

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Stereo system, Games room

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Price per night from

$365

Spruce Point Inn

Capitol Island log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Stereo system, Games room

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Price per night from

$447

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Stereo system, Games room

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Price per night from

$292

Rustic Lakeside Lodge and Four Cabins-13 bedrooms

Jefferson lodge

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 26

1 of 2 match: Stereo system, Games room

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Price per night from

$1,211

Sunset Chalet

Belgrade chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Stereo system, Games room

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Price per night from

$572

The Pickering House - an 1854 Harbor View Home

Deer Isle farmhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Stereo system, Games room

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Price per night from

$458

Damariscotta waterfront home

Damariscotta house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Games room, Stereo system

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Price per night from

$516

Pinelodge Cottage - rustic beauty oceanfront near ANP

Bernard cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Games room, Stereo system

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Price per night from

$561

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.

1 of 2 match: Games room, Stereo system

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Price per night from

$146

1 of 2 match: Games room, Stereo system

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Price per night from

$510

Lakefront Trifecta with Hot Tub!

Augusta house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 14

1 of 2 match: Stereo system, Games room

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Price per night from

$228

Beautiful harbor-front home

Boothbay Harbor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Games room, Stereo system

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Price per night from

$225

Seal Cove Beach Smokeshed Cottages

Grand Manan house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Games room, Stereo system

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Price per night from

$114

9 Perio Point

Beals house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Games room, Stereo system

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Price per night from

$237

Cedarledge Cottage at Seaside Cottages, waterfront, Acadia - "quiet" side of MDI

Southwest Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Games room, Stereo system

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Price per night from

$263

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

1 of 2 match: Games room, Stereo system

1 of 2 filters match

Price per night from

$161

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

Southwest Harbor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Games room, Stereo system

1 of 2 filters match

Price per night from

$180

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

Mount Desert cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Games room, Stereo system

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Price per night from

$279

Seacroft

Stockton Springs log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“clean,quiet and comfortable” very conviently located,to all that taht mid-coast Maine has to offer. Bed was comfortable and kitchen well equiped. The outside porch was a great place to relax after a busy day,with a nice view of the beautiful gardens. Within a short distance you will find several good local resturants and shopping. Margaret is a wonderful hostess and makes you feel right at home. Also,it is a great value for anyone not needing special handicap access.

1 of 2 match: Games room, Stereo system

1 of 2 filters match

Price per night from

$144

Pristine oceanfront cottage

Milbridge cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Games room, Stereo system

1 of 2 filters match

Price per night from

$295

Waterfront Home on Scenic Cove

Harpswell house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Games room, Stereo system

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Price per night from

$184

Oar Island

Bremen cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

“perfect” We love Oar Island. It is the perfect vacation place for families with children of different ages, or just a couple. There is hiking, sunning, relaxation, but mostly what we love about Oar Island is the isolation. It is an adventure as well, since the only way to get there is by the little motorboat. It is a getaway for certain kinds of people; but if you prefer the Marriott type of stay, this is not that kind, it is much more "out-doorsy".

1 of 2 match: Games room, Stereo system

1 of 2 filters match

Price per night from

$269

Cross Carriage House - waterfront on Frenchman's Bay

Bar Harbor cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Great location!” We loved staying in this cottage. Our only complaint would be having no real place to relax in the evenings inside. The TV couch area was hard to relax in with four people. If the owners bought a little more comfortable furniture for that cozy area it would be a five star cottage.

1 of 2 match: Games room, Stereo system

1 of 2 filters match

Price per night from

$315

1 of 2 match: Games room, Stereo system

1 of 2 filters match

Price per night from

$380

1 of 2 match: Games room, Stereo system

1 of 2 filters match

Price per night from

$270

Viewing 38 of 120
rentals in Southwest Harbor

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