Vacation Rentals & Cottages in Southwest Harbor

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262 cottages

Family Friendly Cottage on Androscoggin Lake

Leeds cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

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Price per night from

$344

Bear Mountain Lodge - 560 Acres of Private Estate

Robbinston house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

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Price per night from

$286

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Acorn Cottage

Bar Harbor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$327

Beautiful harbor-front home

Boothbay Harbor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$225

Kendall Farm Cottages

Perry cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$196

Cozy 1 bedroom house in Rockport Village

Rockport house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$144

OCEAN COTTAGE - Beachfront property w/ water views - 2 private decks & beach

Northport cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$315

Virginia's Sunset at Sunset Cottages

Bernard cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$153

Captain's Quarters at Captain Bennis House

Sullivan apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

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Price per night from

$115

Annie's Outlook at Sunset Cottages

Acadia National Park cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Great location, beautiful view, cosy place” We visited for a week with our kids (9, 12 years) in July, I can only support my Co-reviewers: a most beautiful location, the sea at your feet, a spectacular sight with sunsets and rocks for kids to climb, with love, taste and insight prepared surroundings (find a bench/picknic table at the places you like to sit), a cosy, clean place, with all you need to feel comfortable, kind people meeting your needs/wishes whereever possible, lots of interesting things to do (hikes, biking, whale watching) in close distance.

1 of 2 match: Swing set or jungle gym, Parking

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Price per night from

$186

The Barn On Pascal

Rockport barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$286

CAMDEN / SPRUCE HEAD SHORE FRONT COTTAGE/HOUSE

Camden house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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Price per night from

$211

Little Cottage at Sunset Cottages

Bernard cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Peaceful, Romantic and Inspiring” First I must say that all folks involved in the rental and care of the cottages are the tops. They know just how to be there for everything you might need without being intrusive, and the cottage is very bright and clean. This small cottage is on one spectacular piece of property where we sat by the cove each night in strategically placed adirondack chairs to watch the glorious sunsets. Cannot recommend Little Cottage too highly for a couple or single, as long as they are not too tall. The location is perfect for those who want to be on the quiet side.

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Price per night from

$136

Idyllic Suite, Ocean and Island Views near Acadia

Southwest Harbor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$162

The Carriage House in Downtown Bar Harbor! Holland Ave Vacation Rentals!

Bar Harbor house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$401

for questions call nine seven eight four six eight zero six four three

Boothbay Harbor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$573

Charming oceanfront cottage

Cape Neddick cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$320

Spectacular Views! Vintage waterfront Cottage!!

Wiscasset house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$2,176

Maine Wilderness Lake Island Cabin

Topsfield cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$70

Haiku House - your gateway to Acadia

Acadia National Park cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$544

Moose Tracks

Lincolnville cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“Wonderful” My family and I spent a week at Moose Tracks and we had a fantastic time! We couldn't have asked for better weather, and the lake was absolutely beautiful. We hope to come back next summer!

1 of 2 match: Swing set or jungle gym, Parking

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Price per night from

$245

Bayview Cottage

Welshpool house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$207

34 Pleasant Street Lubec, ME

Lubec cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Swing set or jungle gym, Parking

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Price per night from

$281

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Price per night from

$189

Bayswater Cottages -across river from Saint John

Saint John cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Parking

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Price per night from

$138

The Gray Barn

Bass Harbor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Close to Nirvana” It would be difficult to find a better spot for spending a vacation than the Quietside of Mt. Desert, and the Gray Barn experience is part of the fun. The accomodations are modern and in great shape, and the windows both have a great view over upper Bass Harbor and give great air circulation. Access to cellphone and internet coverage is a convenience. The kitchen is very functional, though you'll want to visit the lobster pounds and restaurants in the area. A perfect base for hiking in acadia National Park. The week we were there was perfect for using the owner's kayaks in the upper harbor and the estuary beyond. We've stayed three different years and will be happy to return.

1 of 2 match: Swing set or jungle gym, Parking

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Price per night from

$229

Andy's Retreat - Heated outdoor pool, Hot Spring jacuzzi, central AC, BBQ

Falmouth house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Parking

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Price per night from

$686

Breezeway Cottage

Lincolnville house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Parking

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Price per night from

$796

Center Pond Retreat

Sangerville log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Parking

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Price per night from

$180

West Lee Cottage

Swans Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$184

Brookhouse: A Cottage by the Sea

Prospect Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Parking

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Price per night from

$196

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Price per night from

$298

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: Swing set or jungle gym, Parking

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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: Swing set or jungle gym, Parking

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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: Swing set or jungle gym, Parking

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Price per night from

$279

Pauls Cottage @ Seaside Cottages, Mt Desert Acadia

Southwest Harbor cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Swing set or jungle gym, Parking

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Price per night from

$393

Finch Cottage

New Harbor house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“A very enjoyable stay in New Harbor” The Fletchers went out of their way to ensure that we had a good stay at the Finch Cottage. They provided detailed information on things to do and restaurants in the area. They also asked our specific interests and provided information geared especially to us. The cottage met our needs very well. It was quaint and cozy but with all the modern amenities, including Wi-Fi. The kitchen was well stocked and most things provided.

1 of 2 match: Swing set or jungle gym, Parking

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Price per night from

$144

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: Swing set or jungle gym, Parking

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Price per night from

$144

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rentals in Southwest Harbor

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