Vacation Rentals & Cottages in Southwest Harbor

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51 cottages

The ultimate Downeast vacation compound with oceanfront pool!

Prospect Harbor house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 27 minutes

Match: Swimming pool Pets allowed

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Price per night from

$881

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Birch Harbor boathouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$1,033

Hannah's House - in Bar Harbor, close to Acadia NP, & POOL!

Bar Harbor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Swimming pool

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Price per night from

$826

West Lee Cottage

Swans Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 46 minutes

1 of 2 match: Swimming pool, Pets allowed

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Price per night from

$184

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: Swimming pool, Pets allowed

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Price per night from

$144

Quintessential Rustic Maine Oceanfront Cottage with Sunset Views

Tremont cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Swimming pool, Pets allowed

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Price per night from

$345

Lucky Stone Retreat - private beach & Acadia view

Sullivan house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$121

The Forge

North Haven house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$237

Knotty Pine Cabin

Otis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$327

Epic Water View. Pet Friendly Fenced-In Yard. Add'l Private Suite.

Sullivan house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$554

What beats a Maine vacation by the lake? Nothing, that's what

Bucksport cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$623

Waterfront Cottage on Mount Desert Isle - 8 Mi from Acadia

Mount Desert cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Swimming pool, Pets allowed

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Price per night from

$699

Unique, Secluded Home with Pool: Acadia High Tower

Mount Desert house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Swimming pool

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Price per night from

$867

Cliffside at Sandcliff by the Sea

Bar Harbor house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“We had a great vacation experience at Cliffside..” We had a marvelous time during our stay at Cliffside and thoroughly enjoyed our trip and the use of this beautiful home with our friends. It was a great location-close to the park and town, but nestled amongst the trees for relaxing privacy. We saw deer behind the house several mornings and took some great pictures of a hawk perched in the tree just beyond our deck. The trails behind the house and Sand Point Road were convenient for morning hiking and jogging. Several mornings we enjoyed our coffee on the decks with their peaceful views of the bay. This lovely home provided a great base for visiting Bar Harbor and acadia- whale watching, visits to Cadillac Mountain, Sand Beach, Thunder Hole, and the Thuya Gardens. We hiked around Jordan Pond and enjoyed the tea and popovers, visited Schoodic Peninsula, and took a carriage tour of the bridges. We really appreciated Bonnie's suggestions for dining and activities to enjoy, and everything went very smoothly from beginning to end. The weather was great and we had a wonderful time.

1 of 2 match: Swimming pool, Pets allowed

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Price per night from

$426

Pristine oceanfront cottage

Milbridge cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$295

The Pickering House - an 1854 Harbor View Home

Deer Isle farmhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$459

Perfect Downtown Bar Harbor Location Holland Ave Vacation Rentals

Bar Harbor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$402

Downtown Bar Harbor Near Ocean - Holland Ave Vacation Rentals

Bar Harbor house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$299

Private Sandy Beach, Sleeps 24+ large family's, Retreats and Weddings 5 star

Sandy Point house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 21

Responds fast! avg. 3 hours 12 minutes

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$803

Cozy Home in Bar Harbor - Acadia in your Backyard

Bar Harbor house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$224

Summertime -- Your Home in Bar Harbor

Bar Harbor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$339

20ft. Lofted Ceilings Facing Acadia National Park

Hulls Cove house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$339

Hidden Gem in Bar Harbor - Acadia is your Backyard

Hulls Cove house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$239

SUMMERTIME COTTAGES BAR HARBOR

Hulls Cove house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$803

Return to Beauty

Bar Harbor house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$1,090

Unique Yurts Minutes from Acadia National Park

Tremont lodge

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$454

Kinfolk Cottage

Southwest Harbor house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$402

Maine. Lovely Cottage on Penobscot Bay

Penobscot cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“Amazingly well equipped and idylically located.” Everything you could want in a vacation cottage except a beach. Great for a poet or a painter. Not a lot of action in the immediate neighborhood, but not far away.Quiet, well maintained and comfortable.

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$243

Prud'homme Cottage: architect-designed, bright, private cottage on Cove

Bernard cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$412

Blue Arches

Stonington house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$221

Salt Water Farm,The Studio, Waterfront Organic

Brooksville apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$170

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

Bar Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$188

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$380

Blue Eden - beautiful large family residence in Bar Harbor

Bar Harbor house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$525

Brightholme - beautiful large family residence in Bar Harbor

Bar Harbor house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$1,013

Pond View - sweet little apt near Acadia National Park

Bar Harbor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$118

Wings Cottage -- Waterfront, modern cottage in Trenton

Trenton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$405

1 of 2 match: Swimming pool, Pets allowed

1 of 2 filters match

Price per night from

$300

Viewing 38 of 51
rentals in Southwest Harbor

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