Vacation Rentals & Cottages in Southwest Harbor

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49 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: Private outdoor pool (unheated) 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: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$1,031

West Lee Cottage

Swans Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 46 minutes

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

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: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$144

Knotty Pine Cabin

Otis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$327

The Forge

North Haven house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$237

Quintessential Rustic Maine Oceanfront Cottage with Sunset Views

Tremont cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$344

Lucky Stone Retreat - private beach & Acadia view

Sullivan house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$121

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: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$554

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: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$699

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: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$622

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: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$425

Pristine oceanfront cottage

Milbridge cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), 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: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$458

Return to Beauty

Bar Harbor house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$1,088

Cozy Home in Bar Harbor - Acadia in your Backyard

Bar Harbor house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), 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: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$338

20ft. Lofted Ceilings Facing Acadia National Park

Hulls Cove house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$338

Hidden Gem in Bar Harbor - Acadia is your Backyard

Hulls Cove house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), 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: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$802

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: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$802

Perfect Downtown Bar Harbor Location Holland Ave Vacation Rentals

Bar Harbor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$401

Downtown Bar Harbor Near Ocean - Holland Ave Vacation Rentals

Bar Harbor house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$298

Kinfolk Cottage

Southwest Harbor house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$401

Unique Yurts Minutes from Acadia National Park

Tremont lodge

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$453

Wings Cottage -- Waterfront, modern cottage in Trenton

Trenton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$405

Blue Eden - beautiful large family residence in Bar Harbor

Bar Harbor house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

1 of 2 match: Private outdoor pool (unheated), 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: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$1,013

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$380

Biello Cottage - on the water in Trenton

Trenton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Very nice” This cottage has a great view direclty from the kitchen, living room area. The house is neatly kept and really feels like your own home. I'd love to go back.

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$473

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$300

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

Bar Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$188

Pond View - sweet little apt near Acadia National Park

Bar Harbor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$118

Gilbert Cottage - wooded privacy in Southwest Harbor

Southwest Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$25

Long Pond View - high-end elegance overlooking Long Pond

Mount Desert house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$710

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: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$273

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

Bernard cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$413

Blue Arches

Stonington house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$221

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rentals in Southwest Harbor

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