Vacation Rentals & Cottages in Southwest Harbor

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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: Stove Private outdoor pool (unheated)

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Price per night from

$881

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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: Private outdoor pool (unheated), Stove

1 of 2 filters match

Price per night from

$146

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

1 of 2 filters match

Price per night from

$510

Pinelodge Cottage - rustic beauty oceanfront near ANP

Bernard cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$561

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

Bar Harbor house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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

1 of 2 filters match

Price per night from

$402

Brookhouse: A Cottage by the Sea

Prospect Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

1 of 2 filters match

Price per night from

$197

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

Southwest Harbor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

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

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

1 of 2 filters match

Price per night from

$181

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: Private outdoor pool (unheated), Stove

1 of 2 filters match

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: Private outdoor pool (unheated), Stove

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: Private outdoor pool (unheated), Stove

1 of 2 filters match

Price per night from

$295

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), Stove

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: Private outdoor pool (unheated), Stove

1 of 2 filters match

Price per night from

$299

Quintessential Rustic Maine Oceanfront Cottage with Sunset Views

Tremont cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

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

1 of 2 filters match

Price per night from

$345

Captain's Quarters at Captain Bennis House

Sullivan apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

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

1 of 2 filters match

Price per night from

$115

Ellenton Cottage on the Cove, Prospect Harbor

Prospect Harbor house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$311

Pleasant Street Village Home

Vinalhaven house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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

1 of 2 filters match

Price per night from

$282

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

Southwest Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$263

Cottage on the Hill

Surry apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$99

Serenity By the Sea with Roof Deck Bay Views, Walk to Town Dock

Sorrento house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 27 minutes

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

1 of 2 filters match

Price per night from

$464

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), Stove

1 of 2 filters match

Price per night from

$699

Dwell Downeast with a relaxing holiday close to nature and Acadia!

Franklin house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 27 minutes

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

1 of 2 filters match

Price per night from

$526

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), Stove

1 of 2 filters match

Price per night from

$623

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), Stove

1 of 2 filters match

Price per night from

$554

8 Myrtle Ave- fully-renovated apartment in Bar Harbor

Bar Harbor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 2 filters match

Price per night from

$171

Rockbilt Vista--Newly constructed luxury wing of the Rockbilt Estate

Bar Harbor villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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

1 of 2 filters match

Price per night from

$1,049

Cobble Cove, pristine new cabin nestled on the shore of crystal-clear Long Pond.

Mount Desert cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$570

“We want to live there...Forevah!” We have stayed at this adorable cottage twice, and have already booked our third time. This place is a dream and the owners are so nice. We wouldn't change a thing! Location is perfect, cottage is so nice that if the weather isn't great, you don't mind being stuck there! We seriously just want to move in and stay forever.

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

1 of 2 filters match

Price per night from

$149

Bagatelle Guest Cottage - waterfront in Bar Harbor

Bar Harbor cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Wonderful!” A beautiful quiet place within an easy walk to Bar Harbor. I would not recommend it to people who have difficulty going up stairs to the bedroom.

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

1 of 2 filters match

Price per night from

$218

Huckleberry Suite - In-town Bar Harbor

Bar Harbor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$300

Village Green Hideaway - hidden comfort in the heart of Bar Harbor

Bar Harbor cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$297

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.

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

1 of 2 filters match

Price per night from

$210

Bayside Road - Cozy cottage overlooking Union River Bay

Trenton cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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

1 of 2 filters match

Price per night from

$173

“perfect place to stay...our 2nd time staying here” We stayed in this cottage (home) in 2011 and did a repeat in 2013; a great place to stay; our group was only two couples so a 4 BR home sounds like a lot; house layout is good and location would be impossible to beat; one block off Main Street in Bar Harbor; so easy walk to breakfast at a restaurant in town called Cafe This Way, day of walking/hiking in acadia, and home for shower and wine/cheese, and walk to dinner in town at many fine restaurants;

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

1 of 2 filters match

Price per night from

$285

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

1 of 2 filters match

Price per night from

$300

Anchorage - Harborfront in Southwest Harbor

Southwest Harbor cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“quiet, relaxed and restful, but fun” The location on the quiet side of the island was great. Fun to visit the lobster house, and car museum. Close enough for access to national park, Bar Harbour and nearby attractions. Acadia is obviously unique and beautiful. Location provides good privacy with good access.

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

1 of 2 filters match

Price per night from

$330

Wings Cottage -- Waterfront, modern cottage in Trenton

Trenton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

1 of 2 filters match

Price per night from

$405

Top o' the Ridge - beautiful views, private dock on Long Pond

Mount Desert cottage

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$495

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rentals in Southwest Harbor

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