Vacation Rentals & Cottages in Southwest Harbor

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122 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) Toaster

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Price per night from

$913

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Picturesque Island Cottage

Milbridge house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 30 minutes

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

1 of 2 filters match

Price per night from

$300

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), Toaster

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Price per night from

$146

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

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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), Toaster

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Price per night from

$561

Oceanfront Home w/crashing surf in Schoodic/Acadia

Gouldsboro house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fantastic Place to Stay” My husband and I and another couple stayed three days at this wonderful place. Our only problem was, we couldn't stay longer due to our other committments. John and Judi gave us information on things to do around the area that we didn't see on any other information. Acadia was closed due to the government shut down but we still had plenty to do. We slept with the windows open and could hear the waves crashing on the rocks. The place was clean, beds were very comfortable and they had everything we needed. We would love to go back and spend a longer time.

Responds fast! avg. 1 hour 30 minutes

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

1 of 2 filters match

Price per night from

$842

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), Toaster

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Price per night from

$263

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), Toaster

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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), Toaster

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Price per night from

$181

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), Toaster

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Price per night from

$144

Pristine oceanfront cottage

Milbridge cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$295

Quintessential Rustic Maine Oceanfront Cottage with Sunset Views

Tremont cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

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

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Price per night from

$345

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), Toaster

1 of 2 filters match

Price per night from

$299

Ellenton Cottage on the Cove, Prospect Harbor

Prospect Harbor house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$311

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), Toaster

1 of 2 filters match

Price per night from

$279

Pleasant Street Village Home

Vinalhaven house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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

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Price per night from

$281

Brookhouse: A Cottage by the Sea

Prospect Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

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Price per night from

$196

Harbor Breeze B - nicely-renovated upstairs apartment in Bar Harbor

Bar Harbor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Light blue stay in Harbor Breeze B” We stayed one week in Harbor Breeze B in June 2013. Wonderful spacious appartment with everything you need. The only disadvantage could be the rather steep staircase which leads to appartment B. A short walk brings you to the center of Bar Harbor where you find restaurants and shops of all kind. People of acadia Cottage Rentals were helpfull at any time. So we can recommend the cottage in any way. Barbar and Heiner, Berlin, Germany

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

1 of 2 filters match

Price per night from

$209

Kelley Grove Cottage - wooded privacy near Acadia & Bar Harbor

Bar Harbor cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$181

Camp Shulman - elegant new cottage on Long Pond

Mount Desert cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$530

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), Toaster

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Price per night from

$210

“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), Toaster

1 of 2 filters match

Price per night from

$285

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), Toaster

1 of 2 filters match

Price per night from

$1,013

“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), Toaster

1 of 2 filters match

Price per night from

$149

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

1 of 2 filters match

Price per night from

$315

Cristol Cottage - waterfront on Long Pond

Mount Desert cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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

1 of 2 filters match

Price per night from

$315

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), Toaster

1 of 2 filters match

Price per night from

$218

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

1 of 2 filters match

Price per night from

$380

Bayside Road - Cozy cottage overlooking Union River Bay

Trenton cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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

1 of 2 filters match

Price per night from

$173

The Big House - waterfront privacy near Acadia National Park-Minimum 28 day

Bar Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

“Amazing...” This property was the best we could have asked for. We wanted a view and got it. We wanted to be secluded and got it. We could not have had a better time and recommend this house to anyone.

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

1 of 2 filters match

Price per night from

$294

Huckleberry Suite - In-town Bar Harbor

Bar Harbor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$300

Chez Acadia - walk to everything in Bar Harbor

Bar Harbor house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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

1 of 2 filters match

Price per night from

$240

Buckeyes & Blueberries - beautiful, updated cottage overlooking Somes Sound

Mount Desert cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Favorite place in the whole world” Love Buckeyes and Blueberries. Comfortable, great cooking kitchen, view, wish my house was as clean, great location. love, love, love

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

1 of 2 filters match

Price per night from

$270

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), Toaster

1 of 2 filters match

Price per night from

$273

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

1 of 2 filters match

Price per night from

$300

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), Toaster

1 of 2 filters match

Price per night from

$473

Seal Rock - crafted cabin on the water near Acadia and Bar Harbor

Mount Desert log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$226

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), Toaster

1 of 2 filters match

Price per night from

$171

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rentals in Southwest Harbor

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