Vacation Rentals & Cottages in Southwest Harbor

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21 cottages

The Pickering House - an 1854 Harbor View Home

Deer Isle farmhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Sea view Golf course on site or within 15 min walk

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Price per night from

$460

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Log Cabin in the Best Town on Mt. Desert Island

Southwest Harbor log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“This is very clean, well-accomodated, and in a great location!” Our family just returned from a week in this great cabin. We wanted to be very close to acadia National Park, but not in a busy area. The location was perfect for this. The cabin is within walking distance of a small town with great restaurants and stores, and a very short drive (some 5 minutes, some 10 minutes, some 15 minutes) to all the sights of the national park. And when you return to the cabin you experience its quiet and natural setting at its best. It was rejuvenating to be there. The owners have obviously taken a lot of time and effort to make their home user-friendly. It comes equipped with everything you need for cooking and relaxing. Everything is clean and cared for, and the entire cabin has a cozy yet spacious feel to it. Very highly recommended!

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$304

Bar Harbor Getaway

Bar Harbor house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$230

Test Property S2-Signup

Birch Harbor boathouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Sea view

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Price per night from

$1,035

Captain's Quarters at Captain Bennis House

Sullivan apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

1 of 2 match: Golf course on site or within 15 min walk, Sea view

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Price per night from

$115

Quintessential Rustic Maine Oceanfront Cottage with Sunset Views

Tremont cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Golf course on site or within 15 min walk, Sea view

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Price per night from

$345

Ellenton Cottage on the Cove, Prospect Harbor

Prospect Harbor house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Sea view

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Price per night from

$312

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: Golf course on site or within 15 min walk, Sea view

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Price per night from

$187

SUMMER COTTAGE BY THE SEA

Swans Island house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Sea view

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Price per night from

$288

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.

1 of 2 match: Golf course on site or within 15 min walk, Sea view

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Price per night from

$136

Beautiful ocean view close to Seawall

Southwest Harbor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 56 minutes

1 of 2 match: Golf course on site or within 15 min walk, Sea view

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Price per night from

$242

cozy oceanfront cottage

Hancock cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 2 hours 47 minutes

1 of 2 match: Golf course on site or within 15 min walk, Sea view

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Price per night from

$197

Idyllic Suite, Ocean and Island Views near Acadia

Southwest Harbor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Golf course on site or within 15 min walk, Sea view

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Price per night from

$163

Tranquility on Penobscot Bay Private Retreat: Perfect Midcoast/DownEast Location

Stockton Springs house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 42 minutes

1 of 2 match: Golf course on site or within 15 min walk, Sea view

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Price per night from

$345

“A perfect home for our family getaway!” Tranquility on Penobscot Bay was truly a wonderful experience for my entire family! Everything we needed was supplied and the house was very spacious and comfy! All of the beds had great mattresses which was so nice. The kitchen was well stocked. We loved the big yard surrounding the house and the blueberry bushes right off the side porch was an added plus! Every morning my grandchildren went out and picked their own berries for breakfast! We were in the area to attend a wedding at French's Point which was located just a few miles down the road! It was so convenient to participate in wedding events throughout the week! On our one rainy day there, we made a fire and just relaxed in the spacious living area! Loved having a gas grill out on the large deck that wrapped around the house and we used it almost every night! Rocking chairs on the deck for early morning coffee, too! The ages in our family went from 60's down to 1 year old and everyone had the best time ever! Would return to this special home in a heartbeat!

1 of 2 match: Golf course on site or within 15 min walk, Sea view

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Price per night from

$288

Virginia's Sunset at Sunset Cottages

Bernard cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Golf course on site or within 15 min walk, Sea view

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Price per night from

$153

1 of 2 match: Golf course on site or within 15 min walk, Sea view

1 of 2 filters match

Price per night from

$299

Oceanfront Cottage w/ Dock & Mooring - walking distance to Acadia

Southwest Harbor cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Sea view

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Price per night from

$575

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: Golf course on site or within 15 min walk, Sea view

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Price per night from

$244

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: Golf course on site or within 15 min walk, Sea view

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Price per night from

$805

1 of 2 match: Golf course on site or within 15 min walk, Sea view

1 of 2 filters match

Price per night from

$518

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