Winter Harbor Rentals

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118 Houses

ACADIA National Park. Walk to Ocean, Restaurants! Private Deck Mountain VIEW

Winter Harbor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Comfy and Clean” Our family of five just returned from staying five nights in Winter Harbor. The stay was wonderful and the house was really great. We all felt so at home. The house was spotlessly clean. The neighborhood was very friendly. The owner provided so much helpful information on area sights and restaurants. There was everything we could possible need in the house for cooking. Three bedrooms upstairs provided nice privacy for early risers to start their day without bothering the others. Nice little deck for quiet reading in the sun. Short bike ride to Grindstone Neck. Could have easily biked to Schoodic Point but ended up driving. Just loved it. Hope we can go back again!!!

Price per night from

$315

Great rentals within 20 miles that match your search

Idyllic Suite, Ocean and Island Views near Acadia

Southwest Harbor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$162

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

Bar Harbor house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Price per night from

$401

Haiku House - your gateway to Acadia

Acadia National Park cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$544

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Birch Harbor boathouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$1,031

Eden Villa

Bar Harbor house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 9

Price per night from

$737

The Gray Barn

Bass Harbor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Close to Nirvana” It would be difficult to find a better spot for spending a vacation than the Quietside of Mt. Desert, and the Gray Barn experience is part of the fun. The accomodations are modern and in great shape, and the windows both have a great view over upper Bass Harbor and give great air circulation. Access to cellphone and internet coverage is a convenience. The kitchen is very functional, though you'll want to visit the lobster pounds and restaurants in the area. A perfect base for hiking in acadia National Park. The week we were there was perfect for using the owner's kayaks in the upper harbor and the estuary beyond. We've stayed three different years and will be happy to return.

Price per night from

$229

Brookhouse: A Cottage by the Sea

Prospect Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$196

Virginia's Sunset at Sunset Cottages

Bernard cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$153

Price per night from

$298

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

Southwest Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$263

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!

Price per night from

$303

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

Southwest Harbor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$180

Aldernest Den-Quiet Side of Mount Desert Island/Acadia - short walk to the shore

Southwest Harbor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$180

Pinelodge Cottage, Quiet side of Mt. Desert Island, Acadia Natl.Park, waterfront

Mount Desert cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$279

Pauls Cottage @ Seaside Cottages, Mt Desert Acadia

Southwest Harbor cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$393

"Tugwassa" On Down East Jones Pond- poet's cottage

Gouldsboro log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$172

Pristine oceanfront cottage

Milbridge cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$295

Perfect Downtown Bar Harbor Location Holland Ave Vacation Rentals

Bar Harbor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$401

Downtown Bar Harbor Near Ocean - Holland Ave Vacation Rentals

Bar Harbor house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$298

Captain's Quarters at Captain Bennis House

Sullivan apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

Price per night from

$115

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.

Price per night from

$186

Return to Beauty

Bar Harbor house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Price per night from

$1,088

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

Southwest Harbor cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$573

Deer Track, Cabin Overlooking Somes Sound

Mount Desert house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$245

Quintessential Rustic Maine Oceanfront Cottage with Sunset Views

Tremont cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Price per night from

$344

Long pond, amazing sunsets, quiet

Mount Desert house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$745

Cozy Home in Bar Harbor - Acadia in your Backyard

Bar Harbor house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$224

Summertime -- Your Home in Bar Harbor

Bar Harbor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$338

20ft. Lofted Ceilings Facing Acadia National Park

Hulls Cove house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$338

Hidden Gem in Bar Harbor - Acadia is your Backyard

Hulls Cove house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$239

SUMMERTIME COTTAGES BAR HARBOR

Hulls Cove house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$802

Lucky Stone Retreat - private beach & Acadia view

Sullivan house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$121

Unique Yurts Minutes from Acadia National Park

Tremont lodge

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$453

Kinfolk Cottage

Southwest Harbor house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$401

Ellenton Cottage on the Cove, Prospect Harbor

Prospect Harbor house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$311

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.

Price per night from

$425

Village Townhouse #7 - updated comfort in the heart of downtown Bar Harbor

Bar Harbor house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“It was Simply Marvelous!” My wife and I travelled there for our Honeymoon last Sept. Although the Govt. Had shut down and the Parks were closed, we Had a wonderful time. The cottage we stayed in was absolutely beautiful! The Fireplace added an extra Special touch to our stay. Also, the staff who helped Us with our reservation was outstanding! :-) We plan on returning!!

Price per night from

$154

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