Winter Harbor Rentals

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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!!!

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$315

Great rentals within 20 miles that match your search

Haiku House - your gateway to Acadia

Acadia National Park cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$546

Eden Villa

Bar Harbor house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 9

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$738

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.

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Price per night from

$426

Virginia's Sunset at Sunset Cottages

Bernard cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$153

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Price per night from

$299

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!

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$303

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

Southwest Harbor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$181

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

Southwest Harbor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$181

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

Mount Desert cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$279

Pauls Cottage @ Seaside Cottages, Mt Desert Acadia

Southwest Harbor cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$394

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Birch Harbor boathouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$1,033

Idyllic Suite, Ocean and Island Views near Acadia

Southwest Harbor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$162

Quintessential Rustic Maine Oceanfront Cottage with Sunset Views

Tremont cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

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Price per night from

$345

Long pond, amazing sunsets, quiet

Mount Desert house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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$746

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

Southwest Harbor cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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$574

Captain's Quarters at Captain Bennis House

Sullivan apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

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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.

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Price per night from

$186

Unique Yurts Minutes from Acadia National Park

Tremont lodge

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$454

Ellenton Cottage on the Cove, Prospect Harbor

Prospect Harbor house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$311

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Price per night from

$471

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

Gouldsboro log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$173

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.

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Price per night from

$230

Lucky Stone Retreat - private beach & Acadia view

Sullivan house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$121

8 Myrtle Ave- fully-renovated apartment in Bar Harbor

Bar Harbor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$171

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

Bar Harbor villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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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

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Price per night from

$570

Midships - modern water-view condo in Southwest Harbor

Southwest Harbor condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$263

Acadia Lodge -- Secluded Custom Design Retreat by Acadia National Park

Mount Desert house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$720

“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.

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$149

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.

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$146

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Price per night from

$510

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.

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Price per night from

$218

Huckleberry Suite - In-town Bar Harbor

Bar Harbor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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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

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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.

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$210

Bayside Road - Cozy cottage overlooking Union River Bay

Trenton cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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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;

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Price per night from

$285

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