Winter Harbor Rentals

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16 Houses

Cottage Street Townhouse - in the heart of Bar Harbor

Bar Harbor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“convenient” Great place to stay, spacious, clean, all that was advertised, close to everything.

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$241

Acorn Cottage

Bar Harbor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$327

Beautiful new house + classic cottage Seal Harbor

Seal Harbor house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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$916

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

Bar Harbor house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

“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!!

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$155

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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$211

“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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$286

Meadow & Mountain View - amazing views & privacy, walk to Bar Harbor

Bar Harbor farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect location” This older farmhouse has a perfect location. Only a mile from town and there is a trail that crosses at end of driveway for easy access hiking. Park loop road is right around the corner. The best part is when you are there it is completely private in the middle of a quiet meadow. The house itself is older but clean and all amenities are there for you. Would definitely recommend it.

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$226

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$271

Big Dragonfly - cozy and quaint in the village of Bar Harbor

Bar Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$189

Haiku House - your gateway to Acadia

Acadia National Park cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$544

“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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$150

Rockbilt Cottage Loft -- Cozy with Views of Frenchmans Bay

Bar Harbor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$313

Brightholme - beautiful large family residence in Bar Harbor

Bar Harbor house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

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Price per night from

$1,014

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

Gouldsboro log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$172

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$381

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

$1,050

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