Bailey Island Rentals

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33 Houses

The Loft Guest Cottage

New Harbor house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$230

Camden Bungalow close to ocean & downtown.

Camden house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$224

Ocean View Cape on 14 Private Acres

Searsport house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$373

Lobster Harbor View Modern Cottage 4+ Bed, 2 Bath

Tenants Harbor log cabin

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$312

“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!

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$287

Camp Forever

Harpswell studio

  • Studio
  • 1 bathroom
  • sleeps 3

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Price per night from

$316

Rustic Lakeside Lodge and Four Cabins-13 bedrooms

Jefferson lodge

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 26

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Price per night from

$1,213

Modern, totally unique Old Log Cabin in Maine

Boothbay Harbor log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

“The best log cabin you would ever want to stay in.” We adored our stay in this log cabin. It was truly comfortable. Much to our liking, was the living and kitchen area with its high ceilings. (The kitchen was well-equipped with the necessary dishes, pots and pans and a variety of coffee makers.) The loft had both a sleeping and sitting area, which was greatly appreciated by all our visitors as were also the other two bedrooms. The cabin is well-decorated (nautical style and colors), well-lighted and had the necessary gas stove, electric heaters, air-conditioning and ceiling fans for whatever kind of weather was on hand during our stay. We especially liked the screened-in porch where we took our morning coffee and often had dinner out there, too. The cabin was within walking distance of the village with its shops and restaurants. We loved walking down to Barrett Park, which was only 5 minutes away. Lovely view. The service was impeccable. Mrs. Taylor saw to everything and kept in touch regularly to see if all was fine. Even the cleaning lady saw to all our needs. We have rented many cottages in the past, but have never liked one of them as much as we have liked this one, and I would never hesitate to rent it again. Thank you Yuko and Dave Taylor for all your efforts in making our stay so special.

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$442

Charming oceanfront cottage

Cape Neddick cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$320

Scenic White Rocks Cottage on the Maine Coast

Georgetown cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Outstanding vacation location on Georgetown Island, Maine” For the past three years, we have vacationed at White Rocks Cottage on Georgetown Island, Maine (not far from Bath) and we highly recommend it. Whether you have children or not, there are plenty of activities in the area for everyone (hiking, boating, fishing, swimming, strolling beaches, shopping & eating in or out) or, you can do nothing but relax and watch the world go by in the comfort of this lovely, private, clean and well furnished home on the Maine Coast. You will certainly not be disappointed in fact, a stay at White Rocks cottage will be a memory you will treasure forever!

Responds fast! avg. 3 hours 38 minutes

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Price per night from

$201

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Price per night from

$401

Damariscotta waterfront home

Damariscotta house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

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$517

Coastal Mountains Stunning Mountain & Ocean View

Rockport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$517

Star Point on Snow Pond in the Belgrade Lakes

Belgrade cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

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Price per night from

$379

Brand New Modern Loft Home

Topsham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$213

The Barn On Pascal

Rockport barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$286

The Point, Where the Land Meets the Sea

Harpswell house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$918

Waterfront vacation home--fully equipped

Liberty house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

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$377

Spectacular Oceanfront Retreat

Spruce Head house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$402

Luxury Oceanfront Home with Private Beach

Owls Head house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$459

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.

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$144

Ocean Front Cottage on Penobscot Bay

Belfast cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$322

Beautiful harbor-front home

Boothbay Harbor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$225

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

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Price per night from

$345

Oceanfront Cottage On Linekin Bay Boothbay Harbor

Boothbay Harbor cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$287

Welcome to Pleasant Cove in Beautiful Boothbay Maine

Boothbay house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$327

SkyView treehouse

Belgrade tree house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$686

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Price per night from

$207

for questions call nine seven eight four six eight zero six four three

Boothbay Harbor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$574

Cozy Keyes Cottage

East Winthrop house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$482

Spacious Beautiful Home - 5 min from the lake!

South China house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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$293

Beachfront Cottage on Indian Point

Georgetown cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$316

Lakefront Trifecta with Hot Tub!

Augusta house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 14

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Price per night from

$229

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