Bailey Island Rentals

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64 Houses

Maine Bed & Boat, MAZU

Damariscotta yacht

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$338

The Loft Guest Cottage

New Harbor house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$230

Oar Island

Bremen cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

“perfect” We love Oar Island. It is the perfect vacation place for families with children of different ages, or just a couple. There is hiking, sunning, relaxation, but mostly what we love about Oar Island is the isolation. It is an adventure as well, since the only way to get there is by the little motorboat. It is a getaway for certain kinds of people; but if you prefer the Marriott type of stay, this is not that kind, it is much more "out-doorsy".

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$270

Waterfront Cottage, Stroll Away from Historic Bath

Bath cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$320

Camden cottage near ocean and downtown.

Camden house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Couldn't ask for more!” This rental cottage was extremely well equipped and spotless. The owners were very hospitable and were available for all our needs including questions concerning the Camden area. The lawn and gardens were well maintained. We spent many evenings sitting in the adirondack chairs on the front lawn and many mornings enjoying our coffee on the back deck. The location was ideal as we could walk into town to shop, sight see and sit by the harbor and watch the boats while enjoying an ice cream from a nearby ice cream shop. We were four senior citizens looking for a quiet, comfortable and friendly locale and we found it here. We all said we would definitely return to Camden and stay at this home-away-from-home again.

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$253

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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$373

Breezeway Cottage

Lincolnville house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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$797

South Bristol Boathouse

South Bristol house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$300

Lobster Harbor View Modern Cottage 4+ Bed, 2 Bath

Tenants Harbor log cabin

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

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$312

OCEAN COTTAGE - Beachfront property w/ water views - 2 private decks & beach

Northport cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

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$316

“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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$316

Rustic Lakeside Lodge and Four Cabins-13 bedrooms

Jefferson lodge

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 26

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$1,212

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

Finch Cottage

New Harbor house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“A very enjoyable stay in New Harbor” The Fletchers went out of their way to ensure that we had a good stay at the Finch Cottage. They provided detailed information on things to do and restaurants in the area. They also asked our specific interests and provided information geared especially to us. The cottage met our needs very well. It was quaint and cozy but with all the modern amenities, including Wi-Fi. The kitchen was well stocked and most things provided.

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$144

Moose Tracks

Lincolnville cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“Wonderful” My family and I spent a week at Moose Tracks and we had a fantastic time! We couldn't have asked for better weather, and the lake was absolutely beautiful. We hope to come back next summer!

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$246

Charming oceanfront cottage

Cape Neddick cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$320

Maine Ocean Front 2 Bedroom Cottage

Tenants Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“A Little Bit of Heaven” Several years ago I had the good fortune to rent this cottage "sight unseen" and have been returning each year for 10 or so years which tells you how much I love it here. Dream about it in the winter too. It is immaculate, close to a small beach, stores, and not too far from Rockland and Camden. If I could, I would spend the summer here and be in heaven! Tranquil, beautiful, soothing and good for the soul are some of the ways I would describe Hupper Cottage. The owners are terrific and most accommodating. In my opinion you won't find a better place to stay in Maine for rest and relaxation! Walking and sight seeing are great, and the lobster and sunsets are fabulous! Great hub for sightseeing in mid-coast Maine as well.

Responds fast! avg. 2 hours 22 minutes

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$184

Scenic White Rocks Cottage on the Maine Coast

Georgetown cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Beautiful setting on Kennebeck River” Husband and I stayed short of a week, enjoyed the screened porch watching the activity on the Kennecbeck, especially the tour boat loaded with fellow vacationers.Cottage was very pleasant and had everything we needed. But we did find the upstairs stairs a little hard for us to maneuver being rather steep and narrow, so we utilized the sleeper sofa that was very comfortable located downstairs all in all we managed fine and enjoyed our time ar White Rocks, owner lives within view of cottage at end of road we frequented the Georgetown store for their huge dinner plate size blueberry pancakes which my husband enjoyed frequently.

Responds fast! avg. 3 hours 29 minutes

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Price per night from

$201

Maine Cottage, Mid-Coast Maine

South Bristol cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$161

Working Lighthouse on Picturesque Island in Maine

Saint George lighthouse

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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$1,720

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$400

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$573

Coastal Mountains Stunning Mountain & Ocean View

Rockport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$516

Ocean Waterfront - Walk to Pemaquid Light

New Harbor house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$368

Star Point on Snow Pond in the Belgrade Lakes

Belgrade cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

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$379

Brand New Modern Loft Home

Topsham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$212

CAMDEN / SPRUCE HEAD SHORE FRONT COTTAGE/HOUSE

Camden house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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$211

The Barn On Pascal

Rockport barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$286

The Point, Where the Land Meets the Sea

Harpswell house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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$917

Reunion Grove Farm - Relax with us!

Warren farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$218

Chadwick House

Friendship house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

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$459

Classic farmhouse updated with modern amenities on the Coast of Maine

Tenants Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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$163

Quaint cottage with the charm & tranquility one looks for on the Coast of Maine

Tenants Harbor cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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$126

Waterfront vacation home--fully equipped

Liberty house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

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$376

Spectacular Oceanfront Retreat

Spruce Head house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$373

Luxury Oceanfront Home with Private Beach

Owls Head house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$458

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