Bailey Island Rentals

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37 Houses

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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$269

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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$252

Camden Bungalow close to ocean & downtown.

Camden house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$224

Breezeway Cottage

Lincolnville house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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$796

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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$315

“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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$315

Rustic Lakeside Lodge and Four Cabins-13 bedrooms

Jefferson lodge

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 26

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$1,211

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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$441

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

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

“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

Damariscotta waterfront home

Damariscotta house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

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$516

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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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$378

CAMDEN / SPRUCE HEAD SHORE FRONT COTTAGE/HOUSE

Camden house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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$211

The Point, Where the Land Meets the Sea

Harpswell house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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$916

Reunion Grove Farm - Relax with us!

Warren farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$218

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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$401

Luxury Oceanfront Home with Private Beach

Owls Head house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$458

Minutes from Popham Beach - Cozy Maine Coast Cottage

Phippsburg cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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$258

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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$321

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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$344

Oceanfront Cottage On Linekin Bay Boothbay Harbor

Boothbay Harbor cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$287

Midcoast Waterfront Maine Home- Direct Waterfront, secluded site.

Cushing house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 9

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$311

Charming ocean front cottage in Harpswell

Harpswell cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 55 minutes

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Price per night from

$177

Welcome to Pleasant Cove in Beautiful Boothbay Maine

Boothbay house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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$327

Spacious Beautiful Home - 5 min from the lake!

South China house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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$292

Beachfront Cottage on Indian Point

Georgetown cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$315

Waterfront Home on Scenic Cove

Harpswell house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$184

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