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Little Harbor in Bailey Island

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vacation rental description

Bailey Island waterfront, bold surf, private, updated and location, location, location! This cozy, modernized, oceanfront cottage on Bailey Island oversees what was once called "the most spectacular view in North America". The ocean surrounds you and provides views from every window. The cottage itself overlooks sparkling vistas of open ocean to the east and south, Casco Bay to the West, Little Harbor and Edna St. Vincent Millet's Ragged Island. Enjoy dining in the dining area or on the deck--both inside and outside you marvel at waves crashing on the rocks below. Whether soaking up sun on the spacious deck, catching that big striped bass from the rocks or swimming in the natural pool below, your time spent at Little Harbor will be truly magical and deeply restful. The cottage sleeps four, is close to walking trails and public beaches and is located just 25 minutes from the Maine State Music Theatre at Bowdoin College, art galleries, Maine festivals and the Brunswick Golf Club. Charter fishing, kayak and boat rentals, whale watching and Casco Bay tours are just some of the local activities. But, whether you choose to stay on the deck or explore the area, you will look forward to rolling waves, soothing surf and colorful sunsets. The views are endless and will forever color the way you remember "the rockbound coast of Maine". For those who love Maine and for those who want their first taste it doesn't get any better than this!        

Bed Types/Description:

1 Queen

1 Twin

1 Twin size pull out sofa


vacation rental location

property availability

  • dates with deals
  • unavailable dates

Last modified on 08-13-2014 at 8:56 AM.

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MainStay Vacations 207-833-5337

cottage rental amenities

Ocean view


Water views


ocean Front


Large deck

Updated interior

Sunrise Views

Sunset Views

Water Access Nearby

Crashing Surf

Bold Surf

Located on Bailey Island

activities and attractions in Bailey Island Maine

Swimming, fishing, boating, hiking, cycling

Casco Bay Lines cruises

Bowdoin College & Maine State Music Theatre

Outlet shopping & LL Bean in Freeport

Antiquing in Brunswick, Bath & Wiscasset

vacation rental rates

5/3/2014 to 6/28/2014: $1,300/wk, minimum of 4 nights

06/28/2014 to 09/06/2014: $1,500/wk, minimum of 7 nights

09/06/2014 to 10/25/2014: $1,300/wk, minimum of 4 nights





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MainStay Vacations 207-833-5337

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  • owner MainStay Vacations
  • phone 207-833-5337
  • 2nd phone 207-319-5392

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accepted payment methods

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Top things to do in Bailey Island
  • Sight Seeing
  • Walking
  • Hiking
  • Restaurants
  • Gift Shops
Top things to do with a family
  • Casco Bay Cruise
  • Lands End Gift Shop
  • Beaches
  • Walking
  • Restaurants

MainStay Vacations , owner

Bailey Island cottage photos at a glance

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email owner

MainStay Vacations 207-833-5337

traveler reviews for this bailey island cottage rental


Review submitted: August 5, 2013   Date of arrival: July 20, 2013

This is a splendid cottage. For those looking for comfort, privacy, beautiful vistas, and quiet days and nights, please consider Little Harbor. We found all of that here. As we live in the chaos of suburbia, the calm pace of Bailey Island suited us. Thank you Penny and Eric for your grace and hospitality.

Recommended for: adventure seekers, sight seeing, romantic getaway

Owners response: Thank you for the wonderful words about Little Harbor. It is a truely splendid spot.

Helpful votes: 0 / 0


Little Harbor

Review submitted: August 23, 2012   Date of arrival: July 14, 2012

Absolutely fantastic! The cottage has 270 degree views of open ocean. The sunrise is beautiful. You can sit on the deck and watch the lobster boats and sailboats go by. You can also see ships going in and out of Portland. The night sky is something to not be missed. The cottage itself is perfect. We would say it is more for two or three people instead of four. It would be a bit snug with four. Number four person would have to sleep on the pullout couch. If you are into the big bathroom thing, you won't get it with Little Harbor. The bathroom is perfect for what needs to be done and that's it. The shower is low pressure but does the job. The wood stove was perfect for a small fire when it got chilly at night. The cottage was very clean when we arrived.

There is plenty to do in the area if you get tired of sitting on the deck and watching the ocean. There is a great little gift shop within walking distance on the same road as the cottage. Get your lobsters at the dock in Mackerel Cove. For food, the Giant Steps Cafe is perfect. Morse's Cribstone restaurant is also very good. Stay away from Cook's. Casco Bay Ferry goes out for little tours of the area. Brunswick is just 20 minutes up the road. You can get groceries and other things you might need at Cook's Corner. If you are in the modd for some good grease, go to Fat Boy for some old-fashioned drive-in service. It is just south of Cook's Corner on the Bath Rd. Turn your lights on for service. Bath also has plenty to offer.

We have already rented Little Harbor for next year. If you don't mind a place that is small, a bit rustic, and absolutely perfect, than this is the cottage for you! This would be a perfect honeymoon spot for anyone looking for some peace and quiet to enjoy their new beginnings together. It's great for anyone who just wants to get away from the ratrace of everyday and relax.

We would highly recommend Little Harbor to anyone who asked.

Recommended for: age 55+, girls getaway, sight seeing, romantic getaway

Helpful votes: 4 / 4


Reviews are the subjective opinions of travelers and not of, Inc.

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MainStay Vacations 207-833-5337

Bailey Island vacation rental

This vacation rental has been listed since 11/10/2011.

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