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Book Online or call HomeAway Booking Assistance 888-829-7076
Book Online or call HomeAway Booking Assistance 888-829-7076

Charming Waterfront Cottage Just Steps from East Penobscot Bay

Bedrooms 3
Space 2,400 sq ft
Property type cottage
Minimum Stay 4 nights


About the property

Cottage, 3 Bedrooms, 2 Baths, (Sleeps 6 - max occupancy 10))

Stay in a charming oceanfront cottage on 4 wooded acres just feet from the beach. Enjoy morning coffee on the deck as the sun rises over Penobscot Bay and the Altantic Ocean.

Stroll along the beach collecting shells and glass. Set up your easel and capture the tall ships, lobster boats and seals/eagles that are ever present.

Explore nature trails within a walking distance. Take a sailing or riding lesson. Explore the area in the kayaks we have. Go to the old fashioned ice cream parlor in Dark Harbor -- could be a daily event!!

Over 2400 sq ft in our waterfront cottage where you can get away from all the hustle and bustle and really relax.

Islesboro is a 20 minute ferry ride from Lincolnville, a few miles north of Camden. It is an unspoiled, quiet place. The nearby towns on the mainland are some of the prettiest on the coast.

The house has three bedrooms. Three double beds. There are 500 plus feet of private shore filled with fat mussels for picking at low tide.

The island is low-key. We do have many activities on the island in the summer -- public beaches, nature walks and hiking trails, community center activities, opportunities for sailing lessons, etc. -- time spent here is largely about relaxing, ambling around, thinking about what to make for dinner, wandering to the shore and back, looking at the sky and water. It is also an ideal place to do concentrated artistic or creative work.

“The island became a retreat for America’s elite in the early 1900’s. Back then it was industrialist Perry Coke Smith, actresses Christie Tiffany and Ruth Draper, Gibson Girl creator Charles Dana Gibson, and yacht designer Clinton Crane. Today it’s actors Kirstie Alley, John Travolta and Kelly Preston, Parker Stevenson (Hardy Boys), stockbroker and influential Republican contributor Richard Gilder, former presidential advisor Hodding Carter III and cell phone pioneer John McCaw Jr. (a former prep school classmate of Bill Gates — and occasional visits by Bill and Melinda).” Downeast Magazine, August 2006.

Islesboro is Maine at its best. Our cottage is at the center of all.


More Details

Member since: 2006
Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
April 15, 2018

About The Owner

We have vacationed in Maine for over 25 years and found this island cottage. We have spent many, many weeks here with our family and friends.

Why The Owner chose Islesboro

We like the quiet isolation of the island and not being isolated from the mainland.

What makes this cottage unique

It's a few steps to the beach. Pick mussels for dinner in the front 'yard' or put the kayak in and explore or fish for striped bass and mackeral -- never a bad day -- it doesn't get any better. Of course you could sit on the deck or move to the Adirondack chair to watch Tall Ships, lobster fishermen, seals, etc. while enjoying a favorite beverage.


Islesboro Cottage Accommodation and Amenities

Property Type:
  • cottage
  • Guests provide their own meals
Floor Area:
  • 2400 sq ft
House Rules:
  • Check-in: 4:00 PM
  • /
  • Check-out: 10:00 AM
  • Max. occupancy: 10
  • Max. adults: 6
  • Min. age of primary renter: 25
  • Children welcome
  • Parties/events not allowed
  • Pets considered ...
  • Non smoking only
  • Property cancellation policy requires 60 day notice for refund. Refund will be 85%.
Location Type:
  • Oceanfront ...
  • Air Conditioning ...
  • Clothes Dryer
  • Heating
  • Internet
  • Linens Provided
  • Parking Off Street
  • Parking for RV/Boat/Trailer
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining Area
  • 2 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
  • 3 Bedrooms, Sleeps 10
  • Double Beds (3) - sleeps 6 - maximum occupants 10. Bring air mattresses or camp out on the beach!!
  • DVD Player
  • Television
  • Video Library
  • Deck / Patio
  • Kayak / Canoe
  • Outdoor Grill
  • churches
  • library
  • museums
  • playground
  • restaurants
  • winery tours
Leisure Activities:
  • antiquing
  • bird watching
  • boating
  • horseback riding
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • groceries
  • medical services
Sports & Adventure Activities:
  • fishing
  • golf
  • hiking
  • kayaking
  • sailing
  • snorkeling/diving
  • swimming
  • wind-surfing
2 Kayaks and Life Vests Protected Mooring Area


4.6/5 -
(5 traveler reviews)

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Charming Waterfront Cottage Just Steps from East Penobscot Bay
average rating of 4.6 based on 5 reviews

Quiet relaxing stay

  • 4 of 5

Our two weeks in Islesboro were wonderful. The home was comfortable, the property was well kept, and we enjoyed the quiet. We really appreciated that we could bring our dog on vacation and the home was family friendly for our 1 year old son. From the start, Alan was very responsive to our questions and very helpful with suggestions about the island. This was a perfect introduction to using this site and we now have a standard for future vacations. We loved our walks on the beach (especially our dog), hunting for fresh mussels, watching the lobster boats and ships sail past, and kayaking.

One important thing to note, the ferry back to the island stops running at 5pm, and you have to be in line by 3:30ish to make sure you make it back to the island on time - so you have to plan accordingly for meals and your day trips.

The sunrises were amazing and the quiet of the island was very peaceful. We were very happy to spend 2 weeks there this summer and plan to do so again in the future.

  • Submitted: Nov 29, 2015
  • Stayed: July 2015
  • Source: VRBO, from HomeAway
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Ijamsville, MD, USA

Perfect Location for Relishing Island Life on Islesboro

  • 4 of 5

What a wonderful location on the island for slowing down, taking a deep breath, and relishing life on Islesboro. The lovely home sits in the middle of the island so it's easy to go up-island or down-island. Plus you have a true sense of privacy. Adirondack chairs that sit next to a short drop-off overlooking the Penobscot Bay or sitting on the property's beach were our family's go-to places to read, zone, meditate, or write. Even our 2 teens got into this pattern. They also thoroughly enjoyed the provided kayaks w/ PFDs for exploring the calm bay. Poking around on the property's beach, especially at low-tide, with no time constraints --- heaven! The island has 2 small markets (Durkee's and Island Market) that have a surprisingly nice variety of groceries/household supplies and each are a very short drive from the house. Be sure to research your food options & store hrs ahead of time so you know what you'll want to bring with you from the mainland though. The home has a generous amount of towels/linens and a nice variety of kitchen pots/pans/dishes, including an outdoor propane-fueled lobster cooker. Free WIFI is available 24/7 just a 10 min walk down the road at the public library. Thank you Alan for making your home available for those of us that relish living a more quiet, serene life, even if just for a week.

  • Submitted: Aug 20, 2015
  • Stayed: July 2015
  • Source: VRBO, from HomeAway
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Lovely Spot

  • 5 of 5

I had the pleasure of staying for a week at this beautiful spot. It was my "Mother's Vacation" so I was alone, but had my husband and children (11 & 16) joined, they would have enjoyed it as well. The house has gorgeous views and the private beach is easily accessed for beach combing and swimming. The house has beautiful high ceilings and a wonderful dining room with French doors that open to the view of the water. This would be a great spot for a family, even with small children. The owner is fantastic.

  • Submitted: Aug 11, 2014
  • Stayed: July 2014
  • Source: VRBO, from HomeAway
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1 0
New Jersey

Wonderful, relaxing vacation home

  • 5 of 5

What a lovely cottage! Our family of four (with kids aged 2 and 4) stayed for a week this summer and had a wonderful time. Well-equipped, peaceful, and with great views. Alan provided us with all the information we needed to enjoy the beautiful, peaceful island. Earl's lobsters will be especially memorable!

  • Submitted: Jul 27, 2013
  • Stayed: June 2013
  • Source: VRBO, from HomeAway
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1 0
St. Michaels, MD

Perfect Get-a-way for the summer!

  • 5 of 5

We travelled to the island for our summer week vacation. We could not have asked for a better place! We all said that it had the best views on the island! The house was well maintained and provisioned for cooking each night! Plenty of cooking supplies and a large refrigerator to keep all of your leftovers. We had our two children with us, ages 8 and 5. They had a blast walk up and down the path to the beach, building forts and stacking rock as well as a few fairy houses we added to the magical property. We would recommend this spot for families or couples. The island is very quiet, perfect for a off-grid get a way! Thank you to Alan for providing such a wonderful house!

  • Submitted: Aug 27, 2011
  • Stayed: August 2011
  • Source: VRBO, from HomeAway
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Church bazaar, Library Book Sale, Choral Events, Art Gallery, Art Shows, Historical Society, Strawberry Festival, Lobster Festival, Digging Clams, Gathering Mussels. There are numerous Island activities planned throughout the year especially during the Summer months.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Damage Insurance $59
Damage Deposit $200

Owner's Cancellation Policy

  • Canceled bookings will not receive a refund

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