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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Stunning Private Island Sleeps Up To 18

Bedrooms 13
Half Baths3
Space 8,500 sq. ft.
Property type house
Minimum Stay 7 nights


About the property

13 Bedrooms 7.5 Bath

Sheephead Island is off Sunset Maine, a small village on the west side of Deer Island at the opening of Penobscot Bay. So close to the shore it is barred to the mainland for 6 hours at each at each low tide. It is within a short jaunt by boat to a yacht club dock across a cove.

Penobscot Bay is studded with islands. From Sheephead you look south to the open ocean. You look west across the islands to the Camden hills across the bay over which the sun sets.

Most Maine islands are dark and densely wooded with beautiful but unfriendly cliffy shores. Sheephead has such spectacular shore on one side of the island, but the rest of its two miles of shore is gentler with sand and pebble beaches. Its sixty five acres are also gentle and pastoral. Besides its woods it has grassy flower filled fields and country roads and paths. Also a secluded one acre swimmable pond. Among Maine islands it is Wyethian, Christina’s world. A Maine salt water farm surrounded by water on all sides.

As for convenience, not only is it a short jaunt by boat to the yacht club dock; the bar to the main land is navigable by four wheel drive half the day at low tide for access when weather, wind, sea, fog or night make boating difficult.

It takes a little time to acclimatize to Sheephead Island. For that reason it is best that rentals be extended. This part of Maine is increasingly popular and high season fills up fast. Some special considerations apply.

Best time to visit:

Recommended is between last week of May and one week after Labor Day in September.

Nearby airports are Bangor Maine, Bar Harbor, Maine and Portland, Maine. Boston, MA Logan airport is of course much further away but is certainly an option.

**Price is per house is $12,000 for the week".

Sheephead Island is available for select social gatherings and special purpose events. Please contact us to discuss.

For more photos and information, visit

More Details

Member since: 2014
Speaks: english
Response time:
Within a day
Response rate:
Calendar last updated:
May 5, 2017

About Ann

I grew up in Pennsylvania and have spent the last 40 years of my life in New England. I love the coast of Maine and am grateful to share this very special place with very special people who will treasure its beauty, simplicity and grace.

Ann purchased this house in 1978

Why Ann chose Sunset

Because it is the most beautiful place in the world.

What makes this house unique

Ocean. Ocean. Ocean. Nature. Peace. Relaxation. Rejuvenation.

Guestbook comments from the owner

An island paradise! Hope to make it back there again this year.
Jun 2013
  • 1 of 1


Sunset House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 8500 sq. ft.
House Rules:
  • Check-in: Flexible
  • /
  • Check-out: Flexible
  • Max. occupancy: 18
  • Children welcome ...
  • Parties/events not allowed
  • Pets not allowed
  • Non smoking only
  • Boats are available for experienced boaters. Renter must have the required boater education card from State of Maine.
  • Fires of any kind are not allowed on the island at all.
  • Bar vehicle (4 wheel drive) is provided for guest use to commute on and off island at low tide.
Location Type:
  • Beach View
  • Beachfront ...
  • Ocean View
  • Oceanfront ...
  • Rural ...
  • Village ...
  • Water View
  • Waterfront
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Clothes Dryer
  • Garage
  • Hair Dryer
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Telephone ...
  • Towels Provided
  • Washing Machine
  • Wood Stove
  • Coffee Maker
  • Dishes & Utensils
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 12 people
  • 6 Bathrooms
  • 3 Half Baths
  • Bathroom 1 - toilet , shower , 2nd Floor main house
    Bathroom 2 - toilet , shower , 2nd floor, main house on the island
    Bathroom 3 - toilet , Half bath 1st floor, main house
    Bathroom 4 - toilet , combination tub/shower , Guest house island, 2nd floor
    Bathroom 5 - toilet , shower , Guest house on the island, 2nd floor
    Bathroom 7 - toilet , combination tub/shower , 2nd floor, mainland house
    Bathroom 8 - toilet , combination tub/shower , 2nd floor, mainland house
    Bathroom 9 - toilet , 1st floor, mainland house
    Bathroom 6 - toilet , Half bath, 1st floor guest house on the island
  • The main house has 3.5 bathrooms. The guest house has has 2 bathrooms. The studio has 2 bathrooms. The mainland house, which we have dubbed, the 'house with the purple door' has 2.5 bathrooms.
  • 13 Bedrooms, Sleeps 18
  • Bedroom 2 - 1 queen , Main house on the island
    Bedroom 3 - 1 queen , Main house on the island
    Bedroom 4 - 1 queen , Main house on the island
    Bedroom 5 - 1 queen , Main house on the island
    Bedroom 6 - 1 queen , Guest house on the island
    Bedroom 7 - 1 queen , Guest house on the island
    Bedroom 8 - 1 queen , Guest house on the island
    Bedroom 9 - 1 queen , Guest house on the island
    Bedroom 10 - 1 queen , House with purple door on the main land.
    Bedroom 11 - 1 queen , House with purple door on the main land.
    Bedroom 12 - 1 queen , House with purple door on the main land.
    Bedroom 13 - 1 queen , House with purple door on the main land.
    Bedroom 1 - 1 queen , Main house on the island.
  • Books
  • DVD Player ...
  • Games
  • Satellite / Cable ...
  • Stereo
  • Television ...
  • Boat ...
  • Deck / Patio
  • Golf ...
  • Kayak / Canoe ...
  • Lawn / Garden
  • Outdoor Grill
  • Long-term Renters Welcome
  • wheelchair inaccessible
Onsite Services:
  • Car Available
  • bay/sound
  • churches
  • festivals
  • live theater
  • marina
  • museums
  • reefs
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • eco tourism
  • outlet shopping
  • paddle boating
  • photography
  • scenic drives
  • sight seeing
  • walking
  • whale watching
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • golf privileges optional
  • rafting
  • sailing
  • sound/bay fishing
  • swimming
Your first lobster dinner is on us!


5/5 -
(1 traveler reviews)

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Stunning Private Island Sleeps Up To 18
average rating of 5.0 based on 2 reviews

Wonderful! Beautiful! Peaceful! Restorative!

  • 5 of 5

Our family has vacationed on Sheephead Island for years. We love the tranquility, privacy and pastoral feel of the island. The owners have been great at accommodating us year after year. We are grateful to have the opportunity to spend our summer vacations in Maine at this very special place year after year.

  • Submitted: May 10, 2014
  • Stayed: June 2013
  • Source: HomeAway
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Nearest Airport
41 Miles
Bar Harbor
Nearest Barpub
5 Miles
Stonington, Maine
Nearest Ferry
Sheephead Island
Nearest Golf
2 Miles
Deer Isle
Nearest Motorway
2 Miles
Deer Isle
Nearest Restaurant
5 Miles
Stonington, Maine
Nearest Beach
Sheephead Island
Car: necessary

While Sheephead Island is a private island, it is barred to the mainland at low tide. Our guests therefore have the option of driving on and off the island in the island SUV's to visit nearby pretty villages of Deer Isle and the coastal town of Stonington both of which offer fabulous restaurants, grocery and wine shopping and also gift shopping. Also, visit the world famous Haystack Mountain School Of Arts and Crafts to see stunningly beautiful artwork. There are also a number of art galleries in neighboring towns that are sure to delight. Airports serving this area are in Bar Harbor, Bangor, Portland and Logan airport which is further away.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning $200
Property Damage Protection $99
Tax Rate 9.0%

At low tide one can drive on/off the island in one of the 4 wheel drive vehicles provided. Or if you would rather, walking off is relaxing and scenic. At high tide, before night fall, guests can leave/return to the island in the island boats.

Owner's Cancellation Policy

  • Canceled bookings will not receive a refund