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Wake to Sunrise on the Ocean

10 Reviews
Bedrooms 4
Property type cottage
Minimum Stay 7 nights

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Minimum Stay
7 nights


Bailey Island Cottage Rental Photos and Description

4 BR, 2 full BA, sleeps 7

Enjoy all three seasons, Spring Summer and the quiet of Fall. Central heat and fireplace will keep you toasty in this traditional 1891shingle-style cottage sitting on a bluff with ocean views from every room. This will make you feel like you are stepping back in time to the way things used to be.

Sleep with the sound of the surf. Wake up to the sunrise and enjoy breakfast on the large front porch. Nothing to see but water, islands and boats, both working and sail. Back for the night, cook up some lobster from local fisherman, enjoy the meal in the fully appointed dining room (lobster bibs included) enjoy the sunset over Mt Washington and come in from the cool night air to read by the fire in the fireplace. Enjoy games of scrabble or cards, enjoy the challenge of a jigsaw puzzle. Then back to bed to the sound of the surf. It's a good day on Bailey Island.

  • Long-term Renters Welcome
  • children welcome
  • non smoking only
  • pets considered
  • wheelchair inaccessible

Gay De Hart
Member since: 2006
Speaks: english
Response time:
Within a few days
Response rate:
Calendar last updated:
September 11, 2016
Call Owner

About Gay De Hart

The house has been in the family for five generations.

Gay De Hart purchased this cottage in 1891

Why Gay De Hart chose Portland and Casco Bay Area

No better view.

Guestbook comments from the owner

Exactly what a vacaation cottage should be. No TV is great. Neat and tidy, but felt homey.
Aug 2006
  • 1 of 6


based on 10 traveler reviews

Wake to Sunrise on the Ocean
average rating of 4.8 based on 16 reviews

Guestbook Comment

  • 5 of 5

It was by far the most enjoyable vacation we have ever had. The view was spectacular, a photographers dream come true.

We are looking forward to spending another 2 weeks at the cottage!

  • Submitted: Jan 8, 2003
  • Stayed: Dec 2002
  • Source: HomeAway
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5 1
Tupper Lake, NY in the heart of the Adirondacks

A vacation we soon won't forget

  • 5 of 5

What a wonderful stay our family had at the De Hart cottage on Bailey Island. If you haven’t experienced staying at an authentic Maine oceanfront cottage, you’re missing out. This cottage is in an ideal elevated location with spectacular easterly ocean views. The sunrises and moonrises were unforgettable and the large yard with outdoor patio and fireplace was perfect for cooking up yummy lobster dinners. We were so impressed with the sights and sounds from the front porch and most every room in the house. The owner’s efforts to assure our stay was easy and pleasant were much appreciated. Thank you to the De Hart family for sharing your cottage with us so our family could create our own special Bailey Island memories.

  • Submitted: Aug 31, 2016
  • Stayed: Aug 2016
  • Source: HomeAway
Owner's Response: Thank you for this review and for being such great guests. It warms our heart when others enjoy the cottage as much as we do! Hope to see you next year.
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0 0

Make lasting memories.

  • 5 of 5

Don't miss this one. A dream come true.

Big enough for the entire family yet plenty of privacy. Everything you need is provided. Just bring food and wine

Large yard with great BBQ area. The view from the porch will astound you. Bring a couple of cameras.

The owners are wonderful and will not bother you. We would definitely rent from them again.

We never left the island and seldom left the house. However, there are very good places to eat on the island.

It is a quiet place but there is plenty to keep you busy!

  • Submitted: Sep 27, 2015
  • Stayed: Sep 2015
  • Source: HomeAway
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0 0
Dansville, New York

Amazing !

  • 5 of 5

This home was everything we hoped for during our stay. It was our first time renting Ms. DeHarts house after visiting Bailey Island every year for the past 25 years. Great views, peaceful tranquility and Lobsters every night of course, but the views were the best part of this stay. Thank you for sharing your home with us.

From Dansville NY.

  • Submitted: Aug 8, 2015
  • Stayed: Jul 2015
  • Source: HomeAway
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I dream of sitting on the porch again!

  • 5 of 5

We loved our stay at this cottage! The front porch gives a dreamy view of the ocean and the ever-changing tides. We had a visit from a bald eagle thaet came and fished from a rock one afternoon. Two spaceous bathrooms made a stay with 6 friends comfortable. It is cozy and well equipped' though you do need to bring your own linens. The location of the cottage is excellent - a short walk or drive to good seafood restaurant and well as a number of nice small local places. Close to Lands End and Giant Staircase, both exceptional places to walk and "sea gaze". This place is great for a peaceful rest & enjoying the beautiful nature around it! Hosts are wonderful folk who are attentive to any questions or needs. We plan to come back!

  • Submitted: Jul 5, 2015
  • Stayed: Jun 2015
  • Source: HomeAway
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Our Vacation on Bailey Island

  • 4 of 5

We had a terrific time. We were excited about staying in a home where multi generations had lived. The view was AMAZING. We strongly recommend Gat DeHart's house. The Colemans

  • Submitted: Aug 3, 2013
  • Stayed: Jul 2013
  • Source: HomeAway
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2 0


Nearest Airport
40 Miles
Portland, ME
Nearest Motorway
14 Miles
Route 1
Nearest Restaurant
1 Miles
Giant Stairs Grille, Morse's Cribstone Grille
Car: necessary

Take a stroll on one of Maine's famous pebble beaches, perfect for finding beach glass, starfish, crabs. Discover the Giant Stairs and other nature paths to enjoy the crashing surf. Have a family soccer or bocce game in the large field. Take day trips by local boat rental or charter to famous Eagle Island of Admiral Perry fame. Rent kayaks a short mile from the house and take in the lobster fisherman and seals. Browse local art shows, yard sales or dine at one of three restaurants right on the island including famous Cooks Lobster House where the 'Lobster you eat here today, slept last night in Casco Bay.' Take a scenic 20 minute drive to Brunswick and explore Bowdoin College and this intriguing New England town or take a trip north or south on Rte 1 for exploring the rest of Maine's coast. Only one hour from the shopping mecca of Freeport with famous shopping including L.L. Bean and Portland. Go for a whale watch in Boothbay.

Other Activities: kayaking


Rates & Availability

Bailey Island Cottage Rental Rates

Rental Basis:
per property
Owner accepts payment in:
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Rate Period Nightly Weekend Night Weekly Monthly Event
FaII 2016
Sep 11 2016 - Oct 29 2016
7 night minimum stay
My Standard Rate
7 night minimum stay

Additional information about rental rates

Pet Fee $50
Tax Rate 8.0%

Checks only.

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.
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Available arrival
Available stay (no arrival)


Bailey Island Cottage Accommodation and Amenities

Property Type:
  • cottage
  • Guests provide their own meals
Location Type:
  • Ocean View
  • Oceanfront
  • Rural
  • Water View
  • Waterfront
  • Waterfront
  • Away From It All
  • Family
  • Clothes Dryer
  • Fireplace
  • Firewood
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Laundry Soap
  • Local Maps
  • Local Restaurant Guide
  • Paper Towels
  • Parking
  • Parking Off Street
  • Telephone ...
  • Washing Machine
  • Wireless Internet
  • Coffee Maker
  • Cooking Utensils
  • Grill
  • Kitchen ...
  • Lobster Pot
  • Microwave
  • Oven ...
  • Pantry Items
  • Refrigerator
  • Stove ...
  • Stove
  • Toaster
  • Dining Room
  • seating for 10 people
  • 2 Bathrooms
  • Bathroom - toilet , combination tub/shower
    Bathroom - toilet , shower
  • 4 Bedrooms, Sleeps 7
  • Bedroom - 1 queen
    Bedroom - 2 twin/ single
    Bedroom - 2 twin/ single
    Bedroom - 1 twin/ single
  • Books
  • Books for Kids
  • Games
  • Games for Kids
  • Radio
  • Barbecue
  • Binoculars
  • Deck / Patio ...
  • Kayak / Canoe ...
  • Lawn / Garden ...
  • Outdoor Grill
  • Outdoor Grill Gas
  • Patio
  • Unscreened Porch / Veranda
  • Walkway to Water
  • 6 garden chairs
  • Long-term Renters Welcome
  • children welcome
  • non smoking only
  • pets considered
  • wheelchair inaccessible
  • bay/sound
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • outlet shopping
  • scenic drives
  • walking
  • whale watching
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • hiking
  • sailing
  • swimming
1 queen, 5 twins. Sheets and towels not supplied.

Learn more about this vacation rental at the owner's website:

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