Sophisticatedly Rustic Maine Cottages Overlooking the Sea

Sophisticatedly Rustic Maine Cottages Overlooking the Sea *NOW TAKING YOUR VACATION "WISHES" for 2026.* See our WISH JAR Process on our website. They radiate with vintage charm yet have comforts galore.

High on a hill, overlooking the sea are Lone Pine and Crow’s Nest Cottages. They were built for guests who came generations ago yet have been updated with amenities and comforts to please contemporary needs. These sophisticatedly rustic log style cottages were constructed from timbers harvested locally nearly a Century ago. They have comfy quilts, “Green” amenities, WiFi, living rooms, covered por

ches with vintage rockers, full baths, full kitchens, two bedrooms and beds to sleep up to 4 adults and 2 children. They are situated in a naturally forested locations with easy walking access to the ocean swimming beach below. From the vantage point of each porch can be seen bald eagles soaring overhead and not far away below is Pumpkin Island Lighthouse, long a beacon for schooners and sailboats plying the waves of East Penobscot Bay. If the relaxation and peaceful surrounds, starry nights, scents of pine, sounds of gently breezes along the shore aren’t enough, the cottages are central to all the cultural attractions of the entire Blue Hill Peninsula. A smattering of attractions are: the New Surry Theater, the Stonington Opera House, Kneisel Hall School of Music, and the hiking trails of Blue Hill Heritage Trust, the Island Heritage Trust, and Maine Coast Heritage Trust as well as Holbrook Island Sanctuary on Cape Rosier. Woodenboat School is but a few miles away. Haystack Mountain School of Crafts a few more. There are amazing restaurants close by in Brooksville, Blue Hill, Sedgwick, Castine and Ellsworth. These cottages are on land that has been in my family since 1767. I am a direct descendant (by marriage) to the original innkeepers who opened their farmhouse to guests on July 4th, 1889. Their farmhouse was largely expanded upon at that time and is now called Oakland House. You will enter my Dreaming of Maine cottage property passing the Oakland House continuing to either Lone Pine or Crow’s Nest Cottage. Normally I take reservations on a weekly basis based upon my traditional Wish List process starting in February. Depending upon how the season progresses there might be short term rentals available. COVID CARE: As of this writing I am not sure what Maine’s COVID requirements will be. I follow the Maine CDC specifications for cleanliness, sanitization and spacing between guest’s occupancies. My policies may change.

That's one of two paintings I have at ArtWaves MDI Northeast Harbor Library August Art Show in Northeast Harbor, Maine.
08/07/2026

That's one of two paintings I have at ArtWaves MDI Northeast Harbor Library August Art Show in Northeast Harbor, Maine.

These days are availability as of today:Wednesday, September 16, 2026          Saturday, September 19, 2026 (minimum 3-d...
07/18/2026

These days are availability as of today:

Wednesday, September 16, 2026 Saturday, September 19, 2026 (minimum 3-day Stay, occupancy of 2)

Saturday, September 19, 2026 Saturday, September 26, 2026 (minimum stay 5 days, occupancy of up to 4)

Saturday, September 26, 2026 Saturday, October 3, 2026 (minimum stay 5 days, occupancy of up to 4)

Friday, October 9, 2026 Wednesday, October 14, 2026

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The Brooksville Public Library sold two of my paintings within the first weeks of their Summer Show. Half the proceeding...
07/18/2026

The Brooksville Public Library sold two of my paintings within the first weeks of their Summer Show. Half the proceedings go to the library. The Library has several other of my paintings on display. These two are available at my home studio.

The Blue Hill Public Library's "Paint the Peninsula" Fund Raising Art Auction is LIVE! Online bidding closes at 7:30 PM ...
07/13/2026

The Blue Hill Public Library's "Paint the Peninsula" Fund Raising Art Auction is LIVE! Online bidding closes at 7:30 PM Sat., July 18th. Closing Reception at the Library is Saturday, July 18, 5:30 - 8:00. That's a lot of fun! Go if you can. Bid at: www.fundraiser.support/BHPLptp2026

I offered two paintings:

"Charlie's Livery Landing - Pumpkin Island Lighthouse Keeper 1870-1902." Oil on 20" x 20" stretched canvas. As I painted the scene I was thrilled to chat with local residents whose families have lived at the tip of Little Deer Isle for generations. Charlie is distantly related to me. His development of the area as a tourist destination is fascinating. (Historical details in the comments)

"Goodbye Beautiful Day" - Oil on 10" x 20" stretched linen. Those who know Oakland House in Brooksville will recognize this sunset view from our family beach.








I have been out painting for Paint the Peninsula Fresh Paint Auction 2026  . This is the Annual (Fun) Fund Raiser for th...
07/05/2026

I have been out painting for Paint the Peninsula Fresh Paint Auction 2026 . This is the Annual (Fun) Fund Raiser for the Blue Hill Public Library .
Painters are to turn their paintings in on July 7th, the online auction will open July 13th and excitement will build until the final evening revealing the bid winners at 7:30 pm on July 18, 2026.
Here’s the auction information and it goes live when bidding starts on 7/13. https://bhpl.libcal.com/event/16329438
Here’s a teaser glimpse of my subjects for 2026. I will post photos of my two paintings in subsequent posts. The first was setting up for a morning, with the right tide, sketch. The second, taken by Sarah Clark Baskin while I was painting a smaller study for the submission painting I did the next day.
Blue Hill Public Library





Every day is different in some way. Yesterday, a thick layer of fog blanketed the ocean. As the sun warmed the air the f...
06/14/2026

Every day is different in some way. Yesterday, a thick layer of fog blanketed the ocean. As the sun warmed the air the fog dissipated. Here is the "bowl" of fog looking blueish as the sun was breaking through.

Monarda fistula and thee. Many of my choices of plants in my gardens are Maine natives. They always attract pollinators....
06/14/2026

Monarda fistula and thee. Many of my choices of plants in my gardens are Maine natives. They always attract pollinators.






06/09/2026

Crow's Nest Cottage is the REAL DEAL! A Century old with comfortable upgrades, heat, electricity, cozy, cozy, cozy....a kitchen, stove, clothes washer/drier too, and WiFi. All with a view and a sandy ocean beach.

Spring is here. Dreaming of Maine? Here is a relaxing, old-fashioned coastal cottage retreat. The sea is a short walk aw...
06/09/2026

Spring is here. Dreaming of Maine? Here is a relaxing, old-fashioned coastal cottage retreat. The sea is a short walk away....always in view from Crow's Nest Cottage.
Blue Hill Peninsula Chamber of Commerce








06/09/2026

Just a glimpse at what you will find when you stay at Crow's Nest Cottage at Dreaming of Maine.
Blue Hill Peninsula Chamber of Commerce






Address

38 Oakland House Road
Brooksville, ME
04617

Opening Hours

Monday 11am - 4pm
Tuesday 11am - 4pm
Wednesday 11am - 4pm
Thursday 11am - 4pm
Friday 11am - 4pm
Saturday 9am - 4pm
Sunday 9am - 4pm

Telephone

+12073594645

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