Reservations and News

Crow's Nest Cottage Availability for the 2024 season:

I prefer not to rent on a short stay basis, but for a week at a time, or as listed to accommodate the availability of my housekeepers and laundry services. 

These dates are available as of this writing:

Arrival Date                                        Departure Date

Monday, June 10, 2024                    Monday, June 17, 2024
Monday, June 17, 2024                    Thursday, June 20, 2024
Thursday, June 27, 2024                   Sunday, June 30, 2024 
Saturday, July 20, 2024                    Saturday, July 27, 2024
Sunday, August 4, 2024                    Sunday, August 11, 2024
Sunday, August 11, 2024                  Tuesday, August 13, 2024
Tuesday, September 27, 2024           Friday, October 4, 2024
Friday, October 4, 2024                    Friday, October 11, 2024
Friday, October 11, 2024                  Wednesday, October, 16, 2024

If you would like to reserve please email me letting me know how many people and children’s ages. Maximum occupancy is 5. I will respond within the day if I get your request before the evening. Thank-you for your interest in a vacation at Dreaming of Maine.

End of Season will be on October 16th, 2024. Thank-you so much for vacationing at Dreaming of Maine. It is always wonderful having you. 


While I don't have an official Art Gallery of my own. I often sell my paintings to friends, guests, and the general public to benefit various local organizations.

Guests sometimes ask to buy a painting off the walls of a cottage. I can't necessarily do that right then as I may not have a good replacement. However, I may have something that sooths your soul, so please inquire. Or, I might have one in the works.

  • I started this plein air oil painting in the late afternoon last fall. I finished this 12" x 24" (size of the canvas before the frame) painting during the winter. Blueberry Barrens in Fallow Year Looking Toward Blue Hill Bay and Long Island It will be for sale at the Brooksville Public Library July/August 2024 show.

  • I love going to the exposed ocean to see the surf. This day was foggy/drizzly and I was lucky to get photos. This was a composition of my sense of the scene. I did several studies for a larger painting last winter. Misty Surfside. This is one of the studies. It's oil on oil painting paper backed by archival foamcore, 9" x 12" (size before the frame). It will be for sale at the Brooksville Public Library July/August 2024 show.

  • I have sailed in Eggemoggin Reach many times. This pen and ink/watercolor was done in my studio from my own photo references. Pumpkin Island Lighthouse from the western side of the island. On cotton cold press watercolor paper.

  • I started this plein air one morning in the summer of 2022. Oh! The tide came in so fast, it was soon at my feet. So I finished this 12: x 24" painting last winter. It will be for sale. I painted a small study too that will also be for sale (not pictured here). SOLD

    Maine Island and the oncoming tide
  • I painted this 11 x 14 oil painting from a photo that I took at one of my husband, Jim Littlefield's, lobster picnics on the beach at Oakland House years ago. The Lobster Picnic. My photo was used, by my permission, by the Maine Tourism Association and the Blue Hill Peninsula Chamber of Commerce for many years.  SOLD

    Lobster picnic on the beach in Brooksville, Maine

    I started this en plein air last summer (2023) and finished it in my studio this winter. My own photo references. It's at Day's Early Light at Grindstone Neck with the sun shining off the pink granite chunks along the shore. It's a 12" x 24" canvas (before the frame).

    I started this en plein air in August, 2022 and finished it in my studio this winter (2023). It's 12" x 24" without the frame. View from Caterpillar Hill Looking Southeast. The Deer Isle Bridge can be seen in the top right quadrant.

    This I painted in my studio from photo references I took of the
    Marsh at Cape Elizabeth, ME. To benefit the Arts and Crafts sale at my church last December, 2023. SOLD

  • There I am having a blast...painting au plein air. Photo by my friend Sara.
        Sally Littlefield painting en plein air.
    See mine and others' work on line on Facebook and/or Instagram @dreamingofmaine where I often post my art work.

    I plan to paint en plein air all summer and in my studio in the winter. I expect to have more ready for new homes soon. Stay in touch. Sally Littlefield

    If you'd like to make a reservation for next year my process is this: I collect guests’ Vacation Wishes in my “WISH JAR.” After the first of the Year, I start putting together my reservation board and contacting people about their preferred vacation times. The process will take several months as I figure my rates and the time slots that are available. I ask people to be as flexible as they can.  I try to make everyone happy and sometimes ask people if they can juggle things around. This method has worked pretty well for many years. I have some guests who have raised their children here in the summer and who now have grandchildren. However, I always have a few spaces for people for whom this will be their first experience at this historic property.


    In order to provide a day of "grace" for my housekeeper and myself at times, I’ve left a day or two between departures and arrivals so that has meant that my stays do not always start on a Saturday and end on a Saturday. I prefer not to rent on a short stay basis, but for a week at a time. This has worked well in the past. Thanks.

    If you would like I will add your name and information (preferred vacation times, how many guests, children’s ages etc.) to my WISH JAR and be in touch as I get things organized after the first of the year.

    New Lady Slipper Shop and Housekeeping cottage

    Lady Slipper stained 'to match' with all the fancy trim.

    You will recognize the lamp post but we made some changes.

    A wonderful opportunity to plant a new 'Polinator Garden.'

    Native perennials to support local pollinators and butterflies.