Simplify - New Offering 2023!

Simplify is a spacious and comfortable new home on Caterpillar Hill in Maine, with stunning views of Walker Pond, Penobscot Bay, and the Camden Hills. Relax on the deck and enjoy the sunset while listening to the loons call to each other on Walker Pond.

Please note that from the last week in June through August, in general and for most properties, there is a 7 – night minimum stay from either Saturday to Saturday or Sunday to Sunday. Please call us for assistance or for special requests and we will be happy to accommodate whenever possible.



Oct-2023 Jul-2024

Simplify - New Offering 2023!

Sedgwick 7 Guests  3 Bedrooms 4 Bathrooms (bathroom on main floor)



In Town





Pets are allowed.

Cost/Night: low $350 - high $350

Property Description

Simplify, a wonderful new offering for 2023, is a spacious, comfortable home located on Caterpillar Hill with beautiful westerly views of Walker Pond, Penobscot Bay and the Camden Hills. Enjoy sitting on the deck and watching the sunsets while listening to the loons call to each other on Walker Pond. The location of Simplify is 10-15 minutes from the following towns: north to Blue Hill, east to Brooklin, south to Deer Isle/Stonington and west to Brooksville. Walker Pond, a freshwater swimming and fishing pond is minutes away, as is Nichols Day camp, a well-loved children’s camp. Within 5 minutes of Simplify is the Lobster Lady Seafood Restaurant, El El Frijoles Mexican Restaurant, Roaring Lion Farm and Market, Eggemoggin Country Store and Strong’s Brewery.


Simplify has 3 bedrooms, 2 full baths and 2 half baths. The first floor has an open concept kitchen, dining and living area with a cathedral ceiling, great westerly views and a Smart TV. The half bath on the first floor houses the washer/dryer. Rounding out the first floor is the primary bedroom with a king Tempurpedic mattress, small office area, and private bath.


The second floor features a mezzanine overlooking the living area, two bedrooms and a full bath. One bedroom has a queen bed with a large walk in closet. The second bedroom has a twin bed and a comfy seating area. The basement features entertainment including a ping pong table, Smart TV, DVD player, a large selection of DVDs, two recliners, games and puzzles. The basement also has a king bed, sleeper sofa, half bath and sliding door that exits to the fenced back yard area.


Simplify welcomes dogs with owner approval, with an additional fee of $150 and signed dog agreement


Dishwasher Washer/Dryer Internet Cable/Satellite TV Heat BBQCharcoal Phone In Unit Mooring Private Dock/Pier Deck Furniture

Pets Allowed Handicap Accessible Outdoor Shower Outdoor Seating Fireplace Wood Stove Kayak Canoe Lobster Pot

Sleeping Situation

1st Bedroom
Level: First
Type: King
2nd Bedroom
Level: First
Type: Queen
3rd Bedroom
Level: First
Type: Twin
4th Bedroom
Level: Basement
Type: King


Simplify - Amazing Views!

August 3, 2023

beautiful home with just about anything you could need! we were two adults and three pre-teens and everyone had plenty of space for privacy and for hanging out. the view of (and easy access to) walker pond can’t be beat! just gorgeous.


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