Penny Brook logo with a stylized signature above the website name and location in Litchfield County, Connecticut.

Perched on a small hill overlooking the picturesque town of Falls Village, Pennybrook Cottage offers the perfect retreat to experience the beauty of Litchfield County, CT. Enjoy local cafes, scenic hikes, farm stands, and antique shops, or stay in and unwind in our expertly curated New England getaway.

Welcome to Pennybrook

  • Living room with beige and white furniture, wooden accents, artwork and decorative items, two windows with white shades, natural light, and a patterned rug.

    The Cottage

    The perfect retreat for small families, couples, or friends seeking the tranquility of rural Connecticut, Pennybrook blends heritage charm with modern comfort for a stay that’s both stylish and inviting. Make it your escape to slow down, settle in, and feel at home.

    Step Inside

  • A red covered bridge over a flowing river surrounded by green trees and foliage on a sunny day.

    Things to Do

    From garden tours and antique shops to award-wining restaurants, scenic Appalachian Trail hikes, and beyond, Northwest Connecticut has something to offer everyone. Beyond Litchfield County, the Hudson Valley and Berkshires are a short drive from the cottage.

    Explore the Area

  • A cozy kitchen with cream-colored cabinets, wooden countertops, a stainless steel sink, and a stainless steel stove with a chimney hood. There are two windows with light-colored curtains, and a glass door with wooden framing leading outside. Decor includes a vase of yellow tulips and some cutting boards.
  • Cozy living room with wooden coffee table, vase with flowers, books, and a lit candle, sofa with decorative pillows, window with natural light, and framed pictures on the wall.
  • Living room with beige sofas, decorative pillows, a coffee table with books and a flower vase, a lit candle, and a wooden bookshelf in the background.
  • A cozy bedroom with a neatly made bed, beige headboard, dark patterned pillow, white pillows, and a beige quilt, with natural light coming in through wooden-framed windows, and a wooden dresser with a lamp and vase of flowers.
  • Living room with a brown high-back chair, a round coffee table with books and a vase of flowers, a dark TV stand with a mounted TV, and a brick fireplace with a mirror above it.
  • Outdoor patio dining area with wooden table, chairs, a large white patio umbrella, a vase of yellow tulips, stacked plates, and glasses in front of a white house with glass-paneled doors.
  • Bathroom with black wallpaper featuring a beige floral pattern, white pedestal sink, large black-framed mirror, chrome faucet, a bottle of soap or lotion, a small vase with flowers, a towel hanging on a wall hook, and a window with cream and black striped curtains.
  • A cozy dining room with wooden paneling, a rectangular wooden table with a gray tablecloth, and six wooden chairs. There is a glass vase with green foliage on the table. Large windows with blinds let in natural light. A small black sideboard with a coffee station is against the wall, and a coffee machine and kettle are on top. The room has a rustic, inviting ambiance.