Vacation rentals in Friendship

Cozy Style Harbor Master’s One Bedroom Cottage

This memorable cottage is anything but ordinary. Waterfront cottage situated in Hatchet Cove. So much to see and do, just a short drive to experience Damariscotta, Whale Watching, or a day at Pemaquid Beach, explore Boothbay or Rockland Harbors. This quintessential one bedroom cottage is one like no other with all the comforts of home. If you’re a lobster lover then this is the place to be. A short walk to our wharf to fetch your fresh lobsters and steam them right next to your private deck.

Captain's Quarters

Welcome to Captain's Quarters, a charming home in Friendship, ME built by a local boat builder. With nautical flair and a cozy feel, it's nestled on a private lot with a small stream and forested backyard, a couple minutes from the main road and a public boat launch into the harbor. There are 3 bedrooms (one with an office), a fully equipped kitchen, and a spacious living area with a fireplace. Colorful decor creates a warm and welcoming atmosphere for relaxation or focus. Book your stay today!

Friendship Coastal Cove Cottage

Beautiful modern country style seacoast retreat. The home is one level with a series of living spaces all oriented to take view of Hatchet Cove in the quaint seaside coastal fishing community of Friendship. Sit back and relax with a book and gaze at the eagles as they soar by or at the beautiful seaside gardens. If you are looking for a peaceful and relaxing retreat along the coast of midcoast Maine, our place will not disappoint. There is a small private local beach up the point.

Dockside Retreat - 2025 booking quickly

This beautiful, newly renovated home is three bedrooms and two bathrooms, with an open living and dining room waiting to give your family or group of friends the ideal Maine vacation experience! On site parking, a lovely yard, a new sauna on a beautiful deck overlooking the water, nearby fields and steps away from the famous Olson House on one side, you can sit on the deck and overlook the working lobster wharf with fishermen coming and going daily on the other side!

Vintage ISLAND farmhouse, BYO boat/kayak. Unique!

A Midcoast Maine island paradise. Bring (or rent) your boat/kayak and taste for adventure. Secluded circa-1850 saltwater farmhouse, 1/4-mile private shore. No plumbing (outhouse, rain-barrel showers). No electricity (candles, lamps, flashlights; solar phone-charging). One mile from Friendship Harbor town landing. Beach, wharf, boathouse, forest trails, blueberries, kayak adventures, dark night skies, lobsters, peace, quiet. Note: Inaccessible at dead-low tide.

Tall Spruce Cottage

Comfortable cottage in the rural town of Cushing, known for its natural beauty that inspired many of Andrew Wyeth's work including "Christina's World" and the Olson house. The cottage is on the same property as my home. The cottage is a one bedroom space with a full kitchen and bathroom. There is also a woodstove if needed during the colder months. Laundry is available downstairs.

Oceanfront One Bedroom Apartment & Private Deck

Beyond an enclave of lobstermen,hidden among fields,our waterfront retreat invites you to slip away from the fray, where the gentle hum of an alpaca greets you.Relax on your deck,nudged by soft ocean breezes,listening to the far-off call of the gulls over Broad Cove. Take it easy at this unique and tranquil getaway.

Island View Farm

When you are thinking of getting away or just need a rest, come and go glamping on our mini-farm. We would love to share our beautiful view and outstanding sunsets. Nighttime offers amazing stars (when cloudless) and sounds of the country. This family setting is perfect to settle in for a week or two.

Between the Woods and the Water

"Between the Woods and the Water" is located half way from Port Clyde to Tenants Harbor, Maine. These two lobster fishing villages, on the St. George peninsula of Maine, feature a town beach, Marshall Point Light House, and quick access to the ferry to Monhegan Island.