Lóistíní saoire ar cíos i dteach in Friendship

Sloop Days Oceanfront Retreat

Welcome to Sloop Days at Naughty Pine in Friendship, Maine! Overlooking Friendship Harbor, this year-round artist retreat offers a serene oceanfront escape. Surrounded by the beauty of lobster country & two working lobster wharves. Friendship is known for its lobster-fishing heritage, scenic nature preserves, and attractions like the Sloop Society's Festival & History Museum. Nearby dining & groceries provide everything needed for an inspiring getaway. Book now to experience Friendship's charm.

Family Escape w/ Kayaks, Hot Tub, & Water Access

Slow down & reconnect at our family-ready farmhouse near MidCoast Maine’s top towns. With 2 kitchens, kayaks, hot tub, Peloton, toys & more, it’s perfect for cozy nights in or adventures out! Spacious, peaceful & thoughtfully stocked for all ages “Completely blown away...this little gem has everything a family or two could want!” HIGHLIGHTS ✓ On-site fun for multi-gen groups ✓ 2 kitchens + great room = perfect group flow ✓ 11 private acres ✓ Just mins to iconic coastal Maine spots like Camden

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!

Downtown-Walk to All Things Rockland

Cute, convenient, and clean recently renovated 1930’s cottage has two bedrooms, sleeps 4, a private backyard, and is within walking distance to downtown, restaurants, nightlife, co-op & supermarket, museums, shops, art galleries, Harbor Park, ferry and the waterfront. Enjoy off-street parking and an ocean view with the sun glistening off the harbor at the end of the street. This is a perfect home-base for a coastal Maine vacation and festivals. Discounts offered for weekly and monthly stays!

Unique Octagonal House with Private Beach!

With unforgettable ocean views, sunsets over the water, luxurious decor, and a full list of amenities, this unique octagonal post and beam house is a true architectural wonder. There’s even a private beach! The Octagon is the ultimate Maine getaway that offers a perfect blend of serene nature and convenience to Rockland, Tenants Harbor, Owl's Head, Port Clyde, Camden and more. The view simply can’t beat from every room in the house! Great for a honeymoons, anniversaries and romantic getaways.

Hermit Thrush House

The 1 bedroom, 1 and 1/2 bathroom with laundry apartment is located at: 19 POORHOUSE COVE ROAD in South Bristol, Maine 04568. The apartment has skylights in the living room and kitchen and is located on a private property as a stand alone guest house. Close to Christmas Cove, Wawenock public/private golf course and 15 miles from scenic Damariscotta and the Pemaquid peninsula with a public white sand beach. Our waterfront is Poorhouse Cove, an estuary off of the Gulf of Maine, Atlantic Ocean.

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.

Maine Waterfront Hideaway

You won't find mobs of tourists here but you will experience a working lobstering village in Maine. Sit back, relax and enjoy the quiet and privacy of 2+ acres at the end of a dirt road with a huge dock located on a tidal cove. Great for family reunions with lots of space and activities for folks of all ages. We focus on making the house comfortable and don't want you to worry about the little things like feet on the couch, water rings on the table or a broken glass. Life happens :-)

The Round Retreat - Tenants Harbor

Welcome to The Round Retreat in Tenants Harbor! This unique home offers guests a one-of-a-kind experience in a setting that's truly breathtaking. The open floor plan and expansive windows allow for easy flow between the living, dining, and kitchen areas, making it the perfect space for entertaining or simply relaxing with loved ones. At only 20 minutes from Rockland and 35 minutes from Camden, you're never far from the best food and culture that the Midcoast has to offer!