Holiday houses in Friendship

4.94 out of 5 average rating, 16 reviews

Home in Bremen

Peaceful & Cozy, A Maine Retreat

Escape to the beautiful Maine coast. Let your eyes relax in the deep green beauty of the timbers that surround this serene lake region. Our cozy, A-frame chalet minutes from Damariscotta is a rare gem that will have you coming back year after year. Take advantage of the private waterfront and swim in the pristine waters of McCurdy Pond. Eat a lobster dinner outside on the wrap-around deck or gather around the firepit and enjoy the fresh Maine coastal air. This home has relaxation in spades!

A spacious living room features two turquoise sofas, accented by an area rug with a geometric pattern. Natural light flows through the large windows, and a fireplace is positioned against the far wall. Wooden panels add warmth to the overall design.

4.93 out of 5 average rating, 55 reviews

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!

4.8 out of 5 average rating, 15 reviews

A charming waterfront building is pictured, showcasing a spacious upper balcony with light-colored railings. The structure is flanked by lush green trees and sits nestled beside a rocky shoreline, with a fishing boat moored nearby. Calm waters reflect the clear blue sky.

Home in Cushing

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.

5.0 out of 5 average rating, 13 reviews

Home in Waldoboro

Steps to Water | Wood-Burning Sauna Maine Retreat

An Airbnb Guest Favorite, Spruce Ledge sleeps 12 on the Midcoast Maine waterfront. Steps to the water, private wood-burning sauna, tennis & pickleball, paddleboards, Peloton, firepit, and a fully equipped kitchen with upper and lower dining patios. Cold plunge in the spring-fed pond or swim off the dock in the ocean. Our lobsterman neighbor sells fresh catch right off the dock. Camden, Rockport, Damariscotta & Boothbay all within 20 min. EV charging on-site. Built for groups. Made for memories.

A wooden dock extends into calm water, reflecting the clear blue sky and surrounding greenery. Trees line the shore, creating a serene backdrop for peaceful moments by the water.

4.96 out of 5 average rating, 130 reviews

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 :-)

4.97 out of 5 average rating, 381 reviews

The exterior of the cottage features a large screened-in porch framed by tall trees. A pathway leads to the entrance, while colorful shrubs and a pumpkin add seasonal charm. The serene waters of the Sheepscot River are visible in the background.

Cottage in Edgecomb

Charming Cottage With Spectacular Water View

Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.

4.93 out of 5 average rating, 177 reviews

A dining area is illuminated by natural light, featuring a dark wooden table with a decorative centerpiece of fruit. Large windows offer a view of the water and nearby boats, while comfortable seating is arranged alongside the table.

Home in Cushing

Dockside Retreat - few summer openings remain

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!

A serene landscape captures golden grass swaying gently beside calm waters at sunset. A quaint farmhouse is visible in the distance, framed by trees, with warm light glowing from windows that reflect the colors of the evening sky.

5.0 out of 5 average rating, 101 reviews

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.

Cottage in South Thomaston

An open-concept great room features high wooden ceilings with exposed beams. Large windows provide ample natural light and views of the surroundings. A comfortable seating area includes a sofa and coffee table, while a dining space with chairs is positioned near the kitchen.

Timeless Tides Cottage

This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own point with 350 feet of waterfront! Cook out on the grill, lounge on the deck or dock while taking in the wildlife on a beautiful tidal river. Watch nesting Bald Eagles and Great Blue Herons fishing! There is plenty of sight-seeing in this picturesque area. Rockland is just 10-minutes away where you can enjoy shopping, restaurants, museums, galleries, lighthouses and festivals.

4.96 out of 5 average rating, 212 reviews

5.0 out of 5 average rating, 9 reviews

Home in Saint George

Seal Ledge Retreat

Slow down and immerse yourself in the splendor of the St. George river and midcoast Maine. Perched on a ledge among spruces, you'll see seals play, bald eagles hunt, and fish school with the shifting tides. Catch mackerel and striper off the dock. Listen to the whir of hummingbirds and honeybees in the garden and owls call in the moonlight. Watch lobstermen haul their traps. Eat produce fresh from the garden. Experience Maine at its finest!

5.0 out of 5 average rating, 11 reviews

A large tree stands majestically in the foreground, overlooking calm waters reflecting a soft sunset. Small boats are anchored nearby, while a grassy area is illuminated by lights along the shoreline, creating a tranquil atmosphere by Muscongus Bay.

Home in Bremen

Cottage on the sea

The Cottage rests directly on the sparkling shores of Muscongus Bay in Bremen, Maine. This serene retreat invites you to swim, dine, and unwind as seabirds call, seals play, and lobster boats pass. Inspired by Scandinavian elegance, the home offers privacy and calm, with a private beach and direct access to the waters of the bay —perfect for a morning swim, a peaceful paddle, or simply soaking in the beauty of the Maine coast.

4.96 out of 5 average rating, 105 reviews

The two-story cottage features a welcoming front porch with a green roof and an American flag. A gravel driveway leads to the house, surrounded by trees and green lawns, offering a peaceful and private setting.

Home in Bristol

Coastal Maine Retreat · Fire Pit · Walk to Harbor

Tucked into the woods of Round Pond, one of Maine's most beloved working harbor villages, The Round Pond Getaway at Moxie Cove is your base for the best of Midcoast Maine. Walk five minutes to the water, spend evenings around the fire pit, and wake up to nothing but birdsong on the screened porch. Pemaquid Lighthouse, fresh lobster at Muscongus Bay, and the Coastal Maine Botanical Gardens are all within easy reach.

Popular amenities for Friendship holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Friendship

Holiday home in Waldoboro

A serene view from the deck showcases lush green fields bordered by trees leading to a calm body of water. The blue sky creates a bright backdrop, enhancing the natural beauty of the peaceful waterfront environment.

Oceanfront One Bedroom Apartment & Private Deck

4.96 out of 5 average rating, 52 reviews

4.92 out of 5 average rating, 48 reviews

The exterior of the cottage features a welcoming yellow door framed by two windows with light-colored curtains. Planters filled with colorful flowers are positioned under each window. A stone pathway leads to the entrance, surrounded by greenery.

Cottage in Saint George

Port Clyde! Walk to lighthouse, village, and beach

5.0 out of 5 average rating, 8 reviews

Home in Waldoboro

Marvelous Mid-Coast Maine

4.98 out of 5 average rating, 85 reviews

The cabin exterior features a red roof and log-style siding, surrounded by lush green grass. Two windows frame the front door, and a small sunroom is attached to the right. A dog is seen exploring the yard, adding a sense of liveliness to the scene.

Cabin in Bristol

Peace and Natural Beauty Surround Round Pond Cabin

5.0 out of 5 average rating, 3 reviews

Slow-Luxury Oceanfront Hot Tub, Sunset, and Dogs O

A lighthouse stands tall on a rocky coastline, surrounded by gentle waves lapping against the shore. The lighthouse features a red top and white body, while the landscape includes sparse vegetation and a small structure near the cliff, offering a serene coastal view.

5.0 out of 5 average rating, 8 reviews

Historic oceanfront home

5.0 out of 5 average rating, 27 reviews

Silhouettes of trees frame a serene water view at sunrise, reflecting golden and orange hues across the calm surface. The landscape features a distant shoreline and hints of mountains in the background, creating a peaceful natural setting.

Cottage in Cushing

Gorgeous view, location and interior.

The exterior of a single-story home is visible, surrounded by trees with an American flag flying proudly. A gently sloping lawn leads to the entrance, with large windows reflecting the soft evening light. The structure features a classic design with shingle siding.