Vacation rentals in Friendship

5 out of 5 average rating, 146 reviews

Cabin in Chesterville

Off-Grid w/ Wood Fired Hot Tub - 4 Kayaks Included

Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- excellent swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

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.

4.97 out of 5 average rating, 39 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!

Superhost

A serene waterfront scene displays a wooden dock lined with several boats, set against a backdrop of gently rippling water. Bright clouds float in a blue sky, reflecting the tranquil atmosphere of the picturesque harbor.

Apartment in Bremen

4.85 out of 5 average rating, 116 reviews

Lobsterman’s Lodge- Working Waterfront Marina!

Spectacular water views from every window in this 900 sq. ft. 2nd floor apartment built atop a stone seawall on Muscongus Bay. Spacious & affordable home-base in the heart of the Pemaquid Peninsula. You are renting the whole 3 bedroom 30’ x 30’ apartment at Broad Cove Marine. The space includes 3 water-view bedrooms, bath, a large living room with high speed internet, and a well-equipped eat-in kitchen. For a truly authentic Maine maritime experience, Lobsterman’s Lodge is the place to stay.

4.97 out of 5 average rating, 107 reviews

A charming cottage is situated amidst trees, with a gravel driveway leading to the entrance. A soft sunset is visible in the background, casting gentle hues of pink and purple across the sky, providing a serene backdrop to the peaceful setting.

Guesthouse in Cushing

Look! River Run Cottage on tidal salt waterfront

Maine the way life should be is not just an expression at River Run its a way of life. Located in Andrew Wyeth country (town of Cushing, Maine) River Run is a recently renovated 600 square ft cottage 75 ft off the St George river. It sits on 260 feet of privately owned tidal salt water river frontage just miles upriver from the Atlantic Ocean. Great for a romantic get away or to reconnect and recharge. Spend your time on the shore or sight seeing in the near by towns of Rockland and Camden

A modern country-style home is set amidst lush greenery and blooming gardens. A wooden fence marks the property’s boundary, while trees provide shade. The main structure features a series of windows, allowing natural light to illuminate the interior. The landscape reflects a serene coastal vibe.

5 out of 5 average rating, 20 reviews

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.

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, 112 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 :-)

4.95 out of 5 average rating, 147 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 - 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!

4.98 out of 5 average rating, 117 reviews

The modern retreat is nestled among trees, featuring a deck with outdoor seating and a picnic table. The structure showcases large windows, allowing natural light to fill the interior, with a welcoming red door standing out against the dark exterior.

Guesthouse in Newcastle

Modern 1-BR I Wooded Retreat I Mid-Coast Maine

Escape to your perfect Midcoast Maine base camp—just 5 min to Damariscotta/Newcastle & 1 hr 6 min to PWM. Enjoy forest views, modern comforts, and easy access to the coast. • King bed + ensuite • Fully equipped kitchen + charcoal BBQ • Vaulted ceilings, wall of windows, open layout • Private deck, fire pit • WiFi, laundry, parking • Generator (2024) for year-round comfort Ideal for foodies, outdoor lovers & oyster fans!

Place to stay in Owls Head

A charming off-grid cabin stands amidst lush greenery, featuring large front windows framed by wooden trim. A picnic table with potted flowers occupies a gravel area in front, inviting outdoor gatherings. Solar panels are visible on the roof, showcasing eco-friendly energy use.

4.98 out of 5 average rating, 246 reviews

A comforting sweet off grid cabin near the beach!

Get away from it all when you stay at our sweet little off grid cabin in the woods. A place where sleep and peace meet! Surrounded by 15 acres of woods and fields and within walking distance to Birch Point State Park, you'll have a perfect little getaway - all while being only a few minutes away from Rockland.

Guest suite in St. George

The exterior of the house showcases a two-story structure with weathered gray siding. A fenced yard features stone pathways leading to a private entrance, while flower beds add subtle color. Surrounding foliage provides a natural backdrop to the home, enhancing privacy.

4.95 out of 5 average rating, 112 reviews

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.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Hotels

Stylish accommodations with great services and amenities

Popular amenities for Friendship vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Friendship

5 out of 5 average rating, 14 reviews

A spacious house is set on a well-manicured lawn, surrounded by trees. The building features a wide porch with two turquoise chairs facing a garden, while large windows illuminate the interior. A gentle slope leads to the surrounding greenery, creating a peaceful environment.

Apartment in Waldoboro

Farmstay private entrance

4.81 out of 5 average rating, 16 reviews

The cottage is shown from an elevated angle, surrounded by greenery and trees. A set of wooden steps leads up to the porch area, which features seating. Large windows provide a view of the natural surroundings and the peaceful landscape extending beyond.

Dome in St. George

Historic Cottage w/ Harbor View

5 out of 5 average rating, 12 reviews

A spacious yard features lush green grass and well-maintained landscaping. Two buildings can be seen: a gray cape-style home with multiple decks and a rustic structure. White outdoor furniture is positioned for relaxation, with trees providing a serene backdrop.

Home in Bremen

Authentic Maine Harbor 5 Bedroom Home

5 out of 5 average rating, 47 reviews

Two adirondack chairs are positioned by the water's edge, framed by lush greenery. The tranquil cove reflects the blue sky and surrounding trees, creating a natural backdrop for relaxation. The scene captures a peaceful moment in a private outdoor setting.

Guesthouse in Cushing

The "Fish House": Salt Water Cove Carriage House

4.88 out of 5 average rating, 32 reviews

A calm waterway reflects the tranquil shoreline, with a forest of trees lining the background. In the distance, a house can be seen, surrounded by nature. The image depicts the view from the bow of a kayak, emphasizing a serene and peaceful outdoor environment.

Campsite in Friendship

Seaside Glamping in Retro Camper for 2 guests

4.96 out of 5 average rating, 24 reviews

A contemporary cottage is showcased against a backdrop of towering trees and lush green lawns. The structure features a welcoming entryway, large windows, and a broad roofline. Surrounding gardens with varied shrubbery add to the natural ambiance of the property.

Cottage in Friendship

Private Contemporary Cottage on 6-acre Peninsula!

Superhost

A serene cottage is framed by lush greenery and blooming rhododendron. The structure is characterized by a metal roof and large windows, allowing natural light to fill the interior. A well-maintained lawn adds to the inviting outdoor space.

Home in Bremen

4.9 out of 5 average rating, 86 reviews

Greenland Cove Coastal Cabin

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.