Vacation rentals in Friendship

Condo in Old Orchard Beach

A sandy pathway is bordered by tall grasses, leading directly to a calm blue ocean. The serene waters meet a light sky, creating a tranquil scene that suggests easy access to the beach.

4.73 out of 5 average rating, 118 reviews

Attractive 1 bedroom cabin only 50 ft from beach#1

nestled in a restful pine grove just 50 feet from Maine’s finest beach. These 8 one & two bedroom charming Old Orchard Beach Cottages are decorated in a modern beach theme, providing guests with the modern conveniences of today. Conveniences include Smart TVs with Amazon Fire Sticks, Wi-Fi, individually controlled heat & air conditioning, fully equipped efficiency kitchenettes, & private baths. Ideal for group getaways! Enjoy the privacy of your own seaside cottage, oh, so close to the beach.

4.92 out of 5 average rating, 74 reviews

A modern kitchen is displayed, featuring a central wooden island with two stools. Stainless steel appliances, including a refrigerator and oven, are complemented by white cabinetry and a tiled backsplash. Natural light floods the space, accentuating the clean lines and functionality of the area.

Apartment in East End

East End Rental, Portland, Maine

Visit Portland, Maine! We offer a nicely renovated, quirky, third floor (two flight walk-up) three bedroom living space as a vacation rental. East End - Congress Street, foot of Munjoy Hill, city side (near Otto's East End Cafe). Great area! Very sunny non-smoking building with panoramic views of the city and water! Private, brick side walk and courtyard with zen gardens to relax in. Steps away from bakeries, coffee shops, restaurants, yoga studios and shopping. STR Registration #2018-3625

5 out of 5 average rating, 50 reviews

The image displays a picturesque oceanfront cottage surrounded by lush green grass, with the ocean visible in the background. The deck of the cottage is partially shaded by an umbrella, while neighboring houses and rocky shorelines complete the serene coastal setting.

Home in Peaks Island

Ocean Paradise Sunrise/Sunset Peaks Portland

Wonderful Ocean-front location offers broad, breathtaking views from every room and easy access to the water's edge. Adorable 2 Br, 1.5 BA cottage recently completed, high-quality workmanship. It is a well-appointed year-round island home with radiant heat, Jotul stove, air-conditioning, fabulous deck, security and sprinkler systems, built-ins, stylish kitchen with concrete countertops, hardwood floors,vaulted ceiling in LR. This home is walkable to 'down front' yet removed from congestion.

4.83 out of 5 average rating, 6 reviews

Home in Boothbay

Tailwinds - Upscale Oceanfront! Stunning Views!

Welcome to Tailwinds in East Boothbay, where you will enjoy stunning sunsets over Linekin Bay from the comfort of this beautifully updated home. Formerly a B&B, this is a perfect place to gather frinds and family with en-suite baths 2 living rooms and a large porch. You will also find all new beds and furniture, luxurious 100% cotton linens, and AC window units in the bedrooms. Located between downtown Boothbay Harbor and Ocean Point, this is a gorgeous spot for your next family vacation!

Apartment in Old Orchard Beach

A spacious living area features a large brown leather sectional sofa arranged around a light wooden coffee table. A flat-screen television displays a coastal scene. Natural light pours in through adjacent windows, highlighting the wooden ceiling and the light-colored walls.

4.92 out of 5 average rating, 24 reviews

Boho Beach Escape: Top-Floor Condo

Soak up the sun at our charming Old Orchard Beach retreat! Just steps from the sand, this spacious beach house is perfect for families. Enjoy ocean breezes and on-site fun after a day at the beach. Explore nearby arcades, shops, and restaurants. Comfy beds and a relaxing atmosphere await you! Our peaceful haven is nestled away from the hustle and bustle yet close to attractions. Enjoy cozy beds, a nostalgic record player, plush robes, an OLED smart TV, and sound machines in the bedrooms.

4.98 out of 5 average rating, 51 reviews

A wooden staircase leads upward, illuminated by natural light. A framed art piece hangs on the wall, and a potted plant is positioned on the landing. The railing features a curved design, complementing the warm wooden tones of the stairs.

Guesthouse in Belfast

Adorable cottage 5 minute walk from downtown

Newly custom renovated 1 BR, 2 floor cottage 5 minute walk from downtown, 2 minutes from farmers market & bay. Each floor has a balcony for AM coffee/evening drinks. Loft style master BR connecting bathroom, first floor kitchen/living room combo - full (compact) kitchen - Custom woodwork, great design. Bathroom accessible from 2nd Fl BR. (The couch was recently replaced it’s not the one pictured (it’s actually much more comfortable) Crib available upon request No pets No smoking

4.96 out of 5 average rating, 24 reviews

A charming cottage is framed by lush green trees, showcasing its light yellow exterior and welcoming front door. The grassy area surrounding the home offers a tranquil setting, and the clear sky above adds to the serene ambiance.

Guesthouse in Islesboro

Milk House

nice little vacation cottage in Dark Harbor, near to everything. queen sized bed, so sleeps up to two in a quiet island location for short or medium term stays. most reasonable amenities provided; hiking or social recommendations are available on request. (Wi-Fi speeds are excellent, although I was not able to use AirB&B's official Wi-Fi measurement option.) *Please be aware, this property is on an island, which must be accessed by boat or ferry, so service can be interrupted.

5 out of 5 average rating, 14 reviews

Stunning Beachfront Dream Home

Experience ultimate luxury at this newly built (2023) beachfront home, featuring breathtaking ocean views from nearly every room. With high-end finishes, two gourmet kitchens, and a spacious living area, every detail is designed for your comfort. An elevator provides easy access to all three levels. Fully furnished for a turnkey stay, relax as soon as you arrive. Don’t miss the chance to stay in this dream home—perfect for creating unforgettable memories with friends and family!

4.85 out of 5 average rating, 117 reviews

An outdoor deck offers a view of the river surrounded by trees. Sunlight casts gentle shadows on the wooden deck, highlighting its natural grain. Calm water reflects the greenery, creating a serene atmosphere. A paved area is visible nearby, providing additional outdoor space.

Guesthouse in Ellsworth

Large adorable 1 bedroom loft with ocean frontage

What you will love - Modern living space - Ocean Access - Frontage on Union River - Close to everything - but seems like you are in the woods. - Abundant wildlife - Store within walking distance - Outdoor deck on river - Views of Ellsworth Harbor - Full kitchen and laundry - Full bath and Half bath for guests - Air conditioning - Upscale Contemporary Decor - Situated on a 10 acre lot, with large lawn, pond, and within a 2 minute drive to downtown Ellsworth Maine.

Townhouse in Old Orchard Beach

An inviting entryway is presented with a white wicker table and two blue-accented chairs. A large sign displays the name 'Beach House' against a turquoise background. Decorative items, including a glass jar and framed message, enhance the welcoming atmosphere, complemented by light-colored siding.

4.89 out of 5 average rating, 9 reviews

Unit 3 Getaway - Perfect for Families!

Unit 3 **Have a large group ask us about renting all 3 units sleeps 22** This 2 bedroom, 2 bath unit has been completely renovated. Only steps to the beach, this basement unit is literally just one block away from public beach access, and will sleep up to 6 people. Off-street parking, private picnic area and large gas BBQ grill. You will need to bring your own sheets, pillow cases and towels. Check in Saturday after 3PM, check out the following Saturday by 10AM.

A small cabin features a welcoming front porch with two red adirondack chairs. The exterior is light-colored with blue shutters and a white door. A wooden ramp and steps provide access, surrounded by grass and shaded by trees, offering a comfortable entrance to the space.

4.86 out of 5 average rating, 14 reviews

Peaceful Sun and Fun Cabin-B

Your well needed relaxing and peaceful getaway awaits in this newly renovated cabin centrally located on a quiet safe street with short walk to the beach, restaurants, and Pier and amusements. This newly renovated 1-bedroom cozy cabin is perfect for a those looking to spend a peaceful and lovely time near the white sand in Old Orchard Beach. There is a hiking trail and biking trail beginning at the end of our street.

Apartment in Old Orchard Beach

A spacious deck offers a wooden table and seating arrangements, providing views of the sandy beach and ocean. The open sky is adorned with fluffy clouds, and a walkway can be seen leading towards sunbathers along the shoreline.

4.68 out of 5 average rating, 31 reviews

Relaxing BEACHFRONT in southern Maine( B)

Enjoy a sun-filled vacation relaxing and taking in the sweet scented ocean Breeze. This property is Located right on beautiful "Grand beach"! Perfect for walks or jogs to the “Old Orchard Beach Pier” or the “Pine-Point Jetty”! Close to everything southern Maine has to offer! You will want to visit year after year and you will never tire of what southern Maine has to offer. Inquire NOW! Oceanfront is hard to find!!!

Vacation rentals for every style

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Popular amenities for Friendship vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Friendship's top sights

Olson House7 locals recommend

Wallace's Market5 locals recommend

Jameson Point Lobster7 locals recommend

Other great vacation rentals in Friendship

The living area features a large sectional couch with colorful accent pillows. A round coffee table sits in front, and a Smart TV is mounted on the wall. The adjacent laundry area includes a full-size washer and dryer, visible through an open doorway.

4.88 out of 5 average rating, 25 reviews

Walk to beach, shuffleboard, and bunk room

5 out of 5 average rating, 103 reviews

An outdoor seating area is presented with a spacious sectional sofa made of dark wicker, positioned under a covered patio. The lawn extends towards the private sandy beach and dock by the lake, with a view of kayaks and trees in the background.

Cottage in Belgrade

Lakefront Home, Sandy Beach, Belgrade Lakes Maine

4.97 out of 5 average rating, 63 reviews

A sunlit porch features a natural wood ceiling with exposed beams and a cozy seating area. A round glass table is accompanied by black chairs, while a comfortable sofa is positioned nearby. A decorative wall of wood slices adds a rustic touch.

Home in Gray

cozy 3 bedroom ranch with deck and screen porch

4.71 out of 5 average rating, 115 reviews

Home in Ellsworth

Bayside Gem@Acadia National Park

4.95 out of 5 average rating, 43 reviews

A deck overlooking a serene lake is presented, featuring a green hammock suspended between two posts. The wooden boards reflect a rustic charm, while surrounding trees provide a natural backdrop. The expansive water glimmers under a partly cloudy sky.

Home in Otis

Lakeside Landing

5 out of 5 average rating, 101 reviews

Two black Adirondack chairs are positioned around a stone fire pit on a stone patio. In the background, a serene view of Winnegance Creek is visible, framed by trees and a cloudy sky.

Home in Bath

Waterfront Farmhouse with Modern Flair!

A bright kitchen space showcases white cabinetry and stainless steel appliances. A large island with granite countertops features seating for three, complemented by pendant lighting. An adjacent dining area is visible with a table designed for six, creating an open, inviting environment.

4.98 out of 5 average rating, 89 reviews

Woods Lane Golf and Beach Vacation