Rockland vacation rentals

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.

4.92 out of 5 average rating, 74 reviews

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

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!

Cottage in South Thomaston

A serene ocean view showcases a sailboat gliding across calm waters, framed by lush greenery and a rocky coastline. The expansive sky is filled with soft clouds, creating a tranquil atmosphere that invites relaxation and reflection.

4.95 out of 5 average rating, 104 reviews

Cottage by the sea private oceanfront shoreline

Breathtaking oceanfront private cottage. Spiral staircase to second floor bedroom. Sliding glass doors open to wrap-around deck and lawn that slopes to Ocean. 300 + feet of deep water frontage. Separated from lawn by broad rock ledge. Perfect spot for sunbathing or having a campfire in the evening. Enjoy your morning coffee watching lobster and sailboats in the Mussel Ridge Channel. Unbelievable and peaceful views out to ocean and north to the Camden Hills. Unparalleled views everywhere.

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.

4.85 out of 5 average rating, 114 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.

4.99 out of 5 average rating, 123 reviews

A screened porch offers a view of Penobscot Bay, featuring two green wicker chairs adorned with floral cushions. The scenery includes a lush lawn and Adirondack chairs positioned for relaxation, with water visible in the background and distant hills framing the horizon.

Cottage in Belfast

Spectacular Cottage on Penobscot bay in Belfast

Spectacular cottage on Penobscot bay in Belfast. The cottage is focused on the views from the great room and screened porch. You’ll love the spacious, clean, open cottage with a complete kitchen and propane fireplace. Sit on the porch with a book/glass of wine and watch for seals and schooners. Easy access to the shore along a gradual path and short boardwalk. Great amenities and comfort for vacationers both young and old. Perfect for couples and families (with kids).

A bright dining area features a large glass table surrounded by six black wooden chairs. Natural light filters through three large windows, and a simple floral centerpiece sits at the table's center. A modern chandelier hangs above, complementing the neutral-toned walls.

4.83 out of 5 average rating, 139 reviews

Fall in LOVE With PORTLAND, MAINE

Portland and its surrounding areas is a FOODIE's paradise. Our comfortable home is perfect for Family or Friends to enjoy Portland's charm. Approx 3 miles from Portland Jetport and 90 miles from Boston Logan airport. Walk to downtown or the Old Port on the waterfront. The surrounding areas offer fine beaches and beautiful scenic towns guaranteed to make you want to come back and visit this best kept secret again!

4.98 out of 5 average rating, 51 reviews

Home in Boothbay

Postcard views, ocean front and idyllic cove

Cozy and comfortable unique home nested on the granite ledge at the mouth of Little River and the open ocean in East Boothbay, Maine. Marvel in glorious views from every window, deck and porch. Soak in the salt water hot tub, light up the evening by the outdoor fireplace or just get lost in the starry night sky. Most of all, enjoy every moment and make lifetime memories!

4.92 out of 5 average rating, 142 reviews

The view from the balcony displays trees framing the Sheepscot River. Nearby cottages with varying roof styles are visible alongside the water, with a pier extending into the distance. The sky is partly cloudy, adding depth to the serene landscape.

Townhouse in Edgecomb

Joyful Maine Escape: 3 Bdr. Waterview Townhouse

A spacious townhouse to vacation with 3 bedrooms and view of the Sheepscot River. This stylish, relaxing townhouse is perfect for family and friends looking for a Maine retreat. Relax by the fire pit on the patio or on the balcony overlooking the Sheepscot River after a day of kayaking, antiquing, or an evening in nearby Wiscasset. Pets Welcome! Self Check In/Out

4.79 out of 5 average rating, 110 reviews

The image captures a serene coastal scene during sunset. Silhouetted figures sit on large rocks, overlooking calm water reflecting soft hues of orange and blue. A distant island is visible, framed by trees, creating a peaceful, natural setting.

Home in Stonington

Island Getaway - 4BR House (Ocean Views)

★ You will be walking distance from downtown Stonington where you can enjoy local shops, artwork and immerse yourself in the island community. A delightful in-town home with views of Stonington Harbor! The property has a large yard with minimal traffic, perfect for families or a friends getaway. ★ Complementary Kayaks Rentals when you stay 3 nights or more!

4.93 out of 5 average rating, 16 reviews

Cottage in Bristol

Coast of Maine Cottage: Blue Moon Cottage

Quaint cottage nestled at Pemaquid Point.Relax in the screened in porch, lock eyes onto blue sea, Two bedrooms:queen bed, two twin beds, knotty pine paneling in all rooms, living room affords comfortable seating, brick fireplace, perfect off the grid vacation as sounds of ocean lull you sleep day and night.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Popular amenities for Rockland vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Rockland's top sights

Farnsworth Art Museum178 locals recommend

Samoset Resort11 locals recommend

Primo Restaurant115 locals recommend

Rockland Breakwater Light99 locals recommend

Hannaford Supermarket72 locals recommend

Home Kitchen Cafe55 locals recommend

Rockland apartment rentals

4.83 out of 5 average rating, 173 reviews

The living area features a cozy seating arrangement with a dark leather sofa and a plush red armchair. A wooden coffee table sits in front, adorned with a candle and decorative items. Large windows allow natural light to brighten the space, complementing the cheerful decor.

Apartment in Hallowell

3 bed up apt with no cleaning fee or checklist

Apartment in Downtown Portland

A spacious studio is highlighted by exposed brick walls and large windows draped in light curtains. A cozy sofa faces a round coffee table, with a bed in the background. The kitchen area features modern appliances, and warm wooden flooring runs throughout the space.

4.79 out of 5 average rating, 106 reviews

Old Port apartment

4.91 out of 5 average rating, 558 reviews

A comfortable living area features a sectional sofa accented with decorative pillows. A coffee table with books rests on a light area rug. Natural light filters through the windows, enhancing the calm ambiance of the space with a view leading to a bedroom.

Apartment in West End

Sophisticated Charm at an unbeatable price!

4.89 out of 5 average rating, 199 reviews

A clear view of Penobscot Bay is captured from the rooftop, highlighting the water and surrounding landscape. The image showcases a variety of parked vehicles and buildings along the shore, with a bridge visible in the distance under a bright blue sky with scattered clouds.

Apartment in Belfast

Sunny apartment overlooks Main St.

A spacious living area features an inviting arrangement of a light-colored couch and a blue patterned area rug. A coffee table sits in front of the seating, while a guitar rests against the wall. Light enters through windows, illuminating the open design of the space.

4.92 out of 5 average rating, 118 reviews

The Brew House - 2nd Floor Private Apartment

5 out of 5 average rating, 117 reviews

A bright open-plan kitchen and living area is highlighted by modern appliances and a dining table for four. Natural light fills the space through a window, and ample seating is provided by a comfortable armchair and a small side table.

Apartment in Ellsworth

Lovely two bedroom detached apartment.

A spacious living area features a blue area rug with a geometric pattern on white wooden floors. A green couch is draped with blue and white pillows, accompanied by a light wooden side table. A rocking chair sits near large windows, allowing natural light to illuminate the room.

4.84 out of 5 average rating, 116 reviews

Sunny, Airy Portland East Bayside 2 Bedroom

5 out of 5 average rating, 133 reviews

An open living area features a dark leather sofa accompanied by a small coffee table with a circular design. A cozy chair sits beside the sofa, and a large television is positioned on a dark wooden console. Natural light enters through the large windows.

Apartment in Ellsworth

Downtown APT w/ River View (short drive to Acadia)

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Other great vacation rentals in Rockland

4.86 out of 5 average rating, 132 reviews

A spacious inground pool is enclosed by a chain-link fence, featuring a water slide and lounge chairs arranged around the perimeter. Lush green trees and a clear blue sky are visible in the background, creating a serene setting for relaxation and enjoyment.

Apartment in Cornville

Large Home with Great View next to horse farm

4.91 out of 5 average rating, 140 reviews

A wooden dock extends over calm lake waters, reflecting surrounding hills and clear sky. Light glistens on the water surface, and a few floating plants are visible nearby. The scene conveys a sense of tranquility and scenic beauty.

Cabin in Strong

Lakefront Stunning Home, only 35 min to Sugarloaf!

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

Apartment in Orr's Island

A wooden deck features a round table surrounded by four black chairs, enhanced by blue striped cushions. A large umbrella stands in the center of the table, providing shade while scenic views of the water and boats in the distance are visible.

4.92 out of 5 average rating, 120 reviews

Shore House, Posey Unit - Ocean Front Property

5 out of 5 average rating, 3 reviews

The sun sets over Great Moose Lake, casting warm orange and golden hues across the water's surface. Reflections of the sunlight dance on the rippling waves, while silhouettes of trees mark the shore in the distance.

Home in Hartland

The Great Moose in Stunning Maine Swim, Fish & Ka

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!