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Vacation rentals in Rockland

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Top-rated vacation rentals in Rockland

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Top guest favorite

The kitchen area features a spacious countertop with dark cabinetry and modern appliances. Bright, sloped ceilings are complemented by large windows that provide abundant natural light. A cozy living area is visible, adorned with comfortable seating and decorative elements that reflect the coastal theme.

Apartment in Owls Head

4.94 out of 5 average rating, 103 reviews

Oceanview Escape near Maine Beaches

Located at the end of a private road you will find the area very peaceful with beautiful ocean view sunrises and sunsets and lots of wildlife sightings. This cozy 1000 square foot apartment has been recently renovated for a clean coastal vibe. The house was originally hand built in 2000 by the owner. You will notice the craftsmanship detail, built ins, hand made furniture and unique nautical style throughout the apartment. The kitchen is fully stocked and equipped with stove, full fridge and a new microwave and dishwasher. The living space provides a 50 inch smart TV and queen pull out sofa. Enjoy the vast ocean views from the large living room picture windows. Watch the boats cruising through Penobscot Channel or a local lobsterman hauling their traps. The bedroom offers a queen bed and plenty of closet/storage space. There is a large jacuzzi tub and separate hand tiled shower in the bathroom. Spacious deck off the kitchen/living area provides an outdoor dining area and grill. Enjoy dinner or drinks taking in the salty ocean air and views. At the base of the entry stairs is a separate patio space with propane fire pit shared amongst both living spaces. Located behind the apartment is an adorable playhouse with slide, saucer swings and a rock climbing wall that is shared amongst the neighborhood. Please play at your own risk. WiFi included

Top guest favorite

A scenic view captures a grassy area leading to a dock over Hobb's Pond. Four red Adirondack chairs are arranged around a fire pit made of stones. A mountain rises in the background, framed by fluffy clouds in a blue sky.

4.97 out of 5 average rating, 110 reviews

Hobb’s House - Year Round Log Cabin on the Water

Cozy 2 Beds, 1 pullout sofa bed, 2 Bedroom, 2 Bath Log Cabin with water/mountain views on Hobb’s Pond. Relax on the dock, grill from the deck, canoe (1)/kayaks (2)/swim during the day and relax with your steaming services on the smart TV at night. 5min drive to the Camden Snow Bowl for ski/snowboard during the winter. Ice skate on the pond. Rent out a boat during your stay. 13 min drive to downtown Camden for great restaurants and a sunset cruise on a sailboat. Close proximity to hiking trails!

Top guest favorite

An open living area features a dining table surrounded by black metal chairs, with a cozy sofa nearby. Large windows allow natural light to fill the space, showcasing green walls and a neutral rug. Decorative elements add character without overwhelming the tranquil ambiance.

Apartment in Rockport

4.97 out of 5 average rating, 294 reviews

The perfect getaway - Camden/Rockport/Rockland

Bayview Suite is the perfect getaway! Centrally located in Rockport, allowing easy access to Camden, Rockland & Bar Harbor. Country living, yet close to downtown (2.5 miles) without the busy traffic and noise. Located on 20 acres with farmland and live stock surrounding this peaceful and beautiful property. Fresh local farm stands within walking distance. Mountain bike trail on property to reach the area ski lodge & swimming pond. Great for swimming, boating, fishing, biking, hiking & skiing.

Top guest favorite

The exterior of the tiny house displays a simple structure with light-colored siding and multiple windows. Decorative butterflies adorn the side wall. A gravel pathway leads up to wooden steps, providing access to the entrance. Green grass surrounds the house, contributing to the serene setting.

Tiny home in Rockland

4.96 out of 5 average rating, 148 reviews

Simplicity-Just what you need! STR24-20

The first legal tiny house in Rockland! All the comforts of home in this sweet tiny house. First floor living, open floor plan. Small but roomy. In walking distance to Main St, South end beach, the Lobster Festival, Blues Festival, Boat Show and more. You will love the simple concept this little gem offers whether just staying the weekend or for weeks. It is quiet and serene as you sit in the living space and have a warm cup of tea or a cold lemonade. We love our tiny house and hope you do too!

The exterior of the cottage features a light gray shingle facade, complemented by white trim around the windows and front door. A set of three windows with flower boxes is situated on each side of the door. A welcoming porch leads to the entrance.

Home in Rockland

4.95 out of 5 average rating, 392 reviews

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!

Top guest favorite

A charming yellow house features white trim and a welcoming front door. Flower boxes are filled with vibrant blooms beneath the windows, surrounded by a neatly tended garden. A stone wall provides a defined border, enhancing the inviting exterior.

Guest suite in Rockland

4.98 out of 5 average rating, 459 reviews

5 Laurel Studio private entrance STR20-69

Open concept small studio, private patio and entrance, full kitchen. *SHARED wall between studio and main house, therefore some shared noise. 2 minute walk to the ocean , Lobster and Blues Festivals. A small swimming beach is a 5 minute walK, 5-10 minutes to the Farnsworth and CMCA museums, Strand Theater, restaurants, antiques shops & galleries. ALSO NOTE we do not have television. We have wifi but you must bring your own device . EXEMPT FROM ACCEPTING SERVICE DOG

Top guest favorite

The front of the home features a charming covered porch with red chairs and hanging flower baskets. A light-colored door with glass paneling is centered between two windows. A well-maintained lawn and a slight stone pathway enhance the inviting entrance.

Apartment in Owls Head

4.98 out of 5 average rating, 165 reviews

Coastal Vintage Living

This is a spacious 1000 sq. ft. apartment in my childhood home that has been renovated in Spring 2020 with a modern coastal theme and well appointed with vintage items. We have a well stocked kitchen, cozy dining/living room with a 43" Roku TV, and full laundry. Try a pastry from the professional baker across the road, take a walk down the street to Crockett's Beach, or go for a stroll in downtown Rockland. Remote check-in available.

Top guest favorite

The exterior of the home is illuminated at dusk, showcasing a striking post and beam design. The large deck features outdoor seating, surrounded by lush greenery. Soft lighting enhances the structure's architectural details, creating a welcoming ambiance in a serene natural setting.

Guest suite in Rockland

4.97 out of 5 average rating, 194 reviews

Salty Dog Hilltop Guest Suite (permit #STR25-8)

This guest suite is located in the lower level of our NetZero post & beam home which sits on a mountain overlooking the Penobscot Bay. The over 600 sq. ft. large open floor plan is spacious & clean with a large private patio. The location is quiet and peaceful while only 5 minutes from the action in downtown Rockland and only 15 minutes from Camden. This is a great home base to explore all that the Midcoast area has to offer.

Top guest favorite

A well-lit studio space includes a set of large windows allowing natural light to filter in. A small kitchenette featuring a coffee maker and a mini fridge is visible. Comfortable seating is provided by two armchairs paired with a table, and a door leads outside.

Guesthouse in Rockport

4.9 out of 5 average rating, 128 reviews

Peaceful Guesthouse in Rockport

This peaceful studio guesthouse has everything you need for your Rockport/Camden trip. The unit comes with Wi-Fi, free parking, and laptop-friendly workspace. During your stay, you can enjoy your private studio with kitchenette. Within close proximity to Camden (3 Miles) and Rockland (6 Miles.) Rockport Harbor (1 mile walk) features several popular restaurants, coffee shops, and beaches. An ideal base to explore Rockport.

Top guest favorite

An open living area features a dining table with two wooden chairs, a sofa, and a light-colored coffee table. The kitchen showcases full-size appliances and a window illuminating the space. A warm orange wall adds a touch of character, while bamboo flooring runs throughout.

Guesthouse in Rockland

4.89 out of 5 average rating, 385 reviews

Sweet Willow Suite, Rockland, private 1st floor

Easy walk to downtown and harbor. Clean, cozy and quiet, 1-bdrm apartment in Rockland; 1st floor, 1-story separate building, light-filled open area, queen bed, full bath with walk-in shower. Located 2 blocks from Main St. Suite includes many safety features. Host is hands-on, will greet you at check-in, then respect your privacy. Licensed with the City of Rockland #STR25-6.

Top guest favorite

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.

Place to stay in Owls Head

4.98 out of 5 average rating, 247 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.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Rockland vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Rockland's top sights

Farnsworth Art Museum259 locals recommend

Samoset Resort21 locals recommend

Rockland Breakwater Light173 locals recommend

Other great vacation rentals in Rockland

Top guest favorite

A comfortable living room is showcased with large windows providing panoramic views of the water and surrounding trees. A soft gray sofa and a blue couch are positioned around a wooden coffee table, enhancing the spacious and inviting setting.

Home in Rockport

5 out of 5 average rating, 29 reviews

Rockport Oceanside Deck House

Top guest favorite

The loft features a bright sleeping area with natural light streaming through a window. A spacious bed is positioned against a wall, complemented by a colorful area rug. A seating area includes two wicker chairs and a small table, with a kitchenette visible in the corner.

Loft in Rockport

4.98 out of 5 average rating, 66 reviews

MariLark by the Sea

Top guest favorite

A multi-level outdoor deck is shown, featuring a wooden table surrounded by four chairs. In the background, expansive views of the water and distant boats are visible. Lush greenery frames the scene, enhancing the connection to nature.

Home in Owls Head

4.93 out of 5 average rating, 70 reviews

Extreme Oceanfront House

Top guest favorite

A cottage is positioned near the water's edge, surrounded by trees. Outdoor seating in the form of Adirondack chairs is visible, offering a view of the ocean. Steps lead from the door to the grassy area, which features a barbecue grill.

Cottage in Rockport

4.95 out of 5 average rating, 87 reviews

Cottages at Oakland Seashore (Cottage #8)

Top guest favorite

A bright entryway features a light-colored door flanked by windows. A simple staircase leads to the second floor, while a small hall opens to the kitchen area. Natural materials are incorporated through woven basket and striped textiles hanging on hooks.

Apartment in Rockland

5 out of 5 average rating, 99 reviews

Coastal, relaxing, light-filled + walkable

Top guest favorite

A cozy living area is presented with a comfortable white chair and a small wooden table. Large glass doors allow natural light to flood in, revealing views of the landscaped backyard. A textured area rug complements the warm wood flooring, enhancing the inviting space.

Apartment in Rockland

5 out of 5 average rating, 21 reviews

South End Sea Captain’s Home

The exterior of the front apartment features white siding, complemented by a green lawn. An American flag is displayed on a decorative pole, while flower boxes adorn the windows, adding subtle color to the facade.

Apartment in Rockland

4.94 out of 5 average rating, 31 reviews

The Front Apartment

Top guest favorite

A wooden deck is furnished with two slatted chairs and a square table, offering a view of Penobscot Bay. The sky is clear and blue, framed by nearby houses and trees, creating a relaxed coastal atmosphere.

Home in Owls Head

4.97 out of 5 average rating, 38 reviews

Cozy Cottage on the Bay

Quick stats about vacation rentals in Rockland

Total rentals
170 properties
Nightly prices starting at
G$10,447 GYD before taxes and fees
Total number of reviews
7.5K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
40 properties have a pool

Frequently Asked Questions

What types of vacation rentals are available in Rockland?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Rockland. From over 10 cottage rentals to over 60 house rentals, we've got you covered.
Are there pet-friendly vacation rentals in Rockland?
Four-legged friends are welcome in Rockland. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Rockland?
Yes! Work meets play with ease at over 60 vacation rentals in Rockland featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Rockland vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Rockland, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in cottage rentals in Rockland?
Experience the best of Rockland with our cottage rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cottage rentals in Rockland have wifi?
Absolutely! We offer over 10 cottage rentals with wifi in Rockland. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Rockland have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Rockland. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Rockland?
Rockland has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do condo rentals in Rockland have a gym?
Absolutely! We offer over 10 condo rentals with a gym in Rockland. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Rockland have air conditioning?
Absolutely! We offer over 10 condo rentals with air conditioning in Rockland. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore