Holiday rentals in Rockland Harbor

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Top-rated holiday rentals in Rockland Harbor

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Top guest favourite
The exterior of a two-story coastal home is presented with light blue siding and white trim. A white picket fence surrounds the front yard, which features green grass and small shrubs. Large windows allow natural light to illuminate the interior spaces.
Home in Rockport
4.92 out of 5 average rating, 170 reviews

Seaside House/Downstairs

Enjoy everything coastal Maine has to offer in this coastal home with great ocean views. The space is light and bright and yet cozy! The house has a well appointed kitchen and is well maintained. You will find everything you need and more in this comfortable seaside retreat. Access to the beach is a short walk away. The house sits across the street from Clam Cove and is not directly on the beach. Beach access is private, quick and easy. There is also a large back yard to play or relax in.

Guest favourite
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
4.94 out of 5 average rating, 431 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!

Guest favourite
Home in Rockland
4.93 out of 5 average rating, 167 reviews

Perfect Family & Friends Vacation for 10+ STR20-32

Welcome to Berkeley Street. Summer is coming on strong and we can't wait to host you. Look through all our pictures and tell us if you think this is a good fit for you family, friends and others. We are a 10 minute walk to our Main Street with wonderful restaurants, 3 Museums and shopping, Lots to do for Adults, Seniors and Kids. Please let us know if you have any special interests. Schooner sails, lighthouse tours (like the Rockland Breakwater Light), and the Maine Lobster Festival.

Top guest favourite
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, 511 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 favourite
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.
Cottage in South Thomaston
4.96 out of 5 average rating, 212 reviews

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.

Guest favourite
A winter landscape features a wide expanse of untouched snow leading to a serene bay. Snow-covered homes dot the shoreline, and trees line the background against a clear blue sky, providing a peaceful view of the water.
Home in Owls Head
4.92 out of 5 average rating, 241 reviews

Island View

This conveniently located home is 1.5 miles from downtown Rockland and all the local festivals. It is a short drive to Camden & Thomaston and only minutes to the Farnsworth Art Museum & Transportation Museum . Centrally located, about 1.5 hours from both Portland and Bangor and only 2 hours from Acadia National Park. Local amenities include, beaches, scenic hiking trails, light houses, lakes, golf, skiing, art galleries, and of course lobsters.

Top guest favourite
The exterior of the home is featured, showcasing a single-story structure with a light grey façade. A brick pathway leads to the front entrance, accompanied by well-maintained lawns and decorative flower beds. Surrounding trees provide a natural setting, enhancing the peaceful atmosphere.
Home in Rockport
4.96 out of 5 average rating, 373 reviews

Sweet home away (pet friendly)

Single floor living at its finest. Conveniently located to both Camden and Rockland, enjoy this 3 bdrm 1.5 bath home in a great country setting. Just 1/2 mile to route 1 and very close to the ocean. Come enjoy the large back deck over looking the peaceful maine woods. The front door in about 50’ from the road, which can be busy at certain time of the day. There is 1 ring doorbell for everyone’s security outside the front door of the house.

Top guest favourite
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.
Flat in Owls Head
4.97 out of 5 average rating, 183 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.

Guest favourite
Home in South Thomaston
4.94 out of 5 average rating, 113 reviews

Large private area, close to Rockland

Quiet and private neighborhood. Perfect for family or group getaways. Kid friendly. One mile from public ocean access, (WesKeag River) Five miles from downtown Rockland, and just minutes from downtown Thomaston. Three beautiful beaches within five miles. It’s the perfect place to stay while exploring the coastline, enjoying the downtown shops and restaurants, hiking and exploring the nearby cultural attractions. Two night minimum.

Top guest favourite
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.
Guest house in Rockland
4.9 out of 5 average rating, 420 reviews

Sweet Willow Suite, Rockland, private 1st floor

Clean, cozy, and quiet, 1-bdrm apartment. Sweet Willow is downtown Rockland, 2 blocks from Main St. and the waterfront. 1st floor, 1-story separate building, with private entrance, light-filled open area, queen bed, full bath with walk-in shower. Suite includes many safety features. Host is hands-on and is happy to greet you at check-in, then respect your privacy. Licensed with the City of Rockland #STR26-12.

Top guest favourite
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
4.95 out of 5 average rating, 99 reviews

Extreme Oceanfront House

This open concept, updated Ranch boasts expansive water views from the living room, dining room, kitchen & master bedroom. Start & end your day in the adjacent sitting or dining area with an enormous plate glass window framing an ever-changing view of sea birds, boats & islands. Step out onto the multi-level decks & terraces & stroll across the nicely landscaped yard to the water's edge.

Top guest favourite
A cozy living area features a brown leather sectional sofa with decorative pillows, complemented by a woven area rug. A small coffee table sits in the center, while a lamp and accent chair provide additional seating, all set against a wooden accent wall adorned with a lobster motif.
Flat in Rockland
4.96 out of 5 average rating, 73 reviews

Cozy Coastal Retreat near Sandy Beach, Rockland

Welcome to your perfect getaway in Rockland, Maine! This charming 2-bedroom, 2-bathroom apartment in a lovingly restored 1870 farmhouse offers a serene escape just a block from Sandy Beach and the beautiful beachfront park. With a total of 900 square feet, this cozy retreat is ideal for families, couples, or friends looking to enjoy the best of coastal living

Popular amenities for Rockland Harbor holiday rentals