Holiday houses in Rockland Harbor

Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks

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- beautiful swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

Family · Value · Decor

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!

Location · Family · View

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!

Value · Location · Check-in

Carriage House on the Harbor

Breathtaking views from the large window and French doors looking directly out at Rockland Harbor and the sailboats floating by. Take it easy at this getaway with a recliner sofa on the patio by the sea. The king suite is everything one needs to unwind. Nestled beside sandy beach park, on the walking trail, boardwalk and beach. Easy walk to downtown. We have two friendly dogs who hang out most of the time in the yard. They love to sit with our guests. Heat pump for heat & air conditioning.

Location · Family · Quiet

THE BEAR'S DEN Cute and cozy studio Maine cabin

BROOK & RIDGE CABINS! Come relax & enjoy our immaculate, cute & cozy fully furnished Maine cabin! This little studio retreat is situated on 13 acres on a quiet, wooded parcel yet is convenient to Camden, Rockport, Rockland, and Cushing (Wyeth country). Keyless electronic door lock, basic WIFI; all new appliances (DW, refrigerator, range). W/D on site at no charge. Simple, relaxing, peaceful; perfect for a mini vacation, romantic getaway or weekend adventure! Non smoking, no pets.

Family · Value · Quiet

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

Location · Value · Check-in

Seaside House/Upstairs

Enjoy everything coastal Maine has to offer with this as your home base. The views are outstanding and the house is well appointed and well maintained. This house encompasses the second and third floors, with great ocean views. The first floor is a separate apartment. The property has a large back yard to relax or play in and a dedicated BBQ. The house sits across the street from Clam Cove and is not directly on the beach. Beach access is private, quick and easy.

Location · Family · Hospitality

BREEZE, in a tree The Appleton Retreat

BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE does not have a hot tub but guests may reserve the sauna, which is close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

Family · Location · Heating

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.

Value · Family · Access

Extreme Sunrise - Oceanfront Cottage

Eastward is a fully restored waterfront cottage in Owls Head with sweeping views of Penobscot Bay, Rockland Breakwater Lighthouse, and surrounding islands. Set near the end of a quiet dead-end road, it offers rare privacy just a one-mile walk to Rockland’s restaurants and galleries. Enjoy ocean views from both bedrooms, a 4-minute walk to beach access, and thoughtful touches including a coffee bar, granite kitchen, and tile showers.

Location · Family · Outdoor spaces

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.

Family · Location · Solo travel

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

Location · Family · Access