Family-friendly vacation rentals in Rockland

Rockland Relaxing Retreat/Walk to Town (STR25-23)

Come enjoy the natural beauty of Coastal Maine as well as lobster, art, and wine in Rockland, Maine. Stroll to Rockland’s restaurants, bakeries, shops, museums, breweries, and ferry terminal from this comfortable 3-bedroom, 1.5 bath house. The house has 1 King bed, 1 Queen bed, and 1 twin/trundle bed. It is kid-friendly with a large back yard and a fully-equipped kitchen and smart TV, (but no cable and no AC), and PS3 with games. Camden is nearby and has a ski resort. 10% military discount.

Charming, Family-Friendly Historical In Town Home

STR25-25 Sadler House is an in-town historic home located just blocks from Main Street. We have made it truly convenient for families, with flexible sleeping arrangements in three cozy upstairs bedrooms, two full baths, a fully equipped kitchen, large dining table, living room, and sun room. Walk to shops, restaurants, museums and the harbor in minutes. Our house is the perfect home base for exploring all that the beautiful midcoast has to offer. Ask us about free delivery from Ruckus Donuts!

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!

Coastal Maine contemporary cottage

Our cottage is meant to be both contemporary and rustic. It is where we go to get away from the hustle and bustle of the modern world and slow down. There is no TV or internet, even our phone is an old rotary one. You will see that we have a good radio, and games and books to read, and plenty of things to do outside. We hope you will take the time at our cottage to comfortably reconnect with yourself, and each other, while enjoying what Maine is renowned for, our quality of life.

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).

Cozy Lakefront Cabin in Freedom, ME

Our secluded, very quiet and private two bedroom cabin with loft features a bug-free screened-in porch on its large deck. The cabin overlooks peaceul Sandy Pond, inhabited by bald eagles, loons, and herons. Watch beautiful sunrises and sunsets, fish and kayak from our dock. We're close to coastal Belfast, Unity, MOFGA (annual Common Ground Fair), Waterville, Acadia and Camden. Eat at The Lost Kitchen, visit the Amish, hike the Hills to Sea Trail.

Spruce Nest

We welcome you to share our little slice of heaven while you embark on an adventure of a lifetime! Whether you are here on vacation, a romantic getaway, or business, you will find all the comforts of home in this cozy Carriage House. This charming apartment offers an open living area with plenty of natural light. The comfortable accommodations are great for a couple or small family.

Sweet Willow Suite, Rockland, private 1st floor

Quiet and private 1-bdrm apartment, 1st floor, 1-story separate building. Light-filled open area, queen bed, full bath with walk-in shower. Located 1.5 blocks from Main St. Easy walk to downtown and harbor. 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.

Superb Location w/EV Hk up & Walk to town & ocean

Our cozy cottage sits in a quiet family friendly neighborhood known for its charm. Its just a short walk to Laite Beach, to town, restaurants and the YMCA. It comfortably accommodates a small family. Very pet friendly. Crib is available. Electric Car hook up too...