Family-friendly vacation rentals in Thomaston

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Top-rated family-friendly rentals in Thomaston

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Top guest favorite

A scenic view is captured from the deck, showcasing the tranquil waters of Jones Cove with lush greenery lining the shore. In the distance, small islands are visible under a clear blue sky, creating an inviting atmosphere for relaxation.

Guesthouse in South Bristol

4.98 out of 5 average rating, 403 reviews

Waterfront Guest House on the Maine Coast

Bright open four-season guest house with fantastic view of Jones Cove and the open ocean in beautiful South Bristol, Maine. The guest house offers privacy and independence. The top floor has an open space with kitchen, sleeping area with queen bed, bathroom. The ground floor has a desk, Smart TV, seating area and French doors that open onto a stone patio. Includes Kohler generator, fiber optic wifi, outdoor grill & fire pit. The water is tidal Owner lives on property (150 ft from guest house)

Guest favorite

A small outdoor seating area is furnished with four red Adirondack chairs arranged around a glass-topped table. The space is surrounded by white railings and features a view of the neighborhood beyond.

Home in Rockland

4.92 out of 5 average rating, 197 reviews

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.

Superhost

A serene waterfront scene displays a wooden dock lined with several boats, set against a backdrop of gently rippling water. Bright clouds float in a blue sky, reflecting the tranquil atmosphere of the picturesque harbor.

Apartment in Bremen

4.85 out of 5 average rating, 109 reviews

Lobsterman’s Lodge- Working Waterfront Marina!

Spectacular water views from every window in this 900 sq. ft. 2nd floor apartment built atop a stone seawall on Muscongus Bay. Spacious & affordable home-base in the heart of the Pemaquid Peninsula. You are renting the whole 3 bedroom 30’ x 30’ apartment at Broad Cove Marine. The space includes 3 water-view bedrooms, bath, a large living room with high speed internet, and a well-equipped eat-in kitchen. For a truly authentic Maine maritime experience, Lobsterman’s Lodge is the place to stay.

Guest favorite

The exterior of a blue house is shown, featuring white trim and a welcoming front door. Lush greenery and vibrant hydrangea flowers frame the entrance, creating a charming appearance. A few windows allow natural light to enter, and the house is complemented by a well-maintained lawn.

Home in Rockland

4.98 out of 5 average rating, 113 reviews

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!

Guest favorite

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, 377 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 favorite

A bright living area features two modern white chairs and a low coffee table set atop a colorful area rug with floral patterns. Large windows allow natural light to illuminate the space, showcasing a tranquil view of the surrounding greenery.

Guest suite in Rockport

4.92 out of 5 average rating, 223 reviews

Charming Harbor Private One Bedroom

Situated just above a stream just off Rockport Harbor, this quiet, small one-bedroom apartment has its own private entrance and small deck. Located on the back side of RAYR wine and cheese shop, this charming apartment is within a 10-minute walk of two wonderful restaurants in the village of Rockport, 18 Central and Nina June, as well as a lunch spot and a deli. A wonderful getaway space for couples and solo adventurers, you’ll love it because of the location, ambiance, privacy and charm.

Top guest favorite

A spiral staircase crafted from natural wood ascends to a loft area, featuring rounded steps that maintain the organic shape of the wood. A window nearby offers natural light, illuminating bookshelves filled with various volumes and a map hanging on the wall.

Cabin in Hope

4.98 out of 5 average rating, 344 reviews

Hand built cabin overlooking a pond

Beautiful hand built cabin, overlooking Cotton Pond. Ten minutes from Camden, the sailing mecca of the east coast. Solar lights, (we are off the grid) gravity fed kitchen water, gas-hot water outdoor shower, outhouse overlooking the forest. Hiking trails everywhere! Swimming across the road on Hobbs Pond. If you book in November, there is a possibility that if it gets cold, you will not have a hot outdoor shower and will use water from a 5 gallon ceramic container for drinking and cooking.

Top guest favorite

The cottage, a contemporary black structure, is nestled within lush green fields and surrounded by trees. A gravel parking area is visible to the right, with a vehicle parked nearby. A cozy outdoor seating area can be seen in front of the cottage.

Cottage in Owls Head

4.99 out of 5 average rating, 163 reviews

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.

Top guest favorite

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

4.99 out of 5 average rating, 129 reviews

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).

Guest favorite

The exterior of the barn showcases a traditional design with a wooden facade and bright red accents. Sturdy stairs lead to an elevated deck, while large doors provide access to the lower level. The surrounding snow-covered landscape contrasts with the warm wooden tones.

Loft in Hope

4.94 out of 5 average rating, 163 reviews

George Hill Farm

Quiet open space studio apartment 15 min. from mid-coast area of Camden, Rockport, and Rockland, Maine. Apartment is large (1400 sq. ft.) sunny, bright, set in a large meadow with expansive views of blueberry fields and surrounding hills of Hope/Appleton. Fully equipped for a comfortable stay or retreat. Couples, solo adventurers, business travelers, and families welcome. Comfortably sleeps 4. Note: Our well behaved dogs visit the barn downstairs from time to time.

Guest favorite

The cabin entrance features a wooden deck with a railing, leading to a welcoming door. Surrounded by trees, the light filters through the foliage, creating a serene atmosphere. A decorative piece hangs beside the entry, adding character to the exterior.

Cabin in Freedom

4.9 out of 5 average rating, 314 reviews

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.

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, 372 reviews

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.