Family-friendly vacation rentals in Thomaston

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Top-rated family-friendly rentals in Thomaston

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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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, 346 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
A cozy sitting area features a comfortable couch adorned with various cushions in shades of blue and brown. A small table with a decorative item and a candle stands beside a potted plant, while natural light filters through sheer window coverings.
Apartment in Thomaston
4.91 out of 5 average rating, 203 reviews

A cute little gem in down east Maine

Our space has a unique artsy zen feel. right in the heart of historic Thomaston, Maine. It’s steps from delightful restaurants, a spacious park. This 2 level apt. features a kitchen and living room downstairs, a bedroom and bathroom upstairs, and a cozy private deck. The entrance is located at the back of the house, accessible via a door code. Stairs lead up to the deck and door, and inside, you’ll find NARROW&STEEP stairs. Route one/MAIN St. is very busy- guests mention that it is quiet. .

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
4.94 out of 5 average rating, 430 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 cottage is situated amidst trees, with a gravel driveway leading to the entrance. A soft sunset is visible in the background, casting gentle hues of pink and purple across the sky, providing a serene backdrop to the peaceful setting.
Guesthouse in Cushing
4.97 out of 5 average rating, 118 reviews

Look! River Run Cottage on tidal salt waterfront

Maine the way life should be is not just an expression at River Run its a way of life. Located in Andrew Wyeth country (town of Cushing, Maine) River Run is a recently renovated 600 square ft cottage 75 ft off the St George river. It sits on 260 feet of privately owned tidal salt water river frontage just miles upriver from the Atlantic Ocean. Great for a romantic get away or to reconnect and recharge. Spend your time on the shore or sight seeing in the near by towns of Rockland and Camden

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, 510 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
Guest suite in Thomaston
4.96 out of 5 average rating, 112 reviews

Studio with Fireplace-Walkable to Downtown

Find peace at this private charming getaway perfect for a couple or a single guest. Stained glass and southern set windows add muted sunlight by day, while the warmth of a fireplace casts a glow by night. The bathroom is perfectly accommodating to the intimate space. A queen size Murphy bed creates comfort for slumber. While an inviting kitchen is equipped with amenities needed to make any chef sigh with relief. Whether for a few days or weeks, stop by to relax and restore.

Top guest favorite
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, 209 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 favorite
Home in South Thomaston
4.94 out of 5 average rating, 112 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 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, 212 reviews

Salty Dog Hilltop Guest Suite (permit #STR26-57)

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.

Guest favorite
A modern living area is highlighted by a sleek fireplace, framed by large windows allowing natural light to fill the space. A flat-screen television is mounted above the hearth. A potted plant and decorative artwork enhance the room's aesthetic, creating a cozy atmosphere.
Home in Thomaston
4.93 out of 5 average rating, 131 reviews

Monarch Landing · Riverfront House · Walk to Town

A new house on the river, on 2 acres of land next to a park, feels like it's in the country but is walkable to downtown Thomaston. Striking river views, cozy and warm rooms, large kitchen with everything you need to make a nourishing meal. Open and bright spaces create a relaxing atmosphere combining modern and traditional decor. Large porch for sipping tea or dining al fresco while overlooking the beautiful scenery.

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
4.9 out of 5 average rating, 419 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 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
4.99 out of 5 average rating, 125 reviews

1 Block to Beach • Walk Downtown • Peaceful Escape

Renovated 1860s Cape Cod in Rockland’s coveted South End, just 1 block from the beach. Enjoy the scenic boardwalk into town to restaurants, galleries, shops, and the seasonal farmers’ market. Bright, uncluttered spaces with modern amenities create a peaceful retreat — perfect for couples, small families, or anyone seeking a quiet coastal getaway.

Popular amenities for Thomaston family-friendly rentals