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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Guest favorite

A vibrant flowering bush is prominently displayed, featuring clusters of delicate pink blossoms. Lush greenery surrounds the bush, indicating a thriving garden. A bright yellow sign is positioned in front, announcing the arrival of spring.

Home in Rockland

4.93 out of 5 average rating, 148 reviews

Perfect Family & Friends Vacation for 10+ STR20-32

Welcome to Summer in Maine! Blues Festival July 12th-13th, Lobster Festival July 30-Aug 3rd, Union FairJuly 7th-14th, Windjammer Festival Aug 29-30th, Camden, The Common Ground Fair Sept 19th-21st Visit the Islands by ferry. Historic Main Street. Great Restaurants. Our hours sleeps 8 Adults (Sofa bed is for 2 extra Adults & Kids under 5 don't count). Big family dining table. Kitchen stocked. A downstairs bedroom and ADA bathroom. Backyard Grill & Picnic Table w/Umbrella. See All Our Photos.👍

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, 201 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 well-lit corridor showcases a kitchenette area on the left, equipped with basic kitchen appliances and utensils. The walls are painted in a soft beige, enhancing the natural light. To the right, a door leads to a room, while a small table stands near the kitchenette.

Guest suite in Thomaston

4.84 out of 5 average rating, 128 reviews

Private Top Floor Waterfront Apartment

Welcome to Gabriel's Anchor! 10 min walk to Main St, 10 min drive to Rockland, 2 min walk to public overlook, across the street from the lively Slipway Restaurant, on the waterfront. Gabriel's Anchor is great for couples, families, and solo adventurers looking to stay in the heart of the wonderful coastal Thomaston, Maine. 2 bdrm/1bath. 1 king bed & 1 double. kitchenette has a stovetop, fridge (no freezer, but feel free to use ours if needed), cooking utensils, dishes, coffee maker & coffee.

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, 381 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, 224 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, 346 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

A bright living area is visible, featuring a light-colored sofa and a comfortable armchair. A wooden dining table with two chairs occupies the foreground. Windows allow natural light to illuminate the space, while soft curtains frame the views of the surrounding forest.

Loft in Edgecomb

4.91 out of 5 average rating, 341 reviews

Cozy Forest Loft (15 min to 3 cute towns)

Bright, cozy loft, surrounded by deep woods, a tranquil retreat offering true peace, separate from our home, w/ its own entrance; we're here if needed. Located between Boothbay, Damariscotta, & Wiscasset, 1 mile from Route 1 and 27, on 13 acres, abutting 100s of acres of preserve land - provides the best of both worlds - woods rich with abundant birds, but less than 15 minutes from restaurants, shops & activities, plus, dedicated WiFi /2 Smart TVs. Dogs welcome, no cats due to allergies.

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, 165 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 houseboat floats gently on the calm waters of Lake Pemaquid, surrounded by lush greenery on the hillsides. The vessel features large windows, a spacious deck, and a vibrant red and cream exterior, reflecting the tranquil ambiance of the natural setting.

Houseboat in Bremen

5 out of 5 average rating, 111 reviews

Houseboat ROAM on Lake Pemaquid, Mid Coast Maine

- A Little Closer To Nowhere - A one-of-a-kind eco-travel experience, ROAM is a simple - but comfortably equipped - houseboat that can accommodate two guests. Homeported on Lake Pemaquid in Bremen, Maine, you will seamlessly integrate into your surroundings while enjoying visiting loons, sweeping sunsets, and clear northern air. ROAM (& her brother NOMAD) are offered in conjunction with the exclusive Otyokwa Lakeside Cabins - please inquire if you'd like to add a land option!

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, 378 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.

Guest favorite

A cozy living area features a grey sectional sofa adorned with yellow pillows. A blue coffee table sits in front, topped with decorative items and magazines. Light flows in through sheer curtains, while a kitchenette is partially visible in the background.

Guesthouse in Camden

4.92 out of 5 average rating, 247 reviews

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...