
Family-friendly holiday rentals in South Thomaston
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Top-rated family-friendly rentals in South Thomaston
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Oceanview Escape near Maine Beaches
Located at the end of a private road you will find the area very peaceful with beautiful ocean view sunrises and sunsets and lots of wildlife sightings. This cozy 1000 square foot apartment has been recently renovated for a clean coastal vibe. The house was originally hand built in 2000 by the owner. You will notice the craftsmanship detail, built ins, hand made furniture and unique nautical style throughout the apartment. The kitchen is fully stocked and equipped with stove, full fridge and a new microwave and dishwasher. The living space provides a 50 inch smart TV and queen pull out sofa. Enjoy the vast ocean views from the large living room picture windows. Watch the boats cruising through Penobscot Channel or a local lobsterman hauling their traps. The bedroom offers a queen bed and plenty of closet/storage space. There is a large jacuzzi tub and separate hand tiled shower in the bathroom. Spacious deck off the kitchen/living area provides an outdoor dining area and grill. Enjoy dinner or drinks taking in the salty ocean air and views. At the base of the entry stairs is a separate patio space with propane fire pit shared amongst both living spaces. Located behind the apartment is an adorable playhouse with slide, saucer swings and a rock climbing wall that is shared amongst the neighborhood. Please play at your own risk. WiFi included

Captain Jacob's Victorian Residence Apt # 2
Captain Jacob's Victorian House circa 1854, newly renovated apartment, located on the first floor, with private entrance. Located in the historic town of Thomaston. Five minute drive to Rockland, ten min drive to Lucia Beach (Birch Point State Park). Within walking distance to the Public landing. Local amenities in the neighborhood, coffee shop, restaurants, hair salon, laundromat, antique stores, the famous Thomaston grocery store, library, parks, hiking trails and other great stores to check.

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!

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

Cottage by the sea private oceanfront shoreline
Breathtaking oceanfront private cottage. Spiral staircase to second floor bedroom. Sliding glass doors open to wrap-around deck and lawn that slopes to Ocean. 300 + feet of deep water frontage. Separated from lawn by broad rock ledge. Perfect spot for sunbathing or having a campfire in the evening. Enjoy your morning coffee watching lobster and sailboats in the Mussel Ridge Channel. Unbelievable and peaceful views out to ocean and north to the Camden Hills. Unparalleled views everywhere.

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.

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

Timeless Tides Cottage
This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own private 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.

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.

Salty Dog Hilltop Guest Suite (permit #STR25-8)
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.

A comforting sweet off grid cabin near the beach!
Get away from it all when you stay at our sweet little off grid cabin in the woods. A place where sleep and peace meet! Surrounded by 15 acres of woods and fields and within walking distance to Birch Point State Park, you'll have a perfect little getaway - all while being only a few minutes away from Rockland.

1901 Charm in Downtown Rockland
This sweet house is close to everything, making it easy to plan your visit. Above a storefront, this spacious apartment is in walking distance to shopping, museums, restaurants, the ocean, harbor trail and the boardwalk. Parking on premises, washer/dryer in unit, and AC units.
Popular amenities for South Thomaston family-friendly rentals
Family-friendly home rentals with a hot tub

Raven's Crossing - Kate's Cottage

Belfast Ocean Breeze

Lovely new loft in permaculture gardens

Beachfront Guest Cottage - Year-round Hot Tub!

Hilltop Hideaway with Hot Tub & Sauna

Cute Midcoast Cottage w Hot Tub

Cozy, Efficiency Apartment with Hot Tub

Modern Tree Dwelling w/Water Views+Cedar Hot Tub
Family- and pet-friendly home rentals

Cozy cottage in Orland Village-Penobscot Bay area

Little Apple Cabin on 5 acres, amazing stargazing!

Simple Boothbay Log Cabin on Water

"The Lair" Guesthouse

Hammock Haven Island Dome

Cedar Sauna+Near Beach/Hiking+Pond+FirePit

Wild Acres Yurt on 36 acres.

Superb Location w/EV Hk up & Walk to town & ocean
Family-friendly home rentals with a pool

Lovely 1 bedroom loft above garage, with big yard.

Cozy Studio Flat, Belgrade Lakes Region

Coastal Retreat with Pool and Cheerful Vibes

The Flying Cloud

House in the woods

Heart of Rockland Maine

Loon Sound Cottage, On the Water

Dog Friendly Midcoast Cape
Quick stats about holiday rentals that are family-friendly in South Thomaston
Total rentals
70 properties
Nightly prices starting at
$87 NZD before taxes and fees
Total number of reviews
2.5K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wi-Fi availability
70 properties include access to Wi-Fi
Destinations to explore
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- Acadia National Park
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- Northeast Harbour Golf Club
- Pemaquid Point Lighthouse
- Belgrade Lakes Golf Club
- Samoset Resort
- Coastal Maine Botanical Gardens
- Sandy Point Beach
- Hunnewell Beach
- Sand Beach
- Bear Island Beach
- Brunswick Golf Club
- Maine Maritime Museum
- Lighthouse Beach
- Spragues Beach
- Farnsworth Art Museum
- Three Island Beach
- Wadsworth Cove Beach
- Narrow Place Beach
- Driftwood Beach
- Hero Beach
- Islesboro Town Beach