
Family-friendly holiday rentals in Thomaston
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Thomaston
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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!

A cute little gem in down east Maine
It’s a cozy, private and calm space. Kind of “quirky artsy zen”. *Please note that there are steep stairs inside the apt. **Also stairs leading up to deck/door. *We are on route one/Main st. This is a BUSY road. FYI :) Guests say that the space is quiet. The location is convenient. 15 -20 minute radius to all the down east attractions. There are parks to walk dogs nearby. Laurels bakery is 2 minute walk down theThe downtown has restaurants, general store, coffee and art- to name a few!

Coastal, relaxing, light-filled + walkable
This charming 1860s Cape Cod home, a block from the beach and picnic area, is in the peaceful South End. It offers a quiet escape from the busy city while being within walking distance of restaurants, museums, art galleries, shops, and the seasonal farmers' market. Inside, the house seamlessly blends traditional architecture with modern decor, featuring a spacious kitchen and updated bathrooms. The bright, welcoming space creates a calm and relaxing environment, ideal for a comfortable stay.

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

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

Private Guest Suite in Midcoast Maine
A spacious, serene & private guest suite room with original details, private bathroom & king bed. In a historic Sea Merchant's house, this can be your home base as you explore the Midcoast & Penobscot Bay. Take a short drive to the surrounding coastal villages of Camden, Rockland, Damariscotta & more. Situated on a quiet road, 2 min. drive from Rt 90 (less traffic) & Rt 1, which will take you up & down the lovely coast of Maine. See our guidebook for recommendations!

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.

Sweet home away (pet friendly)
Single floor living at its finest. Conveniently located to both Camden and Rockland, enjoy this 3 bdrm 1.5 bath home in a great country setting. Just 1/2 mile to route 1 and very close to the ocean. Come enjoy the large back deck over looking the peaceful maine woods. The front door in about 50’ from the road, which can be busy at certain time of the day. There is 1 ring doorbell for everyone’s security outside the front door of the house.

Coastal Vintage Living
This is a spacious 1000 sq. ft. apartment in my childhood home that has been renovated in Spring 2020 with a modern coastal theme and well appointed with vintage items. We have a well stocked kitchen, cozy dining/living room with a 43" Roku TV, and full laundry. Try a pastry from the professional baker across the road, take a walk down the street to Crockett's Beach, or go for a stroll in downtown Rockland. Remote check-in available.

Peaceful Guesthouse in Rockport
This peaceful studio guesthouse has everything you need for your Rockport/Camden trip. The unit comes with Wi-Fi, free parking, and laptop-friendly workspace. During your stay, you can enjoy your private studio with kitchenette. Within close proximity to Camden (3 Miles) and Rockland (6 Miles.) Rockport Harbor (1 mile walk) features several popular restaurants, coffee shops, and beaches. An ideal base to explore Rockport.

Monarch Landing-Luxury House -Waterfront-In 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.
Popular amenities for Thomaston family-friendly rentals
Family-friendly home rentals with a hot tub

Lovely new loft in permaculture gardens

Hallowell Hilltop Home with Hot Tub & Sauna

Cute Midcoast Cottage w Hot Tub

Modern Treehouse w/Water Views+Cedar Hot Tub

Birch Hill Cabin w/Hot Tub

Penobscot Bayview Fireplace Hot tub

Secluded Retreat w/ Luxe Hot Tub & Forest Views

Raven's Crossing - Retreat Cottage
Family- and pet-friendly home rentals

Cozy cottage in Orland Village-Penobscot Bay area

Hobb’s House - Year Round Log Cabin on the Water

Little Apple Cabin on 5 acres, amazing stargazing!

Simple Boothbay Log Cabin on Water

Private Sauna+Near Beach+FirePit+Forest View+Pond

The Birch Bark Cabin

Cozy Carriage House in Downtown Damariscotta

Our charming,oceanfront, Bradford point cottage
Family-friendly home rentals with a pool

Cozy Studio Flat, Belgrade Lakes Region

Coastal Retreat with Pool and Cheerful Vibes

Stay Together in Style

House in the woods

Heart of Rockland Maine

Loon Sound Cottage, On the Water

Dog Friendly Midcoast Cape

Ocean View Retreat with Heated Pool / Hot Tub
Destinations to explore
- Montreal Holiday rentals
- Boston Holiday rentals
- Hudson Valley Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Halifax Holiday rentals
- Quebec City Area Holiday rentals
- Mont-Tremblant Holiday rentals
- Laval Holiday rentals
- Québec Holiday rentals
- Acadia National Park
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- The Camden Snow Bowl
- Maine Maritime Museum
- Sand Beach
- Rockland Breakwater Light
- Farnsworth Art Museum
- Cellardoor Winery
- Moose Point State Park
- Camden Hills State Park
- Bass Harbor Head Light Station
- Reid State Park
- Maine Lighthouse Museum




