
Family-friendly vacation rentals in Thomaston
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Top-rated family-friendly rentals in Thomaston
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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!
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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!
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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. .
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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
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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.
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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.
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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
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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.
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BREEZE, in a tree The Appleton Retreat
BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE does not have a hot tub but guests may reserve the sauna, which is close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.
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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.
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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.
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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.
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Popular amenities for Thomaston family-friendly rentals
Family-friendly home rentals with a hot tub

Lovely new loft in permaculture gardens
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Beachfront Guest Cottage - Year-round Hot Tub!
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Cute Midcoast Cottage w Hot Tub
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Modern Cabin in the Pines • Hot Tub + Near Acadia
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Birch Hill Cabin w/Hot Tub
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Penobscot Bayview Fireplace Hot tub
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Secluded Retreat w/ Luxe Hot Tub & Forest Views
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SkyView Treehouse | Lakefront • Private Hot Tub
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Family- and pet-friendly home rentals

Naughty Dog Private Island Log Cabin
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Island View
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Stunning Mountain & Ocean Post&Beam
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Hobb’s House - Year Round Log Cabin on the Water
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Simple Boothbay Log Cabin on Water
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The Apple Blossom Cottage
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"The Lair" Guesthouse
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Our charming,oceanfront, Bradford point cottage
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Family-friendly home rentals with a pool

Coastal Retreat with Pool and Cheerful Vibes
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The heart of the Belgrade lakes
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Ocean View Lawn Cottage - Newly Renovated 2024
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House in the woods
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Spacious 5BR Cottage w/Pool, Water & Resort Access
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Dog Friendly Midcoast Cape
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Ocean View Retreat with Heated Pool / Hot Tub
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4 Bedroom Riverside Home with Large Historic Barn
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Destinations to explore
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- Acadia National Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Popham Beach State Park
- Wolfe's Neck Woods State Park
- The Camden Snow Bowl
- Rockland Breakwater Light
- Sand Beach
- Maine Maritime Museum
- Farnsworth Art Museum
- Reid State Park
- Camden Hills State Park
- Cellardoor Winery
- Maine Lighthouse Museum
- Moose Point State Park
- Bass Harbor Head Light Station
- Belgrade Lakes Golf Club
- Echo Lake Beach





