Family-friendly vacation rentals in South Thomaston

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Top-rated family-friendly rentals in South Thomaston

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

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Top guest favorite
The exterior of the tiny house displays a simple structure with light-colored siding and multiple windows. Decorative butterflies adorn the side wall. A gravel pathway leads up to wooden steps, providing access to the entrance. Green grass surrounds the house, contributing to the serene setting.
Tiny home in Rockland
4.96 out of 5 average rating, 168 reviews

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!

Guest favorite
A welcoming living area features light-colored walls adorned with framed artworks. A potted plant adds a touch of greenery while a floor lamp stands in one corner. The staircase leading to the upper level is visible, providing access to the bedroom and bathroom.
Apartment in Thomaston
4.9 out of 5 average rating, 191 reviews

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!

Guest favorite
A serene ocean view showcases a sailboat gliding across calm waters, framed by lush greenery and a rocky coastline. The expansive sky is filled with soft clouds, creating a tranquil atmosphere that invites relaxation and reflection.
Cottage in South Thomaston
4.93 out of 5 average rating, 117 reviews

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.

Superhost
A cozy interior features a bed with a striped blanket and wooden floorboards. A small dining table with two chairs is positioned near glass doors that open to a view of the hills. Natural light fills the space, complemented by sheer curtains.
Cabin in Union
4.81 out of 5 average rating, 132 reviews

Drift Cottage near the coast

This simplistic cottage sits atop a blueberry hill in Union Maine. Sit and enjoy a fire and view of the hills. It's only a 3 minute walk to groceries, pizza, Cafe, and The Sterlingtown restaurant, with outdoor seating and live music! or get take out and enjoy the outdoor Asian inspired dining area for an unforgettable night! perfect overnight spot on the way to Acadia! 1.5 hours away. 15 minutes to Owls Head, Camden, Rockland. Perfect cental spot for day trips to the prettiest of Maine!

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
4.98 out of 5 average rating, 175 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 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, 469 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
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
4.95 out of 5 average rating, 194 reviews

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.

Top guest favorite
The front of the home features a charming covered porch with red chairs and hanging flower baskets. A light-colored door with glass paneling is centered between two windows. A well-maintained lawn and a slight stone pathway enhance the inviting entrance.
Apartment in Owls Head
4.97 out of 5 average rating, 175 reviews

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.

Guest favorite
Home in South Thomaston
4.94 out of 5 average rating, 106 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
Three colorful flower pots are displayed on a blue wooden surface. The left pot features pink flowers, the middle pot has yellow blossoms, and the right pot showcases soft peach-colored blooms. Lush greenery can be seen in the background, creating a serene outdoor setting.
Apartment in Searsmont
4.98 out of 5 average rating, 174 reviews

Searsmont Studio

Fight inflation with a reasonably priced Maine vacation. Low prices, excellent value. Check our ratings. Peak Foliage Oct. 14-20 Entire studio efficiency apartment w/ private entrance above our garage. Fully furnished, including washer and dryer. Country setting on quiet road. Starlink High Speed WiFi/Satellite TV, full kitchen. gardens, lawns and picnic table. Close to Camden, Rockport and Belfast, but in the country.

Top guest favorite
A well-lit studio space includes a set of large windows allowing natural light to filter in. A small kitchenette featuring a coffee maker and a mini fridge is visible. Comfortable seating is provided by two armchairs paired with a table, and a door leads outside.
Guesthouse in Rockport
4.91 out of 5 average rating, 151 reviews

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.

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, 402 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 #STR25-6.

Popular amenities for South Thomaston family-friendly rentals

When is the best time to visit South Thomaston?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$36,598 GYDG$43,291 GYDG$47,473 GYDG$40,781 GYDG$50,192 GYDG$61,067 GYDG$62,740 GYDG$63,995 GYDG$62,112 GYDG$45,800 GYDG$45,591 GYDG$41,827 GYD
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Quick stats about vacation rentals that are family-friendly in South Thomaston

  • Total vacation rentals

    Explore 80 vacation rentals in South Thomaston

  • Nightly prices starting at

    South Thomaston vacation rentals start at G$10,457 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,850 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    80 of South Thomaston vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across South Thomaston rentals

  • 4.8 Average rating

    South Thomaston stays are highly rated by guests—averaging 4.8 out of 5!