Holiday rentals in South Thomaston

4.92 out of 5 average rating, 119 reviews

Guest suite in Warren

Private Guest Suite in Midcoast Maine

Newly redecorated in 2024! 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!

4.95 out of 5 average rating, 127 reviews

Tiny home in Rockland

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!

Cottage in South Thomaston

4.94 out of 5 average rating, 108 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.

4.98 out of 5 average rating, 154 reviews

Flat in Searsmont

Searsmont Studio

Fight inflation with a reasonably priced Maine vacation. Low prices, excellent value. Check our ratings. We have an opening for the weekend of the Rockport Donut festival. June 13-14! 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.

4.99 out of 5 average rating, 162 reviews

Cottage in Owls Head

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.

4.98 out of 5 average rating, 440 reviews

Guest suite in Rockland

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

Cottage in South Thomaston

4.95 out of 5 average rating, 170 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.

4.97 out of 5 average rating, 158 reviews

Flat in Owls Head

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.

4.89 out of 5 average rating, 372 reviews

Guest house in Rockland

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.

4.82 out of 5 average rating, 142 reviews

Cottage in Rockport

Cozy Cabin in MidCoast, Maine

Our adorable little cabin comes with a working fireplace, washer/dryer, flatscreen tv, internet, full kitchen and more! Conveniently located between Rockland and Camden, this spot offers nearby hiking, beaches, shopping, golfing and restaurants. We are tucked right off Route 1 and are minutes from the Samoset Resort and Breakwater Lighthouse.

Place to stay in Owls Head

4.98 out of 5 average rating, 235 reviews

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.

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Other great holiday rentals in South Thomaston

4.88 out of 5 average rating, 56 reviews

Home in Thomaston

RiverView

NicholasRating, 5 stars1 month ago

Very easy process, clean and just what I needed for a few days appreciate the quick responsiveness

5 out of 5 average rating, 8 reviews

Home in Owls Head

Serene Coastal Haven in Owls Head, ME

Mary LynnRating, 5 stars7 months ago

Ben and Lauren's cottage was exactly as listed and very welcoming! We had everything we needed for eating in and a list of good restaurants for eating out. The cottage location makes it easy to drive to Freeport or up the coast to Bar Harbor and the Acadia National Park. We enjoyed our stay in Owls Head, Maine! Thank you so much!

Guest suite in St. George

4.93 out of 5 average rating, 90 reviews

Between the Woods and the Water

DavidRating, 5 stars1 week ago

Perfect spot for a couple looking for solitude and easy access to mid-Coast Maine around Port Clyde and Tenant’s Harbor. Super thoughtful host…just a pleasure.

4.51 out of 5 average rating, 53 reviews

Home in South Thomaston

The Arey House- Ocean Views, Close to Beaches!

MariaRating, 5 stars10 months ago

Deborah’s place is great! We were two families with little kids and enjoyed the numerous bedrooms and multiple bathrooms, the great outdoor yard and deck, the kids’ toys and books, and the proximity to beaches and seafood restaurants. Deborah was responsive and gave us great local recommendations and clear information about the house. Highly recommend.

4.78 out of 5 average rating, 51 reviews

Home in South Thomaston

Sunset River House

MaxRating, 5 stars1 week ago

great stay in a wonderful part of Maine! would definitely return.

5 out of 5 average rating, 15 reviews

Cabin in Hope

Cozy Lakefront Cabin - Hope Floats

WillRating, 5 stars2 weeks ago

Spent a relaxing long weekend at the cabin. Idyllic location right on the water with plenty to do outside. We enjoyed making fires, fishing, and exploring in the canoe. Inside, the cabin was thoughtfully decorated and very comfortable. Camden is nearby for a nice dinner or a stroll and shopping downtown. Acadia is also close enough for a day trip. Checkin/checkout was very straightforward, and the host was helpful and quick to answer any questions. Hope to visit again!

5 out of 5 average rating, 3 reviews

Home in Owls Head

Owls Head House by the Sea

MattRating, 5 stars4 weeks ago

Rocky's Owls Head house is absolutely wonderful. I had stayed at the property a couple times prior and always delivers an exceptional experience. The house is located in a beautiful spot with a gorgeous view of the bay. There is lots of space, several places for me to work, and has everything in the kitchen you could need. I especially loved the upstairs bedroom with the king bed and wonderful view. I will definitely visit again as soon as possible. Highly recommend for a family or friends for a beautiful vacation with all the experiences of Maine. Lovely restaurants nearby with lobster and seafood galore! Thanks Rocky for the outstanding experience!