Holiday rentals in South Thomaston

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Top-rated holiday rentals in South Thomaston

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Guest favourite

Guest suite in Thomaston

4.86 out of 5 average rating, 110 reviews

Private Top Floor Waterfront Apartment

Welcome to Gabriel's Anchor! 10 min walk to Main St, 10 min drive to Rockland, 2 min walk to public overlook, across the street from the lively Slipway Restaurant, on the waterfront. Gabriel's Anchor is great for couples, families, and solo adventurers looking to stay in the heart of the wonderful coastal Thomaston, Maine. 2 bdrm/1bath. 1 king bed & 1 double. kitchenette has a stovetop, fridge (no freezer, but feel free to use ours if needed), cooking utensils, dishes, coffee maker & coffee.

12–19 Nov

$127 SGD per night

Guest favourite

Cottage in Saint George

4.95 out of 5 average rating, 37 reviews

Quiet Cove Cottage Retreat

Stay in your quiet respite on rural Harrington Cove! Just a 15 minute car ride will get you to Rockland, with the Blues and Lobster Festivals, great restaurants, the Farnsworth Museum, and other Midcoast Maine attractions all nearby. Walk down the road along the tidal cove, watch the tide come in, or bike around nearby Rackliff Island. We will give you great ideas for things to do and places to eat. Get Lobster fresh off the Boat! All this on a small dead end street with just a few homes.

11–18 Sep

$241 SGD per night

Guest favourite

Cottage in Owls Head

4.99 out of 5 average rating, 139 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

14–21 Mar

$188 SGD per night

Guest favourite

Cottage in South Thomaston

4.93 out of 5 average rating, 114 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.

26 Dec – 2 Jan

$357 SGD per night

Guest favourite

Guest house in Rockland

4.88 out of 5 average rating, 315 reviews

Sweet Willow Suite, Rockland, private 1st floor

1-bdrm apartment in stand alone building. Light-filled open area, queen bed, full bath with walk-in shower. Located on a quiet street 1.5 blocks from Main St., restaurants & pubs, thriving arts community, and bus and ferry terminals. Suite includes many safety features. Host is hands-on, will greet you at check-in, then respect your privacy. If you are looking for a totally anonymous experience, this is not it. Licensed with the City of Rockland #STR24-7.

23–30 Oct

$184 SGD per night

Guest favourite

Home in Rockport

4.95 out of 5 average rating, 259 reviews

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.

23–30 Sep

$233 SGD per night

Guest favourite

Flat in Owls Head

4.97 out of 5 average rating, 130 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.

17–24 Oct

$226 SGD per night

Guest favourite

Guest suite in Rockland

4.96 out of 5 average rating, 157 reviews

Salty Dog Hilltop Guest Suite (permit #SDR22-18)

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.

23–30 Oct

$203 SGD per night

Guest favourite

Guest suite in Rockland

4.98 out of 5 average rating, 346 reviews

5 Laurel Studio private entrance STR20-69

Open concept small studio, private patio and entrance, full kitchen. 2 minute walk to the ocean , Lobster and Blues Festivals. A small swimming beach is a 5 minute walK, 5-10 minutes gets you 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 DOGS

5–12 Oct

$134 SGD per night

Guest favourite

Place to stay in Owls Head

4.98 out of 5 average rating, 160 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.

30 Oct – 6 Nov

$191 SGD per night

Guest favourite

Flat in Rockland

4.96 out of 5 average rating, 100 reviews

Mountain to Sea Serenity

Our place is a light and airy spacious studio with expansive views of both the ocean and mountains! Close to Rockland and Camden Downtown and Owls Head Airport. It offers rustic elegance and serenity. Good for couples, solo adventurers, and business travelers.

16–23 May

$222 SGD per night

Guest favourite

Cabin in Camden

4.83 out of 5 average rating, 706 reviews

Cozy Village Cottage

Cozy, isolated, well stocked cottage cleaned by a professional cleaning crew awaits your visit. Need a quiet, inexpensive 'get away' where you can work and relax? Contact for long term stays this winter and alternatives to the week long requirement.

17–24 Nov

$171 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for South Thomaston holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near South Thomaston's top sights

Owls Head Lighthouse73 locals recommend

Owls Head Transportation Museum70 locals recommend

McLoons Lobster Shack36 locals recommend

Owl's Head State Park3 locals recommend

Maine State Prison Store13 locals recommend

Athens Mediterranean Pizzeria7 locals recommend

Other great holiday rentals in South Thomaston

Guest favourite

Cottage in Saint George

5.0 out of 5 average rating, 28 reviews

Minwood Cottage

1–8 Sep

$200 SGD per night

Superhost

Cabin in Saint George

4.95 out of 5 average rating, 19 reviews

Oceanside home in the woods.

10–17 May

$123 SGD per night

Guest favourite

Guest suite in Owls Head

4.92 out of 5 average rating, 98 reviews

Private Maine Farmhouse Suite

18–25 Aug

$159 SGD per night

Guest favourite

Guest suite in Thomaston

4.93 out of 5 average rating, 58 reviews

Midcoast Retreat with Fireplace Near Downtown

24–31 May

$126 SGD per night

Guest favourite

Guest house in Thomaston

4.88 out of 5 average rating, 8 reviews

The Barn Stay Studio

6–13 May

$141 SGD per night

Guest favourite

Guest house in Cushing

4.97 out of 5 average rating, 74 reviews

Look! River Run Cottage on tidal salt waterfront

12–19 Dec

$281 SGD per night

Guest favourite

Tiny home in Rockland

4.96 out of 5 average rating, 46 reviews

Simplicity-Just what you need! STR24-20

28 Aug – 4 Sep

$181 SGD per night

Guest favourite

Flat in Waldoboro

4.97 out of 5 average rating, 86 reviews

Studio Apartment with Kitchen

5–12 Sep

$134 SGD per night

Show all

Quick stats about holiday rentals in South Thomaston

Total rentals	120 properties
Rentals with dedicated workspaces	40 properties have a dedicated workspace
Pet-friendly rentals	50 properties allow pets
Family-friendly rentals	70 properties are a good fit for families
Total number of reviews	4.3K reviews
Nightly prices starting at	$68 SGD before taxes and fees

Holiday rentals in South Thomaston

Top-rated holiday rentals in South Thomaston

Guest suite in Thomaston

Cottage in Saint George

Cottage in Owls Head

Cottage in South Thomaston

Guest house in Rockland

Home in Rockport

Flat in Owls Head

Guest suite in Rockland

Guest suite in Rockland

Place to stay in Owls Head

Flat in Rockland

Cabin in Camden

Holiday rentals for every style

Houses

Hotels

Unique stays

Popular amenities for South Thomaston holiday rentals

Stay near South Thomaston's top sights

Other great holiday rentals in South Thomaston

Cottage in Saint George

Cabin in Saint George

Guest suite in Owls Head

Guest suite in Thomaston

Guest house in Thomaston

Guest house in Cushing

Tiny home in Rockland

Flat in Waldoboro

Quick stats about holiday rentals in South Thomaston

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore