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South Thomaston Vacation Rentals

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Our top choices for South Thomaston vacation rentals

1. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (477 reviews)
"Great stay, great location."
United States
Jerold
The price is CA $187
CA $204 total
includes taxes & fees
Oct 4 - Oct 5
Trade Winds on the Bay

2. Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (97 reviews)
"Great location close to town"
United States
Rich W.
The price is CA $340
CA $613 total
includes taxes & fees
Oct 6 - Oct 7
Comfortable, Close to Town Home, with Oceanview.

3. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (53 reviews)
"Perfect location to everything. Spacious house and clean. The directions for check in and check out where very clear and helpful!"
United States
Brianna M.
The price is CA $233
CA $451 total
includes taxes & fees
Sep 23 - Sep 24
2 Bedroom Close to Town Home

4. Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.6 out of 10, Exceptional, (40 reviews)
"Great Stay!"
United States
Pastor Heidi G.
The price is CA $230
CA $451 total
includes taxes & fees
Sep 16 - Sep 17
Peaceful, Centrally Located Home with Seasonal River Views

5. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
8.8 out of 10, Excellent, (10 reviews)
"This place was nice and clean. The only thing was the service was spotty and WiFi was slow. Overall, great place and great location."
United States
Alexis H.
The price is CA $221
CA $404 total
includes taxes & fees
Sep 15 - Sep 16
Bright 2-Bedroom Apartment Near Downtown Thomaston

6. Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, Exceptional, (73 reviews)
"We really enjoyed staying at this house! It was in a good location and was cute and cozy!"
United States
Victoria S.
The price is CA $279
CA $820 total
includes taxes & fees
Sep 15 - Sep 16
Oceanview Bungalow Style Home in Owls Head

7. In-town, coastal + relaxing in Rockland

In-town, coastal + relaxing in Rockland
Rockland
10.0 out of 10, Exceptional, (49 reviews)
"Great location, great house! It was a perfect getaway for us, highly recommend."
United States
Rob J.
The price is CA $422
CA $868 total
includes taxes & fees
Oct 1 - Oct 2
In-town, coastal + relaxing in Rockland

8. Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Thomaston
10.0 out of 10, Exceptional, (40 reviews)
"Wonderful place at a great price!"
United States
Stephen H.
The price is CA $329
CA $668 total
includes taxes & fees
Sep 22 - Sep 23
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

9. Harbor/🦞 Pound Access & Views from Large Deck

Harbor/🦞 Pound Access & Views from Large Deck
Owls Head
9.6 out of 10, Exceptional, (80 reviews)
"Beautiful house with a beautiful location!"
United States
Angel H.
The price is CA $261
CA $652 total
includes taxes & fees
Sep 23 - Sep 24
Harbor/🦞 Pound Access & Views from Large Deck

10. Jenoalli cozy 3 bedrooms and 2 bathrooms STR26-58

Jenoalli cozy 3 bedrooms and 2 bathrooms STR26-58
Rockland
10.0 out of 10, Exceptional, (1 review)
"Perfect stay"
United States
Kayla G.
The price is CA $437
CA $802 total
includes taxes & fees
Sep 14 - Sep 15
Jenoalli cozy 3 bedrooms and 2 bathrooms STR26-58

11. Fully Updated Airy Historic Home in West Rockport

Fully Updated Airy Historic Home in West Rockport
Rockport
The price is CA $282
CA $899 total
includes taxes & fees
Sep 10 - Sep 11
Fully Updated Airy Historic Home in West Rockport

12. Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
Rockport
10.0 out of 10, Exceptional, (4 reviews)
"The home is clean and very well stocked with anything you might need. Ty reached out to me to make sure everything was good and offered to bring anything I might need while staying there. Property is very well kept. I love the neighbors too. Bed was comfortable. We will be back next year."
United States
Sheila D.
The price is CA $214
CA $392 total
includes taxes & fees
Oct 5 - Oct 6
Romantic Coastal Escape near Harbor

13. Near Lakes, Bay & Trails! Historic Waldoboro Gem

Near Lakes, Bay & Trails! Historic Waldoboro Gem
3.0 star property
Waldoboro
10.0 out of 10, Exceptional, (2 reviews)
"This home is such a gem! A historic home that is updated with many modern conveniences. We’ve been to MANY AirB&B’s and this home was probably the best equipped we’ve been in! Convenient to Boothbay and lots of downeast inlets and harbors. Very quiet, but close to groceries, food and farm stands. Our only regret was not staying longer- we would have loved to grill and use the fire pit!"
United States
Deborah
Near Lakes, Bay & Trails! Historic Waldoboro Gem

14. Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine

Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
Lincolnville
8.0 out of 10, Very good, (17 reviews)
"The cabin is exactly as advertised. The dogs were happy there and we enjoyed our stay. "
United States
Becki C.
The price is CA $105
CA $213 total
includes taxes & fees
Sep 13 - Sep 14
Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine

15. Pine Grove Cottages

Pine Grove Cottages
2.5 star property
Lincolnville
9.8 out of 10, Exceptional, (90 reviews)
"Wonderful quiet place, The Host was a great person."
United States
clinch
The price is CA $315
CA $361 total
includes taxes & fees
Sep 10 - Sep 11
Pine Grove Cottages

16. Quiet & Lovely Lakefront Cottage for Families!

Quiet & Lovely Lakefront Cottage for Families!
Union
9.8 out of 10, Exceptional, (16 reviews)
"Evocative of my youth and going to the family lake camp in the summer. We had great weather and a great time. The cabin is a ‘Mainer’s’ memories wrapped in eclectic reminders. What a joy!"
United States
Venise B.
Quiet & Lovely Lakefront Cottage for Families!

17. Dome 1 - Luxury Dome at Come Spring Farm

Dome 1 - Luxury Dome at Come Spring Farm
Union
9.6 out of 10, Exceptional, (20 reviews)
"Scenery was amazing, it was a bit chilly at night but a great place for peace and quiet!"
United States
Maurice E.
The price is CA $297
CA $432 total
includes taxes & fees
Sep 10 - Sep 11
Dome 1 - Luxury Dome at Come Spring Farm

18. Dome 3 at Come Spring Farm Glamping - Alpaca Farm

Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Union
8.6 out of 10, Excellent, (14 reviews)
"Beautiful location and a unique stay."
United States
Sabrina D.
The price is CA $227
CA $327 total
includes taxes & fees
Sep 10 - Sep 11
Dome 3 at Come Spring Farm Glamping - Alpaca Farm

19. Near Lakes, Bay & Trails! Historic Waldoboro Gem

Near Lakes, Bay & Trails! Historic Waldoboro Gem
Waldoboro
9.8 out of 10, Exceptional, (27 reviews)
"It was a wonderful stay at this home. The home was incredibly clean, the beds were very comfortable and had great bedding on them. It was a great location to all the nearby places we wanted to go to. Loved the historic charm. We would love to come and stay again!"
United States
Tina S.
Near Lakes, Bay & Trails! Historic Waldoboro Gem

20. Come Spring Farm Airstream , Lake & farm animals

Come Spring Farm Airstream , Lake & farm animals
Union
8.0 out of 10, Very good, (4 reviews)
"Pet Friendly, Great surroundings, close to popular tourist towns in Maine"
United States
Thomas W.
The price is CA $248
CA $376 total
includes taxes & fees
Sep 10 - Sep 11
Come Spring Farm Airstream , Lake & farm animals
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top South Thomaston Hotel Reviews

Find out more about South Thomaston

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with South Thomaston. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in South Thomaston?

Yes, we offer vacation rentals close to popular points of interest in South Thomaston, or you can choose a more secluded option if you're looking for relaxation.

What's the top vacation rental in South Thomaston?

Oceanview Bungalow Style Home in Owls Head: This vacation home rental outside of South Thomaston is located by the ocean and has a balcony, a terrace, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in South Thomaston?

Choose from 22 Expedia vacation rentals in South Thomaston for a memorable vacation.

What’s there to see and do in South Thomaston?

While exploring the area, visit family-friendly sights like Maine State Prison Store, or get outside and enjoy nature at Sandy Beach. In the larger area, you’ll find Owls Head Transportation Museum and Rockland Harbor Park.

What’s a vacation rental in South Thomaston like?

A vacation rental is a private property you can stay in for short or long periods in South Thomaston. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a small group gathering.