Several white boats docked on calm water with a forested shoreline in the background.

Thomaston Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Thomaston holiday rentals

Lobby sitting area

1. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (455 reviews)
"Great stay, great location."
United States
Jerold
The price is S$263
includes taxes & fees
18 Aug - 19 Aug
Trade Winds on the Bay
Front of property

2. 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
The price is S$628
includes taxes & fees
9 Sept - 10 Sept
Near Lakes, Bay & Trails! Historic Waldoboro Gem
Boating

3. 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 S$351
includes taxes & fees
16 Aug - 17 Aug
Pine Grove Cottages
Interior

4. Rustic Retreat Across From Lake; Family Friendly!

Rustic Retreat Across From Lake; Family Friendly!
3.0 star property
Union
9.0 out of 10, Wonderful, (2 reviews)
"I liked that it was by the lake quiet and secluded. "
United States
Wilma
The price is S$500
includes taxes & fees
25 Aug - 26 Aug
Rustic Retreat Across From Lake; Family Friendly!
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 Thomaston Hotel Reviews

Trade Winds on the Bay

Trade Winds on the Bay

10/10 Excellent
"easy check in clean fresh smelling lobby and giftshop was a nice touch"
Amber 2-night trip
Posted 11 hours ago
Trade Winds on the Bay

Frequently asked questions

Are there holiday rentals in Thomaston?

Yes, there are holiday rentals in Thomaston close to Maine State Prison Store, or you can select a more secluded option if you're looking for a relaxing stay. Thomaston is known for its architecture and museums.

How many holiday rentals are there in Thomaston?

With 6 Expedia holiday rentals, you're guaranteed to find just the right place for your Thomaston stay.

What can I see and do in Thomaston?

Family-friendly attractions include Maine State Prison Store, whereas St. George River is a spot to enjoy the outdoors. General Henry Knox Museum and Rockland Harbor Park are a couple of places you'll find in the wider area.

What are holiday rentals like in Thomaston?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Thomaston. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for families.