A railway track curving through a forested hillside.

Thomaston Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Thomaston vacation rentals

Coffee/tea maker, fridge, microwave, oven

1. The Jefferson Guest House, Spacious, Special Views

The Jefferson Guest House, Spacious, Special Views
Litchfield
10.0 out of 10, Exceptional, (8 reviews)
"I stayed here for four nights, including one with my son, and it was fantastic.Everything is brand new, clean, and beautifully appointed, with every amenity you could want."
United States
Jennifer A.
The price is AED 1,131
AED 1,461 total
includes taxes & fees
25 Aug - 26 Aug
The Jefferson Guest House, Spacious, Special Views
House (3 Bedrooms) | Interior

2. Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
3.0 star property
Oakville
The price is AED 1,003
AED 1,980 total
includes taxes & fees
14 Sep - 15 Sep
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Interior

3. The Overlook near South Farms in Litchfield County is Hospitality, integrated.

The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Morris
9.8 out of 10, Exceptional, (14 reviews)
"Very clean & cozy with everything we needed!"
United States
Joe K.
The price is AED 790
AED 1,022 total
includes taxes & fees
26 Aug - 27 Aug
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Exterior

4. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (36 reviews)
"Everything was perfect and it's a great place to stay. Highly recommended and the folks there are A+."
United States
Bob
The price is AED 347
AED 473 total
includes taxes & fees
8 Sep - 9 Sep
Cozy One Bedroom Apartment Centrally Located in Southbury
Dining

5. Classy Private Apt - 3 Beds 2nd Flr - Near Downtown

Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
Torrington
10.0 out of 10, Exceptional, (1 review)
"Good communication. Clean place in good location. Would stay again. "
United States
Jaimie S.
The price is AED 859
AED 1,914 total
includes taxes & fees
23 Aug - 24 Aug
Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
Smart TV, fireplace

6. Pristine Cozy Walkable Downtown 2BR Getaway

Pristine Cozy Walkable Downtown 2BR Getaway
Torrington
10.0 out of 10, Exceptional, (19 reviews)
"Wow what an enjoyable stay! Clean, fresh, relaxing, and wonderful to meet owners Corin and Jen… gracious and hospitable hosts. Very comfortable, great location, well appointed… everything we were looking for!"
United States
James M.
The price is AED 573
AED 1,001 total
includes taxes & fees
21 Sep - 22 Sep
Pristine Cozy Walkable Downtown 2BR Getaway
Interior

7. Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Watertown
9.0 out of 10, Wonderful, (6 reviews)
"In town to visit our new grandchild. It was just my husband and me. It had more then enough room and was very comfortable."
United States
Elizabeth H.
The price is AED 804
AED 1,987 total
includes taxes & fees
18 Sep - 19 Sep
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Interior

8. The Sun Filled Cozy Creamery

The Sun Filled Cozy Creamery
Plainville
9.0 out of 10, Wonderful, (26 reviews)
"Very cozy and comfortable.The location was perfect for our stay in the area."
United States
Heather T.
The price is AED 283
AED 968 total
includes taxes & fees
20 Sep - 21 Sep
The Sun Filled Cozy Creamery
Coffee/tea maker, fridge, microwave, oven

9. Private Apartment in Southbury 104

Private Apartment in Southbury 104
Southbury
10.0 out of 10, Exceptional, (1 review)
"Pro Unit very clean, check in was easy and host was responsive to issues 24/7.Unit is large with new appliances in full kitchen.It is located in a beautiful rural area of CT. I highly recommend it"
United States
Daniel R.
The price is AED 393
AED 914 total
includes taxes & fees
25 Aug - 26 Aug
Private Apartment in Southbury 104
Exterior

10. Cozy Modern Farmhouse Private Apt - 3 Beds

Cozy Modern Farmhouse Private Apt - 3 Beds
Torrington
10.0 out of 10, Exceptional, (4 reviews)
"My husband and I came down from Boston for Christmas to see family and couldn’t find one decent hotel in the area. We were relieved to find this place. Cute, comfortable, clean environment and just what we needed. "
United Kingdom
Louisa A.
The price is AED 474
AED 1,261 total
includes taxes & fees
26 Aug - 27 Aug
Cozy Modern Farmhouse Private Apt - 3 Beds
Exterior

11. Cozy Attic 10 min to Llitchfield

Cozy Attic 10 min to Llitchfield
Torrington
9.4 out of 10, Exceptional, (6 reviews)
"A couple of the surfaces were not clean but mostly a clean comfy space. The bed was very comfortable and the bathroom was spacious and clean.The stairs are not for the faint of heart. A nice cozy place to stay once the luggage and groceries are up there."
United States
Rhonda H.
The price is AED 320
AED 1,008 total
includes taxes & fees
1 Sep - 2 Sep
Cozy Attic 10 min to Llitchfield
Dining

12. Art House 3 Beds Close to Warner Theater

Art House 3 Beds Close to Warner Theater
Torrington
10.0 out of 10, Exceptional, (2 reviews)
"Place was perfectly located for where we needed to be. The host was amazing, would stay again. Unit was comfy and cozy with perfect little homey touches. "
United States
Brittany M.
The price is AED 516
AED 1,595 total
includes taxes & fees
1 Sep - 2 Sep
Art House 3 Beds Close to Warner Theater
Coffee/tea maker, fridge, microwave, oven

13. Private Apartment in Southbury 103

Private Apartment in Southbury 103
Southbury
10.0 out of 10, Exceptional, (4 reviews)
"Property management team was very quick to respond to any question or issue I had. Excellent location around eateries and activities "
United States
Dominick S.
The price is AED 393
AED 914 total
includes taxes & fees
25 Aug - 26 Aug
Private Apartment in Southbury 103
Outdoor dining

14. Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Collinsville
10.0 out of 10, Exceptional, (69 reviews)
"What a wonderful spot and exceptional host. Loved our stay and hope to visit again soon. "
United States
Mike
The price is AED 1,031
AED 1,803 total
includes taxes & fees
24 Aug - 25 Aug
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Exterior

15. All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
10.0 out of 10, Exceptional, (11 reviews)
"Very nice! Clean and had everything you would need for a few nights away from home. I book again. "
United States
ALRUNDUS L.
The price is AED 433
AED 1,086 total
includes taxes & fees
24 Aug - 25 Aug
All New 1BR with tons of Charm
Interior

16. Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.

Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
Waterbury
8.0 out of 10, Very Good, (1 review)
"I had an emergency and was only able to stay one night, but enjoyed my stay "
United States
Dirk N.
The price is AED 404
AED 538 total
includes taxes & fees
7 Sep - 8 Sep
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
Interior

17. #22- 4 Br 2 Ba house-Central CT

#22- 4 Br 2 Ba house-Central CT
New Britain
The price is AED 1,097
AED 2,047 total
includes taxes & fees
29 Aug - 30 Aug
#22- 4 Br 2 Ba house-Central CT
Interior

18. #11 -* 4 Bedrooms, 3 Baths! Sleeps up to 10

#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 10
Plainville
10.0 out of 10, Exceptional, (3 reviews)
"Great weekend with friends!"
United States
Neil R.
The price is AED 1,372
AED 2,613 total
includes taxes & fees
28 Aug - 29 Aug
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 10
Terrace/patio

19. Enjoy a restful stay with fast internet, smart TV and the company of your pet.

Enjoy a restful stay with fast internet, smart TV and the company of your pet.
winsted
9.4 out of 10, Exceptional, (51 reviews)
"Fantastic hosts and great facilities would highly recommend"
United States
Steve
The price is AED 463
AED 885 total
includes taxes & fees
31 Aug - 1 Sep
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Coffee/tea maker, fridge, microwave, oven

20. Fully Furnished 1BR Apartment

Fully Furnished 1BR Apartment
Wallingford
10.0 out of 10, Exceptional, (3 reviews)
"This was a great place to stay in town when visiting family! Kitchen was well stocked, location was convenient, & it had everything we needed!"
United States
Jennifer L.
The price is AED 433
AED 1,082 total
includes taxes & fees
20 Sep - 21 Sep
Fully Furnished 1BR Apartment
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Thomaston Hotel Reviews

Wyndham Southbury

Wyndham Southbury

10/10 Excellent
"Great room, plenty of parking, good happy hour menu, and conveniently located off highway."
Andrea 1-night trip
Posted 9 hours ago
Wyndham Southbury

Frequently asked questions

Can I find a vacation rental in Thomaston?

Yes, we offer vacation rentals close to top sights in Thomaston, or you can select a secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals that Thomaston has to offer?

Well laid out 2-bedroom private home in Washington-close to the green and depot: You might want to consider this vacation home rental near Thomaston, which offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave. Make the most of the garden in this rental home to help you unwind.

What’s there to see and do in Thomaston?

Explore the area and family-friendly sights such as The Christmas Shop, or get out into nature at a spot like Harwinton Conservation and Recreation Area. In the larger area, you’ll find Black Rock State Park and New England Carousel Museum.

What’s a vacation rental in Thomaston like?

Vacation rentals are privately owned properties where you can stay for short or long periods in Thomaston. Vacation rentals provide amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a small group gathering.