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Thomaston Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Thomaston vacation rentals

A glass-top table with a woven placemat, a vase with white flowers, and a view of a balcony through a door with curtains.

1. 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, (19 reviews)
"Very clean & cozy with everything we needed!"
United States
Joe K.
$243 nightly
The price is $275
Oct 12 - Oct 13
Total with taxes and fees
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
A modern living room with a flat-screen TV mounted on a white wall, a clock, and a minimalist design.

2. Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Watertown
8.4 out of 10, Very good, (12 reviews)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
$111 nightly
The price is $125
Nov 3 - Nov 4
Total with taxes and fees
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
A modern interior with a central light fixture, seating arrangement, and large windows.

3. Coming Soon! #32- Sleeps 10!

Coming Soon! #32- Sleeps 10!
Plymouth
8.0 out of 10, Very good, (1 review)
"Everything was great, just 2 things… Is only 1 tv for the whole apartment, and there is another apartment upstairs and you can hear everything….other than that everything was great."
United States
Humberto H.
$454 nightly
The price is $485
Oct 21 - Oct 22
Total with taxes and fees
Coming Soon! #32- Sleeps 10!
A staircase with a handrail, a potted plant with yellow flowers, and a sign above the stairs.

4. 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.
$130 nightly
The price is $147
Oct 12 - Oct 13
Total with taxes and fees
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
A two-story house with a porch, a front door with a wreath, and a small garden area.

5. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (9 reviews)
"Perfect, spacious area. Super clean. Communication was great. Would definitely book here again."
United States
Radha
$302 nightly
The price is $342
Oct 12 - Oct 13
Total with taxes and fees
Bear Retreat - 2-bedroom house in Waterbury
A two-story house with a front porch, a small balcony, and a white picket fence.

6. Cozy Attic 10 min to Llitchfield

Cozy Attic 10 min to Llitchfield
Torrington
9.6 out of 10, Exceptional, (7 reviews)
"The check-in process was easy and all instructions were clear. Jonathan, the owner, was very responsive and easy to get a hold of if I had any questions. The place was cute, clean, and perfect for what I needed (a place to stay during my medical school rotation). As the review says, it is not ideal for taller guests as the roof slopes down in certain areas, but I found the place cozy."
United States
Nicole N.
$328 nightly
The price is $378
Oct 12 - Oct 13
Total with taxes and fees
Cozy Attic 10 min to Llitchfield
A compact kitchen with wooden cabinets, a microwave, a sink, and a chair.

7. Cozy Studio apartment in delightful Waterbury with Central Air

Cozy Studio apartment in delightful Waterbury with Central Air
Waterbury
2.0 out of 10, (1 review)
"The place wasn’t how the pictures were on the app. It was hard to find the room. The keys for the room are very hard to open the room door . It’s like you have to struggle just to get inside . The room is inside of an abandoned building… some staff in the building was telling me that I shouldn’t be staying there or they wouldn’t stay there so it made me feel unsafe… the bed doesn’t match the head board. Everything just doesn’t match the images the host posted.."
United States
zynaisha
$88 nightly
The price is $98
Oct 13 - Oct 14
Total with taxes and fees
Cozy Studio apartment in delightful Waterbury with Central Air
A spacious living room with large windows, a fireplace, and a view of the outdoors.

8. 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.
$477 nightly
The price is $540
Oct 12 - Oct 13
Total with taxes and fees
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A deck with a white chair and a table, a sliding glass door, and a potted plant.

9. Bristol Condo Near Espn HQ & Lake Compounce!

Bristol Condo Near Espn HQ & Lake Compounce!
3.5 star property
Bristol
$273 nightly
The price is $314
Oct 12 - Oct 13
Total with taxes and fees
Bristol Condo Near Espn HQ & Lake Compounce!
A spacious room with a wooden staircase, a dining area with chairs and a table, and a large window with a view of trees.

10. Bristol Condo Near ESPN HQ & Lake Compounce!

Bristol Condo Near ESPN HQ & Lake Compounce!
Bristol
$270 nightly
The price is $307
Oct 12 - Oct 13
Total with taxes and fees
Bristol Condo Near ESPN HQ & Lake Compounce!
A two-story house with a front porch, a small balcony, and a white picket fence.

11. 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.
$369 nightly
The price is $425
Oct 28 - Oct 29
Total with taxes and fees
Cozy Modern Farmhouse Private Apt - 3 Beds
A living room with a sectional sofa, a small side table, and a floor lamp.

12. Lakehaven • Hot Tub, Decks, Fires & More

Lakehaven • Hot Tub, Decks, Fires & More
Plymouth
10.0 out of 10, Exceptional, (1 review)
"Great find!! Amazing views, house was superb!"
United States
Iva B.
$760 nightly
The price is $861
Oct 12 - Oct 13
Total with taxes and fees
Lakehaven • Hot Tub, Decks, Fires & More
A kitchen with a marble island, wooden cabinets, a clock, and a window with a view of trees.

13. The Jefferson Guest House, Spacious, Special Views

The Jefferson Guest House, Spacious, Special Views
Litchfield
10.0 out of 10, Exceptional, (9 reviews)
"Everything about Jefferson House was perfect. It was located in a beautiful part of Connecticut adjoining a state park. The house was beautifully decorated. The kitchen was fully equipped and had a large island for dining. The bed, pillows and living room furnishings were very comfortable. The house was well up-to-date with two TVs, a charging device with multiple cords, a double oven (!), and countless thoughtful touches. I cannot recommend it highly enough!"
United States
genevieve
$396 nightly
The price is $396
Nov 1 - Nov 2
Total with taxes and fees
The Jefferson Guest House, Spacious, Special Views
A hallway with a patterned wall, a wooden floor, a rug, a door with a wreath, and a bed visible through a glass door.

14. 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.
$236 nightly
The price is $251
Oct 14 - Oct 15
Total with taxes and fees
The Sun Filled Cozy Creamery
A living room with a sofa, coffee table, and chairs, a kitchen area with a bar, and a door.

15. Pristine Cozy Walkable Downtown 2BR Getaway

Pristine Cozy Walkable Downtown 2BR Getaway
Torrington
10.0 out of 10, Exceptional, (22 reviews)
"It was great!"
United States
Amanda T.
$265 nightly
The price is $300
Nov 9 - Nov 10
Total with taxes and fees
Pristine Cozy Walkable Downtown 2BR Getaway
A modern kitchen with a wooden dining table, blue chairs, and a colorful bowl centerpiece.

16. 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.
$379 nightly
The price is $437
Nov 1 - Nov 2
Total with taxes and fees
Art House 3 Beds Close to Warner Theater
A wooden wall with a large mirror, a wooden console table, and two wall-mounted lanterns.

17. Cozy Cabin Style Apt Private 1st Flr 1 Bdrm

Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
Torrington
$362 nightly
The price is $417
Oct 13 - Oct 14
Total with taxes and fees
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
A modern kitchen with stainless steel appliances, a central island, and a dining area with a sofa.

18. #27- Luxury Collection

#27- Luxury Collection
Southington
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful home, well designed and spacious rooms. Host was fantastic and communication was great! Thank you"
United States
C B.
$432 nightly
The price is $463
Oct 20 - Oct 21
Total with taxes and fees
#27- Luxury Collection
A spacious living room with large windows, a fireplace, and a view of the outdoors.

19. 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
$469 nightly
The price is $539
Oct 12 - Oct 13
Total with taxes and fees
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A spacious living room with a large window overlooking a lake, wooden ceiling, and comfortable seating.

20. Escape to Bantam Lake- With Fireplace and Hot tub!

Escape to Bantam Lake- With Fireplace and Hot tub!
Morris
10.0 out of 10, Exceptional, (5 reviews)
"This house is a dream. First, the views are incredible. Second, it’s beautifully decorated and very cozy. Lastly, the property location is perfect. I can’t wait to stay again!"
United States
Shannon M.
$511 nightly
The price is $579
Nov 2 - Nov 3
Total with taxes and fees
Escape to Bantam Lake- With Fireplace and Hot tub!
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

Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington

10/10 Excellent
"Breakfast was great and the rooms were very clean and comfortable. Staff was also very friendly and courteous."
EDWARD 3-night trip
Posted less than an hour ago
Homewood Suites by Hilton Hartford-Farmington

Find out more about Thomaston

Everything you need to know about Thomaston vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Thomaston vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Thomaston vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Thomaston vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Thomaston. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Thomaston in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $147 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Thomaston rentals

At Expedia, we put the best Thomaston vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Thomaston rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Thomaston vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Thomaston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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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: Visitors like this Thomaston vacation home rental. It 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.