A railway track curving through a forested hillside.

Thomaston Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Thomaston vacation rentals

A two-story house with a front porch, a small balcony, and a white picket fence.

1. Cozy Attic 10 min to Llitchfield

Cozy Attic 10 min to Llitchfield
Torrington
9.4 out of 10, Exceptional, (6 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.
$227 nightly
The price is $269
Sep 1 - Sep 2
Total with taxes and fees
Cozy Attic 10 min to Llitchfield
A staircase with a handrail, a potted plant with yellow flowers, and a sign above the stairs.

2. 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
Sep 7 - Sep 8
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 front porch, a small balcony, and a white picket fence.

3. 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.
$289 nightly
The price is $343
Aug 30 - Aug 31
Total with taxes and fees
Cozy Modern Farmhouse Private Apt - 3 Beds

4. Cozy Studio apartment in delightful Waterbury with Central Air

Cozy Studio apartment in delightful Waterbury with Central Air
Waterbury
$106 nightly
The price is $119
Sep 14 - Sep 15
Total with taxes and fees
Cozy Studio apartment in delightful Waterbury with Central Air
A hallway with a patterned wall, a wooden floor, a rug, a door with a wreath, and a bed visible through a glass door.

5. 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.
$239 nightly
The price is $254
Aug 30 - Aug 31
Total with taxes and fees
The Sun Filled Cozy Creamery
A glass-top table with a woven placemat, a vase with white flowers, and a view of a balcony through a door with curtains.

6. 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, (15 reviews)
"Very clean & cozy with everything we needed!"
United States
Joe K.
$246 nightly
The price is $278
Aug 31 - Sep 1
Total with taxes and fees
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
A white house with a wooden staircase leading to a porch.

7. 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
$113 nightly
The price is $127
Sep 22 - Sep 23
Total with taxes and fees
Cozy One Bedroom Apartment Centrally Located in Southbury
A living room with a sofa, coffee table, and chairs, a kitchen area with a bar, and a door.

8. 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.
$237 nightly
The price is $268
Aug 31 - Sep 1
Total with taxes and fees
Pristine Cozy Walkable Downtown 2BR Getaway
A modern kitchen with white cabinets, stainless steel appliances, and a dining table with chairs.

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.
$246 nightly
The price is $278
Sep 9 - Sep 10
Total with taxes and fees
Private Apartment in Southbury 104
A modern kitchen with a wooden dining table, blue chairs, and a colorful bowl centerpiece.

10. 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.
$377 nightly
The price is $434
Sep 1 - Sep 2
Total with taxes and fees
Art House 3 Beds Close to Warner Theater
A spacious living room with large windows, a fireplace, and a view of the outdoors.

11. 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
Sep 14 - Sep 15
Total with taxes and fees
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A kitchen with a marble island, wooden cabinets, a clock, and a window with a view of trees.

12. 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
$398 nightly
The price is $398
Aug 31 - Sep 1
Total with taxes and fees
The Jefferson Guest House, Spacious, Special Views
A balcony with a view of a lake, white railings, and outdoor furniture.

13. River Overlook - What a view from your deck!

River Overlook - What a view from your deck!
Collinsville
10.0 out of 10, Exceptional, (26 reviews)
"I only did a short stay (2 nights) but it was super adorable! I will definitely stay again when I'm back in the area."
United States
Mary S.
$266 nightly
The price is $301
Sep 8 - Sep 9
Total with taxes and fees
River Overlook - What a view from your deck!
A spacious living room with large windows, a fireplace, and a view of the outdoors.

14. 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.
$480 nightly
The price is $543
Sep 14 - Sep 15
Total with taxes and fees
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A bedroom with a bed, two bedside tables, and a window.

15. #2 *Beautiful 1 BR Apartment - Central CT*

#2 *Beautiful 1 BR Apartment - Central CT*
Plainville
9.0 out of 10, Wonderful, (2 reviews)
"I try to come up to Connecticut at least once a year if possible and this really worked out perfect for me first floor no steps easy to bring luggage in very comfortable. Would definitely come back and stay there again."
United States
Rodney L.
#2 *Beautiful 1 BR Apartment - Central CT*
A modern kitchen with white cabinets, a black countertop, and a dining area with a table and chairs.

16. Private Apartment in Southbury 102

Private Apartment in Southbury 102
Southbury
9.0 out of 10, Wonderful, (6 reviews)
"Over all a great place. Nice to have everything on one floor. Dogs loved it. Some businesses in the building and everyone is friendly!"
United States
Debbie P.
$237 nightly
The price is $267
Sep 9 - Sep 10
Total with taxes and fees
Private Apartment in Southbury 102
A modern kitchen with white cabinets, stainless steel appliances, and a grey wooden floor.

17. Private Apartment in Southbury 103

Private Apartment in Southbury 103
Southbury
9.2 out of 10, Wonderful, (5 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.
$200 nightly
The price is $226
Aug 28 - Aug 29
Total with taxes and fees
Private Apartment in Southbury 103
A view through a window with a clear sky and lush greenery outside.

18. Private Apartment in Southbury 101

Private Apartment in Southbury 101
Southbury
9.6 out of 10, Exceptional, (7 reviews)
"The apartment was nice, big area, loved this rental."
United States
Marissa G.
$227 nightly
The price is $256
Sep 2 - Sep 3
Total with taxes and fees
Private Apartment in Southbury 101

19. Private Apartment in Berlin

Private Apartment in Berlin
Berlin
9.0 out of 10, Wonderful, (7 reviews)
"Clean, convenient, and great location."
United States
Shaun L.
$223 nightly
The price is $252
Sep 2 - Sep 3
Total with taxes and fees
Private Apartment in Berlin
A wooden wall with a large mirror, a wooden console table, and two wall-mounted lanterns.

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

Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
Torrington
$352 nightly
The price is $405
Aug 30 - Aug 31
Total with taxes and fees
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
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

Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

10/10 Excellent
"A bit far from everything (grocerys)"
Alexey 2-night trip
Posted 1 hour ago
Heritage Hotel, Golf & Conference Center

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 $144 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.

Explore a world of travel with Expedia

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.