A railway track curving through a forested hillside.

Thomaston Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Thomaston holiday rentals

A spacious room with a large bed, a bench, and a projector screen displaying 'TYCA Rental Properties'.

1. #33- Newly Constructed - Luxury Collection

#33- Newly Constructed - Luxury Collection
Plymouth
#33- Newly Constructed - Luxury Collection
A modern kitchen with white cabinets, a microwave, stove, and sink. There is a dining area with a table and chairs.

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.
The price is NZ$250
includes taxes & fees
9 Nov - 10 Nov
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 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.
The price is NZ$636
includes taxes & fees
9 Nov - 10 Nov
Cozy Attic 10 min to Llitchfield
A two-story house with a porch, a front door with a wreath, and a small garden area.

4. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (13 reviews)
"Perfect, spacious area. Super clean. Communication was great. Would definitely book here again."
United States
Radha
The price is NZ$608
includes taxes & fees
22 Nov - 23 Nov
Bear Retreat - 2-bedroom house in Waterbury
A glass-top table with a woven placemat, a vase with white flowers, and a view of a balcony through a door with curtains.

5. 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, (21 reviews)
"Very clean & cozy with everything we needed!"
United States
Joe K.
The price is NZ$475
includes taxes & fees
9 Nov - 10 Nov
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
A building entrance with a brick facade, a green awning, and a glass door.

6. 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
The price is NZ$181
includes taxes & fees
2 Dec - 3 Dec
Cozy Studio apartment in delightful Waterbury with Central Air
A spacious living room with large windows, a fireplace, and a view of the outdoors.

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 NZ$933
includes taxes & fees
9 Nov - 10 Nov
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
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!
3.0 star property
Oakville
The price is NZ$972
includes taxes & fees
9 Nov - 10 Nov
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A wooden wall with a large mirror, a wooden console table, and two wall-mounted lanterns.

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

Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
Torrington
The price is NZ$710
includes taxes & fees
1 Dec - 2 Dec
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
A spacious kitchen with wooden cabinets, a large island with stools, and a clock on the wall.

10. The Jefferson Guest House, Spacious, Special Views

The Jefferson Guest House, Spacious, Special Views
Litchfield
10.0 out of 10, Exceptional, (9 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 NZ$667
includes taxes & fees
10 Nov - 11 Nov
The Jefferson Guest House, Spacious, Special Views
A living room with a sofa, coffee table, and chairs, a kitchen area with a bar, and a door.

11. Pristine Cozy Walkable Downtown 2BR Getaway

Pristine Cozy Walkable Downtown 2BR Getaway
Torrington
10.0 out of 10, Exceptional, (22 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 NZ$498
includes taxes & fees
16 Nov - 17 Nov
Pristine Cozy Walkable Downtown 2BR Getaway
A modern kitchen with a wooden dining table, blue chairs, and a colorful bowl centerpiece.

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 NZ$742
includes taxes & fees
10 Nov - 11 Nov
Art House 3 Beds Close to Warner Theater
A spacious living room with a large window overlooking a lake, wooden ceiling, and comfortable seating.

13. 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, (6 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.
The price is NZ$832
includes taxes & fees
10 Nov - 11 Nov
Escape to Bantam Lake- With Fireplace and Hot tub!
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
8.8 out of 10, Excellent, (28 reviews)
"Very cozy and comfortable.The location was perfect for our stay in the area."
United States
Heather T.
The price is NZ$414
includes taxes & fees
29 Nov - 30 Nov
The Sun Filled Cozy Creamery
A front view of a house with a wooden staircase leading to a front door, a small porch area, and a garage door.

15. 1-bedroom vacation home 22 minutes from Quinnipiac University

1-bedroom vacation home 22 minutes from Quinnipiac University
Wolcott
9.6 out of 10, Exceptional, (4 reviews)
"Very clean and the host was great "
United States
David G.
The price is NZ$690
includes taxes & fees
30 Nov - 1 Dec
1-bedroom vacation home 22 minutes from Quinnipiac University
A two-story house with a front porch, a small balcony, and a white picket fence.

16. 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 NZ$722
includes taxes & fees
9 Nov - 10 Nov
Cozy Modern Farmhouse Private Apt - 3 Beds
A modern kitchen with a wooden dining table, blue chairs, and a decorative bowl centerpiece.

17. 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 NZ$1,017
includes taxes & fees
17 Nov - 18 Nov
Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
A modern kitchen with stainless steel appliances, a central island, and a built-in oven.

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.
The price is NZ$865
includes taxes & fees
22 Nov - 23 Nov
#27- Luxury Collection
A modern living room with a sectional sofa, a coffee table, and a kitchen in the background.

19. #23 *COMFORT & LUXURY* 3 BR/2 BA House

#23 *COMFORT & LUXURY* 3 BR/2 BA House
Southington
9.8 out of 10, Exceptional, (9 reviews)
"Perfect for our family stay this past weekend in ct. Close to shopping and restaurants. The house had everything we would of needed to whip together a meal. Beds were comfy and clean."
United States
Lynn O.
#23 *COMFORT & LUXURY* 3 BR/2 BA House
A kitchen with wooden cabinets, granite countertops, and a stainless steel sink.

20. Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington

Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
Southington
10.0 out of 10, Exceptional, (3 reviews)
"We had a great, relaxing Thanksgiving holiday at this spacious Southington, CT home. It was the perfect spot to visit one of my daughters and be able to have my mother-in-law stay with us so we could cook and host Thanksgiving dinner. The house was well-stocked and supplied with everything we needed, and then some; which allowed us to have a stress-free holiday as if we were in our own home. We highly recommend this home and will keep it in mind for future extended stays in the area."
United States
Cindy M.
The price is NZ$830
includes taxes & fees
9 Nov - 10 Nov
Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
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

Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North

10/10 Excellent
"At the time of our visit, the hotel was doing major remodeling, so the property was not as nice as I'm sure it's going to be. The wing where our room was had been finished and was a great upgrade. The only real concern about our stay is in the bathroom. The shower faucet was quite difficult to regulate and the trim rim was loose which will allow the water to ruin the new remodel. Good breakfast with many choices, delightful staff, and kept well stocked. Would definitely recommend this hotel as it was not a far drive from Yale."
Gregg 2-night trip
Posted 4 hours ago
Clarion Inn North Haven - New Haven North

Find out more about Thomaston

Everything you need to know about Thomaston holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Thomaston holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Thomaston holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Thomaston holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Thomaston holiday rentals we have selected for you start as low as NZ$391 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Thomaston rentals

At Expedia, we put the best Thomaston holiday 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 holiday.

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. 

Frequently asked questions

Can I find a holiday rental in Thomaston?

Yes, there are holiday rentals close to the most popular sights in Thomaston, or you can select a more secluded option if you're looking for a relaxing stay.

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

Well laid out 2-bedroom private home in Washington-close to the green and depot: This holiday home rental outside of Thomaston offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave. Make the most of 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 wider area, you’ll find Black Rock State Park and New England Carousel Museum.

What’s a holiday rental in Thomaston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Thomaston. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for family trips.