A forest stream with rocks and trees.

Terryville Holiday 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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Terryville holiday rentals

A modern bathroom with a toilet, vanity, and a large mirror.

1. #32- Sleeps 10! Litchfield County

#32- Sleeps 10! Litchfield County
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.
#32- Sleeps 10! Litchfield County
A room with a view of a lake, outdoor seating, and a table.

2. 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.
The price is HK$2,196
HK$6,086 total
includes taxes & fees
25 Oct - 26 Oct
Lakehaven • Hot Tub, Decks, Fires & More
A modern living room with a flat-screen TV mounted on a white wall, a clock, and a minimalist design.

3. 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.
The price is HK$831
HK$1,113 total
includes taxes & fees
4 Nov - 5 Nov
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
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.
The price is HK$862
HK$1,148 total
includes taxes & fees
25 Oct - 26 Oct
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
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, (27 reviews)
"Very cozy and comfortable.The location was perfect for our stay in the area."
United States
Heather T.
The price is HK$541
HK$1,982 total
includes taxes & fees
16 Nov - 17 Nov
The Sun Filled Cozy Creamery
A two-story house with a porch, a front door with a wreath, and a small garden area.

6. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (11 reviews)
"Perfect, spacious area. Super clean. Communication was great. Would definitely book here again."
United States
Radha
The price is HK$882
HK$2,632 total
includes taxes & fees
3 Nov - 4 Nov
Bear Retreat - 2-bedroom house in Waterbury
A two-story house with a front porch, a small balcony, and a white picket fence.

7. 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 HK$823
HK$2,906 total
includes taxes & fees
9 Nov - 10 Nov
Cozy Attic 10 min to Llitchfield
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.
The price is HK$1,718
HK$4,211 total
includes taxes & fees
27 Oct - 28 Oct
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A modern kitchen with wooden cabinets, a microwave, and a television on a wooden stand.

9. 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 HK$529
HK$766 total
includes taxes & fees
3 Nov - 4 Nov
Cozy Studio apartment in delightful Waterbury with Central Air
A two-story house with a front porch, a small balcony, and a white picket fence.

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 HK$1,103
HK$3,332 total
includes taxes & fees
27 Oct - 28 Oct
Cozy Modern Farmhouse Private Apt - 3 Beds
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
The price is HK$2,139
HK$4,224 total
includes taxes & fees
2 Nov - 3 Nov
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A glass-top table with a woven placemat, a vase with white flowers, and a view of a balcony through a door with curtains.

12. 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 HK$1,685
HK$2,165 total
includes taxes & fees
26 Oct - 27 Oct
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
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)
"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 HK$2,412
HK$3,094 total
includes taxes & fees
27 Oct - 28 Oct
The Jefferson Guest House, Spacious, Special Views
A balcony with a view of a lake, white railings, and outdoor furniture.

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

River Overlook - What a view from your deck!
Collinsville
10.0 out of 10, Exceptional, (27 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.
The price is HK$1,256
HK$2,462 total
includes taxes & fees
25 Oct - 26 Oct
River Overlook - What a view from your deck!
A spacious living room with a brown leather sofa, a dining area with a wooden table and chairs, and a kitchen with stainless steel appliances.

15. #11 - 4 Bedrooms, 3 Baths! Sleeps up to 8

#11 - 4 Bedrooms, 3 Baths! Sleeps up to 8
Plainville
10.0 out of 10, Exceptional, (3 reviews)
"Great weekend with friends!"
United States
Neil R.
#11 - 4 Bedrooms, 3 Baths! Sleeps up to 8
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.
The price is HK$1,185
HK$3,489 total
includes taxes & fees
25 Oct - 26 Oct
Art House 3 Beds Close to Warner Theater
A living room with a sofa, coffee table, and chairs, a kitchen area with a bar, and a door.

17. 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.
The price is HK$1,304
HK$2,231 total
includes taxes & fees
26 Oct - 27 Oct
Pristine Cozy Walkable Downtown 2BR Getaway
A kitchen with wooden cabinets, granite countertops, and a stainless steel sink.

18. 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 HK$1,051
HK$4,538 total
includes taxes & fees
30 Oct - 31 Oct
Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
A white house with a wooden staircase leading to a porch.

19. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (38 reviews)
"Great place. Had everything we needed and was very clean."
United States
Niki B.
The price is HK$812
HK$1,090 total
includes taxes & fees
2 Nov - 3 Nov
Cozy One Bedroom Apartment Centrally Located in Southbury
A hotel room with a bed, a desk with a chair, a television, a mirror, and a bathroom with a towel rack.

20. 1 Queen Bed | Micfridge

1 Queen Bed | Micfridge
Wethersfield
10.0 out of 10, Exceptional, (51 reviews)
"Towels fresh, no hassle at all throughout my stay here."
United States
Anonymous traveller
The price is HK$566
HK$651 total
includes taxes & fees
7 Nov - 8 Nov
1 Queen Bed | Micfridge
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 Terryville Hotel Reviews

Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites

8/10 Good
"Needs a little updating but clean and staff good."
Kellen 2-night trip
Posted less than an hour ago
Best Western Plus New England Inn & Suites

Find out more about Terryville

Search for holiday rentals in Terryville on Expedia! You can easily find your home rentals, villas, holiday apartments in Terryville using one of the methods below:

  • View our selection of featured holiday rentals in Terryville
  • Use the map to find apartments and other holiday homes in the Terryville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Terryville while they last

Look no further and take a look at our great range of rental properties in Terryville!

Frequently asked questions

Can I find a holiday rental in Terryville?

Yes, there are holiday rentals close to the most popular sights in Terryville, 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 Terryville has to offer?

2BR Lakefront Cottage | Hot Tub, Fire Pit & Lake Access: This highly rated holiday home rental in Terryville is located on a lake, and has a fireplace, a patio and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Terryville?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your Terryville stay.

What’s there to see and do in Terryville?

While exploring the area, visit family-friendly sights like Lake Compounce, or get outside and enjoy nature at Harwinton Conservation and Recreation Area. New England Carousel Museum and Mount Southington Ski Area are a couple of places you'll find in the wider area.

What’s a holiday rental in Terryville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Terryville. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for a small group gathering.