Terryville Holiday Rentals

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Our top choices for Terryville holiday rentals

Apartment in Plymouth

#31 - Downtown Terryville- 1 Br
10.0 out of 10, Exceptional, (1)
"In convenient safe area. Os is easy to contact"
United States
Gina P.
The price is AU$431
includes taxes & fees
22 Dec - 23 Dec
#31 - Downtown Terryville- 1 Br
9.4 out of 10, Exceptional, (13)
"Needed a place to sleep for a couple of nights and this worked for us."
United States
James (Jim) L.
The price is AU$249
includes taxes & fees
22 Dec - 23 Dec
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
2.0 star property
10.0 out of 10, Exceptional, (1)
West Hartford Affordable, NEW, & Parking Included
10.0 out of 10, Exceptional, (1)
"This apartment was very clean and well-stocked. It was comfortable and cozy. It is in a great location in the center of Connecticut, a very nice, quiet neighborhood. We went on the hiking path just minutes from the front door. We went to Massachusetts, NYC, and Rhode Island, all were a hour and half or less away. In the backyard, we ate in the covered patio and sat around the firepit. There were top-notch grocery stores or dining options within five miles. Our host was responsive and caring. "
United States
Theresa G.
The price is AU$511
includes taxes & fees
18 Dec - 19 Dec
Soothing 2-bedroom lower-level apartment in Berlin

Holiday Home in Plainville

#26 Beautifully Renovated 2 BR Home
10.0 out of 10, Exceptional, (4)
"We thoroughly enjoyed our stay! The space was great for our family of 4. Would recommend!"
United States
LaTanya W.
The price is AU$364
includes taxes & fees
5 Jan - 6 Jan 2026
#26 Beautifully Renovated 2 BR Home

Apartment in West Hartford

The Blue Back Bungalow
2.0 star property
9.4 out of 10, Exceptional, (17)
"The stay was good. The house is located in a great area and very close to my family member we were visiting. I will stay again and make sure everything is in order. "
United States
Vanessia P.
The price is AU$492
includes taxes & fees
30 Dec - 31 Dec
The Blue Back Bungalow
9.8 out of 10, Exceptional, (8)
"Place was just as advertised. It was clean, comfy, nice neighborhood. Check in and out was easy with no issues. "
United States
Ryan A.
#23 *COMFORT & LUXURY* 3 BR/2 BA House
9.8 out of 10, Exceptional, (21)
"We had a wonderful stay at this property! The house itself was beautiful—spacious, clean, and incredibly comfortable. The setting was just as impressive, offering peaceful views and a great atmosphere to relax and unwind. Everything was exactly as described, if not better. We would absolutely stay here again and highly recommend it to anyone looking for a serene and well-appointed home base for our stay. "
United States
Nichole N.
The price is AU$487
includes taxes & fees
22 Dec - 23 Dec
#24 *Serenity* A Lakefront Cottage Retreat

Apartment in Avon

The Historic Hideaway
2.0 star property
7.0 out of 10, Good, (2)
"House exactly as listed. We had a question and the property owner replied instantly - great communication. Close to Talcott Mountain which was an amazing hike with beautiful views. "
United States
Nicole M.
The price is AU$372
includes taxes & fees
18 Dec - 19 Dec
The Historic Hideaway
9.0 out of 10, Wonderful, (13)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is AU$439
includes taxes & fees
18 Dec - 19 Dec
Once the old Schools house now a newly furnished Apartment
9.0 out of 10, Wonderful, (8)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is AU$187
includes taxes & fees
18 Dec - 19 Dec
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
10.0 out of 10, Exceptional, (1)
"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 AU$733
includes taxes & fees
18 Dec - 19 Dec
Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington

Apartment in Wallingford Center

All New 1BR with tons of Charm
9.8 out of 10, Exceptional, (6)
"I highly recommend this property!! We were in town for a wedding celebration, and it proved perfect. The property is completely updated, well-appointed and clean. The property is centrally located and close to restaurants, shops and grocery markets. Karl was a great host and communicated with us throughout our stay. I highly recommend!!"
United States
Francis S.
The price is AU$439
includes taxes & fees
2 Jan - 3 Jan 2026
All New 1BR with tons of Charm

Holiday Home in Middletown

Family Stays: Middletown, CT
10.0 out of 10, Exceptional, (19)
"The house was great, the welcome snacks and balloons were thoughtful and the kitchen coffee, etc, was much appreciated. This was an excellent stay and I highly recommend it!"
United States
Cari M.
The price is AU$361
includes taxes & fees
6 Jan - 7 Jan 2026
Family Stays: Middletown, CT
9.6 out of 10, Exceptional, (4)
"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 AU$520
includes taxes & fees
18 Dec - 19 Dec
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View
9.8 out of 10, Exceptional, (19)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
The price is AU$189
includes taxes & fees
22 Dec - 23 Dec
New One Bedroom Apartment Centrally Located in Southbury
9.4 out of 10, Exceptional, (6)
"Great stay. Clean, open space, easy access, and a nice pond in back to bring the dog. Would come back again."
United States
Rooster D.
The price is AU$412
includes taxes & fees
13 Jan - 14 Jan 2026
Private Apartment in Southbury 101
10.0 out of 10, Exceptional, (2)
"The apartment was perfect - size, location, furnishings and price. Will definitely return when I visit friends and family."
United States
Karen F.
The price is AU$439
includes taxes & fees
3 Jan - 4 Jan 2026
Newly Remodeled with deck. Close to town center
10.0 out of 10, Exceptional, (9)
"The flat has a nice layout and was very comfortable. We enjoyed our stay."
United States
Mary R.
The price is AU$439
includes taxes & fees
1 Jan - 2 Jan 2026
Newly Remodeled 1-BR Close to Everything yet Very Private

Holiday Home in Berlin

Private Apartment in Berlin
2.0 star property
9.2 out of 10, Wonderful, (5)
"We visited over a holiday weekend. The house is clean and a good size for the 3 adults in our group and our dog. It is in walking distance to several stores and a park. We would stay again if we were in the area. "
United States
Stacy B.
The price is AU$481
includes taxes & fees
4 Jan - 5 Jan 2026
Private Apartment in Berlin
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 Terryville Hotel Reviews

Find out more about Terryville

Everything you need to know about Terryville 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 Terryville 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 Terryville holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Terryville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Terryville. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Terryville 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 Terryville holiday rentals we have selected for you start as low as AU$232 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Terryville rentals

At Expedia, we put the best Terryville 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 Terryville 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 Terryville 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 Terryville. 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 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?

Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage: This holiday home rental outside of Terryville offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals are there in Terryville?

With 3 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. Black Rock State Park and Relic Brewing Company 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.