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Apartments in Winsted for Rent

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Apartments in Winsted

Apartment in Granby

2.0 star property
10.0 out of 10, Exceptional, (16)
"The place is beautiful and very quiet and relaxing"
United States
Marian
$176 nightly
The price is $200
Dec 4 - Dec 5
Total with taxes and fees
Peaceful Meadow Retreat

Apartment in Plymouth

10.0 out of 10, Exceptional, (1)
"In convenient safe area. Os is easy to contact"
United States
Gina P.
$349 nightly
The price is $381
Dec 31 - Jan 1, 2026
Total with taxes and fees
#31 - Downtown Terryville- 1 Br

Apartment in Torrington

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.
$230 nightly
The price is $274
Dec 3 - Dec 4
Total with taxes and fees
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View

Apartment in Plainville

8.4 out of 10, Very Good, (12)
"We enjoyed staying here. Great place, good communication, and a good rate for the space."
United States
Daniel F.
$273 nightly
The price is $291
Dec 18 - Dec 19
Total with taxes and fees
#3 FRESHLY REDONE & NEWLY FURNISHED! A MUST SEE!

Apartment in Plainville

9.0 out of 10, Wonderful, (2)
"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.
$185 nightly
The price is $198
Dec 7 - Dec 8
Total with taxes and fees
#2 *Beautiful 1 BR Apartment - Central CT*

Apartment in Torrington

10.0 out of 10, Exceptional, (4)
"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.
$273 nightly
The price is $324
Dec 4 - Dec 5
Total with taxes and fees
Cozy Modern Farmhouse Private 2 Bdrm Apartment

Apartment in Plainville

8.8 out of 10, Excellent, (24)
"Very cozy and comfortable.The location was perfect for our stay in the area."
United States
Heather T.
$384 nightly
The price is $426
Dec 22 - Dec 23
Total with taxes and fees
The Sun Filled Cozy Creamery

Apartment in Torrington

10.0 out of 10, Exceptional, (15)
"Well equipped, lovely home, extremely clean and comfortable!"
United States
Sally V.
$218 nightly
The price is $247
Dec 3 - Dec 4
Total with taxes and fees
Charming apartment 7 minute walk to downtown

Apartment in Avon

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.
$233 nightly
The price is $245
Dec 6 - Dec 7
Total with taxes and fees
The Historic Hideaway

Apartment in Collinsville

10.0 out of 10, Exceptional, (23)
"The place was perfect for the two of us. It was close to both our kids homes."
United States
Tomas M.
$253 nightly
The price is $286
Dec 3 - Dec 4
Total with taxes and fees
River Overlook - Check the view from your deck!

Apartment in Avon

2.0 star property
6.2 out of 10, (10)
"My unit was exactly as described. I thoroughly enjoyed my stay and will definitely return again. "
United States
Carol S.
$473 nightly
The price is $529
Dec 30 - Dec 31
Total with taxes and fees
The Old Avon Village

Apartment in Litchfield

10.0 out of 10, Exceptional, (8)
"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.
$375 nightly
The price is $375
Dec 3 - Dec 4
Total with taxes and fees
The Jefferson Guest House, Spacious, Special Views

Apartment in Great Barrington

$351 nightly
The price is $392
Dec 3 - Dec 4
Total with taxes and fees
Luxe Berkshires Ski Retreat w/ Fireplace, King Bed, Chef's Kitchen, Washer/Dryer

Apartment in Torrington

$264 nightly
The price is $315
Dec 3 - Dec 4
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 Winsted Hotel Reviews

Find out more about Winsted

Winsted Apartments information

Number of reviews
119
Accommodation
67 Apartments
Lowest Price
$198
Highest Price
$529

Frequently asked questions

What's it like to stay at an apartment in Winsted?
You'll find 5 apartments to choose from in Winsted for your trip.
Why choose an apartment over a traditional hotel room?
Often more spacious than a traditional hotel room, an apartment comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home but also for couples who want to stay away from the tourist areas.
What's the top apartment I should consider for a stay in Winsted?
Listed below are some of the favorite apartments in the area: The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock: Includes free WiFi, private patios, and private yards. Amazing 2-bedroom apartment sunny and quiet in Great Barrington: Located 24.4 mi/39.3 km away in Great Barrington. Free WiFi, separate dining areas, and Smart TVs are included. Access to onsite laundry facilities is available on site. The Sun Filled Cozy Creamery: Located in Plainville, 19.8 mi/31.9 km away. Includes private balconies. Access to onsite laundry facilities is available on site. The Jefferson Guest House, Spacious, Special Views: Located 14.1 mi/22.6 km away in Litchfield. Private patios and fireplaces are included. Access to onsite laundry facilities is available on site. J Suite on John Smith: Located in West Hartford, 20.2 mi/32.5 km from Winsted. Includes fireplaces. Access to onsite laundry facilities is available on site.
How many apartments will I be able to find in Winsted?
Expedia has 5 apartments to book in Winsted.
What can I expect from the weather during my trip to Winsted?
Though weather is just one factor, it can really affect your travel plans, especially when you're planning an extended stay in Winsted. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Winsted are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
What should I see in Winsted?
Highland Lake and Rowley Fields are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Laurel Lanes. Burr Pond State Park and Northwestern Connecticut Community College Library are other places to visit while you're in town.
What's the best way to get to and around Winsted?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Bradley Intl. Airport (BDL), which is located 19.3 mi (31 km) from the heart of the city. Otherwise, you can search for flights to Westfield, MA (BAF-Barnes Municipal), which is 24.5 mi (39.4 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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