A tranquil lake with a stone tower, surrounded by autumn-colored trees and a clear sky.

Apartments in Winsted for Rent

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Winsted apartments

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.
$292 nightly
The price is $334
Sep 7 - Sep 8
Total with taxes and fees
Cozy Attic 10 min to Llitchfield
A wooden wall with a large mirror, a wooden console table, and two wall-mounted lanterns.

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

Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
Torrington
$347 nightly
The price is $400
Sep 7 - Sep 8
Total with taxes and fees
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
A modern kitchen with a wooden dining table, blue chairs, and a colorful bowl centerpiece.

3. 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.
$372 nightly
The price is $429
Sep 15 - Sep 16
Total with taxes and fees
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.

4. 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.
$234 nightly
The price is $265
Sep 16 - Sep 17
Total with taxes and fees
Pristine Cozy Walkable Downtown 2BR Getaway
A balcony with a view of a lake, white railings, and outdoor furniture.

5. 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.
$260 nightly
The price is $295
Sep 8 - Sep 9
Total with taxes and fees
River Overlook - What a view from your deck!
A square fire pit with flames, surrounded by a grassy field and a green chair.

6. Peaceful Meadow Retreat

Peaceful Meadow Retreat
Granby
10.0 out of 10, Exceptional, (24 reviews)
"Great location, quite country yet close to MA and airport."
United States
Todd R.
$174 nightly
The price is $197
Oct 5 - Oct 6
Total with taxes and fees
Peaceful Meadow Retreat
A modern kitchen with a wooden dining table, blue chairs, and a decorative bowl centerpiece.

7. 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.
$500 nightly
The price is $582
Sep 8 - Sep 9
Total with taxes and fees
Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
A red door with a wicker basket hanging on it, leading to a laundry area with a brick wall and two large speakers.

8. The Historic Hideaway

The Historic Hideaway
Avon
6.0 out of 10, (4 reviews)
"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.
$254 nightly
The price is $270
Sep 7 - Sep 8
Total with taxes and fees
The Historic Hideaway
A two-story house with a front porch, a small balcony, and a white picket fence.

9. 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.
$391 nightly
The price is $452
Sep 8 - Sep 9
Total with taxes and fees
Cozy Modern Farmhouse Private Apt - 3 Beds
A historic building with red brick architecture, snow-covered roofs, and a prominent chimney.

10. The Old Avon Village

The Old Avon Village
Avon
6.2 out of 10, (10 reviews)
"Great location. Alexander was very responsive to any requests. Met our needs. "
United States
Deborah S.
$264 nightly
The price is $281
Sep 10 - Sep 11
Total with taxes and fees
The Old Avon Village
A loft-style room with a sloped ceiling, a wooden beam, a TV, a white entertainment unit, a black chair, a small table, and a lamp.

11. Bristol Condo Near Espn HQ & Lake Compounce!

Bristol Condo Near Espn HQ & Lake Compounce!
3.5 star property
Bristol
$273 nightly
The price is $314
Sep 9 - Sep 10
Total with taxes and fees
Bristol Condo Near Espn HQ & Lake Compounce!
A hallway with a patterned wall, a wooden floor, a rug, a door with a wreath, and a bed visible through a glass door.

12. 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.
$238 nightly
The price is $253
Sep 21 - Sep 22
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.

13. 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, (16 reviews)
"Very clean & cozy with everything we needed!"
United States
Joe K.
$242 nightly
The price is $274
Sep 7 - Sep 8
Total with taxes and fees
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
A compact kitchen with a refrigerator, oven, microwave, and coffee maker.

14. Cozy 1-bedroom studio in serene Great Barrington with AC

Cozy 1-bedroom studio in serene Great Barrington with AC
Great Barrington
9.4 out of 10, Exceptional, (3 reviews)
"Great location, great property, great host"
United States
Shelly B.
$148 nightly
The price is $165
Sep 13 - Sep 14
Total with taxes and fees
Cozy 1-bedroom studio in serene Great Barrington with AC
A kitchen with a marble island, wooden cabinets, a clock, and a window with a view of trees.

15. 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
$378 nightly
The price is $378
Sep 21 - Sep 22
Total with taxes and fees
The Jefferson Guest House, Spacious, Special Views
A bedroom with a bed, two bedside tables, and a window.

16. #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.
$204 nightly
The price is $220
Sep 15 - Sep 16
Total with taxes and fees
#2 Beautiful 1 BR Apartment - Central CT
A bedroom with a bed, a window, a shelf with books, and a mirror.

17. Quintessential Berkshire Escape - Artist Home, Tucked Away in Nature

Quintessential Berkshire Escape - Artist Home, Tucked Away in Nature
Otis
$306 nightly
The price is $341
Sep 7 - Sep 8
Total with taxes and fees
Quintessential Berkshire Escape - Artist Home, Tucked Away in Nature
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.

18. #3 FRESHLY REDONE & NEWLY FURNISHED! A MUST SEE!

#3 FRESHLY REDONE & NEWLY FURNISHED! A MUST SEE!
Plainville
8.8 out of 10, Excellent, (15 reviews)
"Great place and good location."
United States
MARC S.
$374 nightly
The price is $403
Sep 12 - Sep 13
Total with taxes and fees
#3 FRESHLY REDONE & NEWLY FURNISHED! A MUST SEE!
A sandy beach with a lake and forest in the background.

19. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake

Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
Great Barrington
10.0 out of 10, Exceptional, (3 reviews)
"We had a wonderful visit. They were so accommodating and great location to downtown. We’ll stay again!"
United States
Kristin O.
$283 nightly
The price is $316
Sep 14 - Sep 15
Total with taxes and fees
Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
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 Winsted Hotel Reviews

DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport

10/10 Excellent
"Easy check in. Clean room and comfortable beds. On site restaurant/bar was very good with friendly staff. Appreciated the efficient shuttle service to airport."
Helen 1-night trip
Posted 5 hours ago
DoubleTree by Hilton Hartford - Bradley Airport

Find out more about Winsted

Winsted Apartments information

Number of reviews
141
Accommodation
71 Apartments
Lowest Price
$165
Highest Price
$582

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?
Below are some of the more popular apartments in the area: 1st Floor The Inn at Highland Lake: Includes free WiFi, separate dining areas, and Smart TVs. Access to onsite laundry facilities is available on site. River Overlook - What a view from your deck!: It's situated in Canton, 10.4 mi/16.7 km away. Includes private patios and Smart TVs. Cozy 1-bedroom studio in serene Great Barrington with AC: Located 24.4 mi/39.2 km away in Great Barrington. Free WiFi, private balconies, and Smart TVs are included. Access to onsite laundry facilities is available on site. TWO BEDROOM APARTMENT ON FIRST FLOOR ON A DUPLEX: Located in Bristol, 17.5 mi/28.1 km from Winsted. Includes free WiFi and Smart TVs. 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 The Marina at Highland Lake 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.

Explore a world of travel with Expedia