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

Apartments in Winsted for Rent

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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 hot tub under a pergola with string lights, surrounded by a patio area with chairs and an umbrella.

1. Enjoy a restful stay with fast internet, smart TV and the company of your pet.

Enjoy a restful stay with fast internet, smart TV and the company of your pet.
winsted
9.4 out of 10, Exceptional, (51 reviews)
"Fantastic hosts and great facilities would highly recommend"
United States
Steve
The price is ￥20,134
￥38,334 total
includes taxes & fees
Sep 2 - Sep 3
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
A two-story house with a front porch, a small balcony, and a white picket fence.

2. 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.
The price is ￥13,926
￥54,696 total
includes taxes & fees
Sep 2 - Sep 3
Cozy Attic 10 min to Llitchfield
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.
The price is ￥22,468
￥69,376 total
includes taxes & fees
Sep 2 - Sep 3
Art House 3 Beds Close to Warner Theater
A wooden wall with a large mirror, a wooden console table, and two wall-mounted lanterns.

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

Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
Torrington
The price is ￥20,637
￥64,736 total
includes taxes & fees
Sep 2 - Sep 3
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
A living room with a sofa, coffee table, and chairs, a kitchen area with a bar, and a door.

5. 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.
The price is ￥25,566
￥44,461 total
includes taxes & fees
Sep 16 - Sep 17
Pristine Cozy Walkable Downtown 2BR Getaway
A balcony with a view of a lake, white railings, and outdoor furniture.

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

River Overlook - What a view from your deck!
Collinsville
10.0 out of 10, Exceptional, (26 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 ￥26,365
￥50,893 total
includes taxes & fees
Sep 8 - Sep 9
River Overlook - What a view from your deck!
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.
The price is ￥37,391
￥94,115 total
includes taxes & fees
Sep 2 - Sep 3
Classy Private Apt - 3 Beds 2nd Flr - Near Downtown
A two-story house with a front porch, a small balcony, and a white picket fence.

8. 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 ￥20,637
￥65,864 total
includes taxes & fees
Sep 2 - Sep 3
Cozy Modern Farmhouse Private Apt - 3 Beds
A red door with a wicker basket hanging on it, leading to a laundry area with a brick wall and two large speakers.

9. 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.
The price is ￥11,984
￥43,624 total
includes taxes & fees
Sep 6 - Sep 7
The Historic Hideaway
A hallway with a patterned wall, a wooden floor, a rug, a door with a wreath, and a bed visible through a glass door.

10. 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.
The price is ￥11,026
￥40,544 total
includes taxes & fees
Sep 3 - Sep 4
The Sun Filled Cozy Creamery
A historic building with red brick architecture, snow-covered roofs, and a prominent chimney.

11. 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.
The price is ￥13,742
￥47,036 total
includes taxes & fees
Sep 10 - Sep 11
The Old Avon Village
A brown front door with a glass panel, a doormat, and a wreath on the door.

12. Bristol Condo Near Espn HQ & Lake Compounce!

Bristol Condo Near Espn HQ & Lake Compounce!
3.5 star property
Bristol
The price is ￥27,963
￥50,140 total
includes taxes & fees
Sep 9 - Sep 10
Bristol Condo Near Espn HQ & Lake Compounce!
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.
The price is ￥34,355
￥44,302 total
includes taxes & fees
Sep 2 - Sep 3
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.

14. 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
The price is ￥49,183
￥63,564 total
includes taxes & fees
Sep 8 - Sep 9
The Jefferson Guest House, Spacious, Special Views
A compact kitchen with a refrigerator, oven, microwave, and coffee maker.

15. 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)
"Michael’s place in Great Barrington MA was incredible. It was clean, very well appointed, affordable and so quiet. It is also very close to numerous restaurant options and grocery stores. I thought the place was very cozy and so comfortable. This was a stopping off point for me so I unfortunately was not able to stay longer. Next time I am Great Barrington I will definitely look up Michael’s place. Thank you Michael."
United States
Paul J.
The price is ￥17,976
￥26,327 total
includes taxes & fees
Sep 8 - Sep 9
Cozy 1-bedroom studio in serene Great Barrington with AC
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.
The price is ￥16,927
￥35,605 total
includes taxes & fees
Sep 15 - Sep 16
#2 *Beautiful 1 BR Apartment - Central CT*

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

Quintessential Berkshire Escape - Artist Home, Tucked Away in Nature
Otis
The price is ￥35,090
￥55,081 total
includes taxes & fees
Sep 7 - Sep 8
Quintessential Berkshire Escape - Artist Home, Tucked Away in Nature
A sandy beach with a lake and forest in the background.

18. 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.
The price is ￥37,551
￥57,651 total
includes taxes & fees
Sep 14 - Sep 15
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.
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Top Winsted Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"Staff, room, and breakfast were all 5 stars"
John D. 2-night trip
Posted 2 hours ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Find out more about Winsted

Winsted Apartments information

Number of reviews
101
Accommodation
74 Apartments
Lowest Price
￥26,327
Highest Price
￥94,115

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?
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. 2nd Floor The Inn at Highland Lake: Free WiFi, private balconies, and private yards are included.
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.

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