A flooded dock with a covered boat, surrounded by dense greenery and trees.

Winsted Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Winsted vacation homes

A wooden deck with a railing, overlooking a frozen body of water with bare trees and a cloudy sky.

1. Lakefront 3BR | Hot Tub, Pool Table!

Lakefront 3BR | Hot Tub, Pool Table!
Howard Lake
9.8 out of 10, Exceptional, (6 reviews)
"Great location "
United States
Paul V.
The price is CA $155
CA $753 total
includes taxes & fees
Nov 1 - Nov 2
Lakefront 3BR | Hot Tub, Pool Table!
A spacious living room with a dark leather sofa, a wooden coffee table, and a patterned rug.

2. Pet-Friendly 4BR Home, Walk to Downtown

Pet-Friendly 4BR Home, Walk to Downtown
Glencoe
9.4 out of 10, Exceptional, (15 reviews)
"Nice house! There is a small bathroom (no shower) on the main floor, which is helpful! Thank you for the lovely house to stay in!"
United States
Jennie
The price is CA $170
CA $417 total
includes taxes & fees
Nov 1 - Nov 2
Pet-Friendly 4BR Home, Walk to Downtown
A bedroom with a bed, two bedside lamps, a bookshelf, a door leading to a balcony, and a painting on the wall.

3. Cozy, convenient, pet friendly, wifi, covered porch, firepit & yard! Sleeps 6

Cozy, convenient, pet friendly, wifi, covered porch, firepit & yard! Sleeps 6
Norwood Young America
9.6 out of 10, Exceptional, (14 reviews)
"We were looking for a pet friendly house to stay while in the area for a family gathering.This property was very clean, quiet & safe."
United States
Patrick O.
The price is CA $210
CA $521 total
includes taxes & fees
Nov 6 - Nov 7
Cozy, convenient, pet friendly, wifi, covered porch, firepit & yard! Sleeps 6
A bedroom with a large bed, a fireplace, and a view of trees through the windows.

4. The Shiloh House - a peaceful retreat

The Shiloh House - a peaceful retreat
Rockford Township
10.0 out of 10, Exceptional, (11 reviews)
"We enjoyed our stay at the Shiloh House very much! It is beautifully decorated, beds are super comfy, and the kitchen has everything we needed. We would recommend!"
United States
Haley S.
The price is CA $306
CA $528 total
includes taxes & fees
Nov 16 - Nov 17
The Shiloh House - a peaceful retreat
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

The Shoreline Hotel

The Shoreline Hotel

10/10 Excellent
"Hotel is right on the Lake. Woke up to a beautiful view. Great restaurant and bar downstairs. Everyone at the Hotel was a delight."
Timothy J 4-night trip
Posted 18 hours ago
The Shoreline Hotel

Find out more about Winsted

Winsted Vacation Homes information

Number of reviews
46
Accommodation
70 Vacation Homes
Lowest Price
CA $417
Highest Price
CA $753

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