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

Search Holiday Homes in Winsted

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Winsted holiday homes

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 £378
includes taxes & fees
15 Nov - 16 Nov
Lakefront 3BR | Hot Tub, Pool Table!

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 £195
includes taxes & fees
15 Nov - 16 Nov
Pet-Friendly 4BR Home, Walk to Downtown

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 £345
includes taxes & fees
16 Nov - 17 Nov
Cozy, convenient, pet friendly, wifi, covered porch, firepit & yard! Sleeps 6

4. The Shiloh House - a peaceful retreat

The Shiloh House - a peaceful retreat
Rockford Township
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay while visiting my daughter."
United States
Jessica S.
The price is £271
includes taxes & fees
15 Nov - 16 Nov
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Winsted Hotel Reviews

Find out more about Winsted

Winsted Holiday Homes information

Number of reviews
47
Accommodation
74 Holiday Homes
Lowest Price
£195
Highest Price
£378