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

Search Cottages in Winsted

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Winsted cottages

A house with a porch and a small shed in the background.

1. Waterfront Lake Cottage - Lake Access -Kayaks

Waterfront Lake Cottage - Lake Access -Kayaks
Avon
The price is €511
includes taxes & fees
27 Oct - 28 Oct
Waterfront Lake Cottage - Lake Access -Kayaks
A deck with outdoor furniture, including a sofa and a glass table, overlooking a body of water.

2. Cozy Cottage-Sunset On The Lake

Cozy Cottage-Sunset On The Lake
Otis
9.8 out of 10, Exceptional, (53 reviews)
"Great lake house in the beautiful Berkshires. House looked just like the online pics. Kitchen fully stocked with everything you would need. Lake view & backyard were amazing! Lots of fun using kayaks & canoes."
United States
Rose Angela M.
The price is €480
includes taxes & fees
23 Oct - 24 Oct
Cozy Cottage-Sunset On The Lake
A two-story house with a dock extending into a lake, surrounded by trees with autumn foliage.

3. Escape to Bantam Lake- With Fireplace and Hot tub!

Escape to Bantam Lake- With Fireplace and Hot tub!
Morris
10.0 out of 10, Exceptional, (4 reviews)
"This house is a dream. First, the views are incredible. Second, it’s beautifully decorated and very cozy. Lastly, the property location is perfect. I can’t wait to stay again!"
United States
Shannon M.
Escape to Bantam Lake- With Fireplace and Hot tub!
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

The Abner Hotel

The Abner Hotel

10/10 Excellent
"We loved our stay- the room was so well presented/had everything we could need, and we felt so well looked after by all staff. We enjoyed the breakfast, and drinks on the rooftop bar were definitely a highlight! We had dinner one out of the two nights we were staying, which was also lovely. Highly recommend if you’re in the Litchfield area!"
Jessica 2-night trip
Posted 5 hours ago
The Abner Hotel

Find out more about Winsted

Winsted Cottages information

Number of reviews
57
Accommodation
92 Cottages
Lowest Price
€480
Highest Price
€511

Frequently asked questions

Why book your cottage in Winsted with Expedia?
We think that a holiday should be easy, so if you're seeking cottages in Winsted at a great price, Expedia is here to help. Stick to the budget and pick a thrifty option surrounded by wilderness, or splurge on a 5-star cottage to really spoil your favourite people.
How can I find cheap cottages in Winsted?
With Expedia's helpful filter tool, scoring cheap cottages in Winsted is a breeze. To discover properties that'll make your wallet happy, refine your search results by budget, star rating and amenities.