Photo by Kim Knox Beckius

Search Winsted Cabins

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov

Featured Cabin Rentals in Winsted

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Exterior

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

9.6 out of 10, Exceptional, (224)
"Great place to get away from it all. Very quiet. Short drive to trailheads and restaurants and all the other hustle and bustle of the Berkshires."
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Guesthouse Cabin vacation rentals in Berkshire County
Exterior

Guesthouse Cabin vacation rentals in Berkshire County

10.0 out of 10, Exceptional, (9)
"Really enjoyed the cabin. The pictures don’t do the view justice as it’s an amazing vista overlooking the Berkshires. "
The price is NZ$1,202
includes taxes & fees
1 Oct - 2 Oct
Guesthouse Cabin vacation rentals in Berkshire County
LAKE FRONT ISLAND HIDE-AWAY WITH BOAT DOCK
Exterior

LAKE FRONT ISLAND HIDE-AWAY WITH BOAT DOCK

10.0 out of 10, Exceptional, (15)
"Everything we hoped for and more. Throwback cabin, quaint, comfortable, character. "
LAKE FRONT ISLAND HIDE-AWAY WITH BOAT DOCK
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Exterior

Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

8.8 out of 10, Excellent, (24)
"The cabin was great! Exactly as described and pictured. The kitchen was well stocked with all the basic cooking instruments and utensils. We had a blast and would absolutely come back."
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Peaceful Cabin with Sauna, Hot Tub & Cold Plunge
Exterior

Peaceful Cabin with Sauna, Hot Tub & Cold Plunge

10.0 out of 10, Exceptional, (5)
"Overall, this was a wonderful retreat. We plan to come back! The Hot tub, Sauna and Cold plunge were so cool."
Peaceful Cabin with Sauna, Hot Tub & Cold Plunge
Great Family Cabin in the woods on a lake.
Exterior

Great Family Cabin in the woods on a lake.

10.0 out of 10, Exceptional, (3)
"The cabin and lake were even better than we expected. The cabin is fully equipped with almost everything you can think of for a comfortable stay. The lake water is very clean and the surrounding forest is sustainably maintained. Doolittle Lake is a hidden gem."
Great Family Cabin in the woods on a lake.
Cozy & Chic Cabin by the Lake, with access to private Beach!
Exterior

Cozy & Chic Cabin by the Lake, with access to private Beach!

10.0 out of 10, Exceptional, (32)
"Quiet beautiful weekend away, the cabin had everything we needed for a weekend away from the busy city. Would definitely stay here again. "
Cozy & Chic Cabin by the Lake, with access to private Beach!
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Exterior

Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard

9.8 out of 10, Exceptional, (13)
"Very enjoyable stay, highly recommended."
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Luxe Log Cabin Minutes From Skiing, Hiking, & More
Exterior

Luxe Log Cabin Minutes From Skiing, Hiking, & More

Luxe Log Cabin Minutes From Skiing, Hiking, & More
Rustic escape on a pond with 7 acres in Colebrook, CT!
Exterior

Rustic escape on a pond with 7 acres in Colebrook, CT!

Rustic escape on a pond with 7 acres in Colebrook, CT!
Berkshires Cabin steps from Lake
Exterior

Berkshires Cabin steps from Lake

9.6 out of 10, Exceptional, (4)
"For a winter visit, the A-frame and cedar panelling were welcoming and cozy. The 3-season room in the back would be great for a warm weather visit. Host was accessible and responsive by text. A really nice stay."
Berkshires Cabin steps from Lake
Serene Acreage - Pond - Hiking Trails Nearby
Exterior

Serene Acreage - Pond - Hiking Trails Nearby

10.0 out of 10, Exceptional, (6)
"Wonderful accommodation."
Serene Acreage - Pond - Hiking Trails Nearby
Cozy Modern 4 Bedroom Log Cabin on 45 Secluded Acres in the Berkshires
Property grounds

Cozy Modern 4 Bedroom Log Cabin on 45 Secluded Acres in the Berkshires

Cozy Modern 4 Bedroom Log Cabin on 45 Secluded Acres in the Berkshires
Cozy 2-bedroom cabin in charming Becket with WiFi, AC
Exterior

Cozy 2-bedroom cabin in charming Becket with WiFi, AC

Cozy 2-bedroom cabin in charming Becket with WiFi, AC
Cabin in the woods w cedar Hot Tub + private pond
Exterior

Cabin in the woods w cedar Hot Tub + private pond

Cabin in the woods w cedar Hot Tub + private pond
Fantastic cottage in the Berkshire Mountains
Exterior

Fantastic cottage in the Berkshire Mountains

10.0 out of 10, Exceptional, (1)
"This cabin is very well-maintained with all the amenities you could ask for... especially no cable TV, and the owner David is responsive and pleasant! It is the perfect place to unplug, unwind and reconnect with life, nature and whoever you're traveling with. The house is an easy 30 minutes to Tanglewood and 20 minutes to Great Barrington so there is plenty to see and do without feeling like always being in the car. We got takeout from a delicious Thai restaurant (Siam Square) in Great...
Fantastic cottage in the Berkshire Mountains
Charming 3-bedroom cabin with WiFi, AC in lovely Litchfield
Exterior

Charming 3-bedroom cabin with WiFi, AC in lovely Litchfield

Charming 3-bedroom cabin with WiFi, AC in lovely Litchfield
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

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville

10/10 Excellent
"Wonderful stay except the pool was out of order and no hot tub or steam room"
Chris 1-night trip
Posted 2 days ago
Fairfield Inn & Suites by Marriott Plainville

Find out more about Winsted

Find out more about Winsted

Winsted Cabin Rentals information

Number of reviews
291
Accommodation
29 Cabin Rentals
Lowest Price
NZ$1,202
Highest Price
NZ$1,202

Frequently asked questions

What are the best cabins near Winsted?
Ranging from cosy and quaint to those that are all about luxury, there are 211 cabins available in and around Winsted. Top options include Log Cabin On A Lake With Private Dock And Beach One Hour From Nyc and Log Cabin Living On The Esopus Creek.
Are there cheap cabins near Winsted?
Priced from NZ$1,202 to NZ$1,202 per night, getting away with friends or family is affordable and easy. Book one of our cheap cabins near Winsted and enjoy an adventure-filled escape without blowing your budget.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best mountain cabins near Winsted?
If you're yearning for fresh air and spectacular views, it's hard to beat a Winsted mountain cabin. Surround yourself in nature at Cabin - Charming, Quiet, River Front. This lofty stay has everything you need for an idyllic escape, such as snowsport activities and skiing facilities. Alternatively, experience the mountain lifestyle at This Is It Fabulous Vermont Cabin W. It comes with a wood stove, winery tours and more.

Explore a world of travel with Expedia

Explore a world of travel with Expedia