Photo by Kim Knox Beckius

Find Cabins in Winsted for Rent from CA $721

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Check prices for these dates

Next weekend
Apr 4 - Apr 6
In two weeks
Apr 11 - Apr 13
In one month
Apr 25 - Apr 27
In two months
May 23 - May 25

Browse Select Winsted Cabin Rentals

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, (212)
"The house was small, cozy and even had a small stream that ran through the backyard and under the deck. It had everything we needed. A bigger TV in the living room but definitely be a big upgrade but that isn't the end of the world. Would stay here again. "
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
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, (23)
"Very cute , well supplied, clean, nice property. Wed definitely stay again. 1"
Cozy & Chic Cabin by the Lake, with access to private Beach!
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
TV, fireplace, DVD player

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

9.6 out of 10, Exceptional, (39)
"A nice cabin in the woods. Only issue was rodents at the property. We had four sighting in three days. Would stay again if they resolved the mouse problem."
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Aerial view

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

9.8 out of 10, Exceptional, (11)
"Very enjoyable stay, highly recommended."
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Berkshires Cabin 2 Mi to Appalachian Trail!
TV, fireplace, books

Berkshires Cabin 2 Mi to Appalachian Trail!

9.8 out of 10, Exceptional, (11)
"The hosts were extremely responsive and helpful, providing us with hiking ideas, questions regarding the house and suggesting best shopping spots for incidentals. The living room was cozy, seating five comfortably. The kitchen was well stocked so cooking a Thanksgiving meal was a pleasure. We thoroughly enjoyed ourselves."
Berkshires Cabin 2 Mi to Appalachian Trail!
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Dining

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

9.0 out of 10, Wonderful, (12)
"We had a wonderful time at the cabin by the lake. Beautiful views in the Morning!! Loved it."
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Tolland Cabin w/ Private Hot Tub & Grill!
Fridge, microwave, stovetop, dishwasher

Tolland Cabin w/ Private Hot Tub & Grill!

9.4 out of 10, Exceptional, (12)
"I want to preface my review by stating we had a wonderful time. We needed a getaway to unplug and relax and we were able to do just that. The area was beautiful, nature-plenty, quiet, secluded. There were a few unexpected glitches but nothing that we couldn't improvise around. Having said that, the listing said queen size beds, but they were only full, so my husband and I stayed in separate rooms which was sad . We also felt the people that prepped the home for our stay, must have ran short of...
Tolland Cabin w/ Private Hot Tub & Grill!
Guesthouse Cabin vacation rentals in Berkshire County
Exterior

Guesthouse Cabin vacation rentals in Berkshire County

10.0 out of 10, Exceptional, (5)
"Two very comfortable nights. Cabin is well appointed. Great kitchen and outdoor space. Tremendous views, amazing star gazing. Very private. "
The price is CA $721
CA $1,239 total
includes taxes & fees
Apr 1 - Apr 2
Guesthouse Cabin vacation rentals in Berkshire County
Romantic and Secluded Berkshire's Gem
Fridge, microwave, oven, stovetop

Romantic and Secluded Berkshire's Gem

9.8 out of 10, Exceptional, (14)
"The cabin was cozy and accommodating. We had a great family trip. There is a perfect little hill in the front that the children used for sledding. Many great memories were made."
Romantic and Secluded Berkshire's Gem
'The Mill River Cabin’ w/ Fireplace & River View!
TV, streaming services

'The Mill River Cabin’ w/ Fireplace & River View!

9.8 out of 10, Exceptional, (38)
"Wow! It's a gorgeous, artsy (in the best way),very warm and inviting cabin in the woods. So much privacy AND a stream/river right outside your door.For nature lovers, those seeking privacy in a quaint, laid back section of the Berks."
'The Mill River Cabin’ w/ Fireplace & River View!
LAKE FRONT ISLAND HIDE-AWAY WITH BOAT DOCK
Aerial view

LAKE FRONT ISLAND HIDE-AWAY WITH BOAT DOCK

9.6 out of 10, Exceptional, (5)
"Beautiful lake, traditional charming cottage- great get-away"
LAKE FRONT ISLAND HIDE-AWAY WITH BOAT DOCK
East Otis Reservoir Cabin w/ Porch - Walk to Lake!
TV, fireplace, DVD player

East Otis Reservoir Cabin w/ Porch - Walk to Lake!

8.4 out of 10, Very good, (8)
"Lovely cottage. Very clean. Everything we needed. We had a great time!"
East Otis Reservoir Cabin w/ Porch - Walk to Lake!
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
Fridge, microwave, stovetop, dishwasher

West Cornwall Cabin ~ 4 Mi to Covered Bridge!

9.4 out of 10, Exceptional, (6)
"My wife and I stayed here for a few days, and I must say that our experience was wonderful!! We were looking to unwind without distractions, and this home was perfect! A truly rural location in a beautiful part of our state. Quiet, comfortable, with privacy and peace. The host was the best to put it mildly. Very responsive and clearly wishes every guest to have the best time possible! This is one of VRBO's finest!! We would not even think twice about returning for another visit!! Thank you...
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
A-Frame Cabin w/ Furnished Deck in Becket!
Exterior

A-Frame Cabin w/ Furnished Deck in Becket!

8.4 out of 10, Very good, (6)
"This A-frame cabin was the perfect location for some Berkshire R&R. Close to so many of western MA's greatest attractions, we had a great time visiting Tanglewood and museums, and touring local towns and restaurants. The property was clean, as described, and very comfortable. Communicating with our hosts was very simple. We will be happy to return!"
A-Frame Cabin w/ Furnished Deck in Becket!
Great Family Cabin in the woods on a lake.
Interior

Great Family Cabin in the woods on a lake.

10.0 out of 10, Exceptional, (2)
"We love this place as the lake is extremely quiet and clean. The house has a great living room with lots of charm and plenty of bathroom and bedroom space. I wish I had something bad to say because we could keep it to ourselves, but I do not."
Great Family Cabin in the woods on a lake.
Serene Acreage - Pond - Hiking Trails Nearby
Terrace/patio

Serene Acreage - Pond - Hiking Trails Nearby

10.0 out of 10, Exceptional, (6)
"Wonderful accommodation."
Serene Acreage - Pond - Hiking Trails Nearby
Fantastic cottage in the Berkshire Mountains
Fridge, oven, stovetop, dishwasher

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
Cabin in the woods w cedar Hot Tub + private pond
Outdoor spa tub

Cabin in the woods w cedar Hot Tub + private pond

Cabin in the woods w cedar Hot Tub + private pond
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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Other property types in Winsted

Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
Beach

Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!

10.0 out of 10, Exceptional, (92)
"The spacious house and view of the frozen lake were wonderful for our family gathering. It was unfortunate the hot tub was broken and there were some water issues, but the hostess was gracious in trying to accommodate us. "
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Food and drink

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.4 out of 10, Exceptional, (15)
"We had a great time and enjoy staying here so much!"
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
The Goshen Glass Chalet
Outdoor dining

The Goshen Glass Chalet

9.6 out of 10, Exceptional, (33)
"Great place. Really enjoyed staying there"
The Goshen Glass Chalet
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.

Frequently asked questions

What are the best cabins near Winsted?
Ranging from cozy and quaint to those full of luxury and style, you have 204 cabins to take your pick of in and around Winsted. Some popular 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 CA $721 to CA $721 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’ve ever wanted to bunk down in a cabin in the mountains with only nature and magnificent views for company, you’re certainly not alone. Cabin - Charming, Quiet, River Front is a magnet for adventurers. This mountain cabin near Winsted comes with many comforts, such as snowsport activities and skiing facilities. Also look up Cabin - Romantic Lake Retreat. A deck, snow sports gear and lots of opportunities to discover the nearby trails make it a traveler favorite.
What are the best river cabins near Winsted?
When you think of the word relaxing, a river cabin near Winsted should be the first thing that enters your mind. Cabin - Charming, Quiet, River Front is the ideal place to find some stillness. In addition to its beautiful surroundings, it offers amenities such as snowsport activities and skiing facilities. Cabin - Romantic Lake Retreat is another top pick. On-site watersports and snowsport activities are some of the conveniences you’ll have at hand here.
What are the best cabins with pools near Winsted?
Hop into your swimsuit and enjoy a dip whenever your heart desires when you book one of our cabin rentals with a pool. Cabin - Romantic Lake Retreat is a standout. On-site watersports and a swimming pool are some other amenities you can take advantage of here. Or, spend your getaway at Country Cabin in Woodstock, NY- Cozy and Pet Friendly. As well as a refreshing pool, this cabin offers a swimming pool and a fireplace.
Can I find beach cabins near Winsted?
Enjoy your fix of salty air and sunshine at Relax, reconnect and enjoy!. One of our popular Winsted beach cabins, it offers guests on-site watersports and children’s activities. You can also spend worry-free days along the shoreline at Rustic Lakeside Cabin at White Gate Farm. On-site watersports and beach sun loungers will help make your break extra special.
What are the best weekend cabin rentals in Winsted?
Nothing’s better than a weekend cabin getaway after a busy week at work. Swap the office for a few days or so in the great outdoors at Cabin - Charming, Quiet, River Front. A patio and a firepit are a few of the amenities it comes with. Emails will also be the furthest thing from your mind at Cabin - Romantic Lake Retreat. Spend your nights here and take advantage of on-site watersports and a swimming pool.
What are the best cabin prices near Winsted?
Whether you’re pinching your pennies or want to splash out on your next vacation, you’ll find what you’re after with Expedia. At the moment, you can score a Winsted cabin from CA $721 per night.This price was 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.
Can I find log cabins in Winsted?
Start your day with a hot coffee in your comfy log cabin and then go mountain climbing and snow shoeing. Sound heavenly? You’ll want to check out Log Cabin On A Lake With Private Dock And Beach One Hour From Nyc. Another relaxing retreat with ample warmth and charm is Luxury Secluded Catskill Log Cabin On Creek. Close-by activities like rafting and snowboarding will add to your experience here.
What are the highest-rated cabins in Winsted?
With an impressive rating, it’s no wonder why Rustic Lakeside Cabin at White Gate Farm is a huge hit with Expedia vacationers. It features amenities like on-site watersports and a private beach. Newly Renovated Cabin in the Country is another great choice. Conveniences including on-site watersports and a patio will help make your stay a comfortable one.
Why should I book a cabin near Winsted?
For an escape that’s big on character, affordability and comfort, a cabin is the best choice. Leave your city blues behind and explore the greenery of the wilderness. From action-packed days to peaceful evenings cuddled up with your special someone, cabins offer both relaxation and excitement. Check out the great Winsted options on Expedia.
What are the top nature cabins in Winsted?
Featuring lots of charm and home comforts, Cabin - Charming, Quiet, River Front is among our most sought-after nature cabins in Winsted. But with a whole lot of things to do and see close by, make sure you don’t spend too much time chilling indoors. Activities including nearby motor boating and nearby snowboarding are on the to-do list here. Cabin - Romantic Lake Retreat is another option where you can hang with Mother Nature. Nearby sledding and nearby basketball are a couple of enjoyable ways to do it.