Photo by Kim Knox Beckius

Find Cabins in Winsted for Rent from CA $750

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Check prices for these dates

Next weekend
Feb 21 - Feb 23
In two weeks
Feb 28 - Mar 2
In one month
Mar 14 - Mar 16
In two months
Apr 11 - Apr 13

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, (210)
"The cabin is quiet, tidy, and comfortable. It is within driving distance of several hiking trails and was a great place to spend a long weekend. The host was friendly and communicative, and made sure that we had everything we needed for a nice stay. "
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
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
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, (22)
"What an adorable cabin! We walked in, and it was even cuter than the pictures allowed. Everything worked properly, and if I had questions, Mariana responded right away. Thank you so much for everything!"
Cozy & Chic Cabin by the Lake, with access to private Beach!
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 $750
CA $1,277 total
includes taxes & fees
Feb 12 - Feb 13
Guesthouse Cabin vacation rentals in Berkshire County
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!
Romantic and Secluded Berkshire's Gem
Fridge, microwave, oven, stovetop

Romantic and Secluded Berkshire's Gem

9.8 out of 10, Exceptional, (13)
"This was a perfect meet up spot for us and our friends from Westchester. It was cozy and clean and warm! A perfect spot to enjoy skiing at Butternut and to stay warm during and play in the snow during a snowstorm!"
Romantic and Secluded Berkshire's Gem
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!
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Aerial view

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

9.6 out of 10, Exceptional, (9)
"Great property. Exactly as advertised. "
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
'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, (37)
"The Mill River Cabin is the perfect location for a vacation focused on relaxation and communing with nature! We recently enjoyed a beautiful fall week at this property. Highlights included time spent on the deck overlooking the Konkapot River, evening campfires, hiking the large number/variety of trails very nearby, Hancock Shaker Village and the Norman Rockwell Museum. This rustic cabin has everything you need to make for an enjoyable stay. It's a good idea to bring your food and other...
'The Mill River Cabin’ w/ Fireplace & River View!
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
Fridge, microwave, stovetop, dishwasher

West Cornwall Cabin ~ 4 Mi to Covered Bridge!

10.0 out of 10, Exceptional, (5)
"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!
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!
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!
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
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
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, (91)
"The house exceeded all out expectations. Beautiful, convenient to services, stunning location on the lake, plenty of off street parking. The host and I spoke multiple times throughout the stay regarding small things like trash and recycling expectations, etc."
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
Family House On Highland Lake with Dock
Fridge, microwave, oven, stovetop

Family House On Highland Lake with Dock

10.0 out of 10, Exceptional, (24)
"Awesome location, plenty of space in the house, clean, and the host was very responsive. Will definitely stay here again when in Connecticut. "
Family House On Highland Lake with Dock
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
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?
Escape to one of our 204 cabins in Winsted and be rewarded with breathtaking scenery, outdoor adventure and memories to hold on to. Log Cabin On A Lake With Private Dock And Beach One Hour From Nyc is the place to put your bags down and your feet up. Log Cabin Living On The Esopus Creek is another option if you’re craving time out in nature.
Are there cheap cabins near Winsted?
Priced from CA $750 to CA $750 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?
Bunk down in a mountain cabin near Winsted and you’ll be rewarded with dazzling views, outdoor adventure and memories you won’t forget. Cabin - Charming, Quiet, River Front is hard to overlook. Tucked high in the hills, you’ll find amenities like nearby wildlife walks and snowsport activities here. Cabin - Romantic Lake Retreat is another popular option. It comes with nearby wildlife walks, a deck and scenery to make you swoon.
What are the best river cabins near Winsted?
Spend your days kicking back near the water and your evenings listening to it flowing past at a river cabin near Winsted. Leading the list is Cabin - Charming, Quiet, River Front. This riverside property comes with nearby wildlife walks and snowsport activities. Or, throw your bags down at Cabin - Romantic Lake Retreat. Along with its pretty location, highlights here include on-site watersports and nearby wildlife walks.
What are the best cabins with pools near Winsted?
If you’ve ever wished every day could be a pool day, escape to Cabin - Romantic Lake Retreat. It’s one of our most sought-after cabin rentals with a pool and comes with handy amenities like on-site watersports and a swimming pool. Country Cabin in Woodstock, NY- Cozy and Pet Friendly is another place to spend relaxing days poolside. A swimming pool, a fireplace and good times are what you can expect here.
Can I find beach cabins near Winsted?
Get your fix of sunshine and sea air at Relax, reconnect and enjoy!. One of our most impressive Winsted beach cabins, it comes with on-site watersports and children’s activities. You can also spend leisurely days by the seaside at Rustic Lakeside Cabin at White Gate Farm. On-site watersports and beach sun loungers will help make your stay here extra comfortable.
What are the best weekend cabin rentals in Winsted?
Whether you’re organizing a whirlwind break with your honey or your besties, we’ll help you find the ideal weekend cabin getaway. One superb example? Cabin - Charming, Quiet, River Front. Featuring a patio and a firepit, you’ll love the natural surroundings here. Cabin - Romantic Lake Retreat is another place where you can slow things down. Spend a couple of nights at this escape which offers 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 $750 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?
Rustic, romantic and promising a more leisurely pace, a log cabin getaway never goes out of fashion. Log Cabin On A Lake With Private Dock And Beach One Hour From Nyc is a perfect example in Winsted. on-site watersports and a porch are just a few of its highlights. Luxury Secluded Catskill Log Cabin On Creek also delivers respite from the modern world. Make the most of its gorgeous location and amenities like a porch and a firepit.
What are the highest-rated cabins in Winsted?
With an impressive rating, it’s not surprising why Rustic Lakeside Cabin at White Gate Farm is a favorite with travelers. It offers amenities like on-site watersports and a private beach. Newly Renovated Cabin in the Country is another fabulous choice. Conveniences such as on-site watersports and a patio will help you feel at home here.
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?
With ample charm and creature comforts, Charming, Quiet, River Front is among our leading nature cabins in Winsted. But with loads of things to see and do nearby, don’t spend too much time relaxing indoors. Activities such as ice skating nearby and nearby hiking and biking trails are waiting here. ROMANTIC LAKE RETREAT is another getaway where you can get back to nature. Mountain climbing and nearby basketball are a couple of enjoyable ways to do it.