Photo by Kim Knox Beckius

Search Cabin Rentals in Winsted

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Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
View from property
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
8.8 out of 10, Excellent, (3)
"We loved it. It's a real wood cabin - you don't see many of those in Connecticut, so this was pretty novel for us. It's got all the modern amenities though - internet, TV, etc. Clean and great for a small family. We had 2 adults and 2 kids. Nice bed for adults, kids had the air mattress in the living room and they loved "camping". We would stay again."
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Interior
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
9.8 out of 10, Exceptional, (32)
"We loved our time, very cozy cabin"
Cabin w/3 Acres, Tennis+BBall 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, (8)
"We’d go back."
The price is HK$1,953
HK$3,820 total
includes taxes & fees
1 Jul - 2 Jul
Cozy & Chic Cabin by the Lake, with access to private Beach!
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, (195)
"We’ve stayed at the cabin with our dog four times and always enjoy our peaceful stay. It’s cozy, clean and private. Also, the Sherwood Shoppe - just down the road - is a wonderful place for breakfast, homemade chili and much more."
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
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, (7)
"Nice and clean house. Needs a little touch up, you can see stains on the ceiling where roof was leaking. Deck’s rails were rough and it was easy to get splintered. The rest was perfect: clean sheets, towels, plenty of dishes We liked it very much"
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
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!
10.0 out of 10, Exceptional, (2)
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
Serene Acreage - Pond - Hiking Trails Nearby
Property grounds
Serene Acreage - Pond - Hiking Trails Nearby
10.0 out of 10, Exceptional, (5)
"Perfect place to relax and have dogs as part of a mini vacation. Very clean, organized, and provided helpful local information. Will definitely stay there again."
Serene Acreage - Pond - Hiking Trails Nearby
Berkshires Cabin 2 Mi to Appalachian Trail!
Interior
Berkshires Cabin 2 Mi to Appalachian Trail!
9.8 out of 10, Exceptional, (6)
"My wife and I were looking for a nice little getaway within reasonable driving distance and came across this great property. As soon as we saw the big windows in the living room we were sold. Definitely getting added to our short list of places to go back to."
Berkshires Cabin 2 Mi to Appalachian Trail!
Pet-Friendly Tolland Cabin w/ Private Hot Tub!
Fridge, microwave, stovetop, dishwasher
Pet-Friendly Tolland Cabin w/ Private Hot Tub!
9.4 out of 10, Exceptional, (6)
"Cute cabin in a beautiful private setting. Very peaceful and surrounded by nature."
Pet-Friendly Tolland Cabin w/ Private Hot Tub!
Romantic and Secluded Berkshire's Gem
Fridge, microwave, oven, stovetop
Romantic and Secluded Berkshire's Gem
10.0 out of 10, Exceptional, (9)
"My friends and I had an amazing time staying in the cozy cabin. 9 of us slept comfortably, the place was spotless, and so cute. We hope to visit again."
Romantic and Secluded Berkshire's Gem
'The Mill River Cabin’ w/ Fireplace & River View!
View from property
'The Mill River Cabin’ w/ Fireplace & River View!
9.8 out of 10, Exceptional, (32)
"Cozy cabin, perfect for the two of us and our dog. Nestled in the woods with an active stream running by! We loved the quirky interior decor! Philippe was a great host and easy to work with."
'The Mill River Cabin’ w/ Fireplace & River View!
Woodfall by AvantStay | Tons of Outdoor Space
Property grounds
Woodfall by AvantStay | Tons of Outdoor Space
9.6 out of 10, Exceptional, (7)
"Overall it was a very nice stay, and the home was as advertised. The only (minor) drawbacks were that there was noticeable wear and tear in a few places in home (the paint, the kitchen cabinets, outdoor living spaces). Sort of to be expected with rental properties. Great location for several nice golf courses. Plenty of space for 4 guys to each have their own room and bathroom. Game room was a nice feature!"
Woodfall by AvantStay | Tons of Outdoor Space
LAKE FRONT ISLAND HIDE-AWAY WITH BOAT DOCK
Golf
LAKE FRONT ISLAND HIDE-AWAY WITH BOAT DOCK
10.0 out of 10, Exceptional, (2)
"A couple friend enjoyed a nice long weekend on the lake. The location was perfect. We were able to keep our kayaks right on the dock. It was nice to hang outside on the deck, enjoy the tiki bar or sit by a nice fire. We would definitely go back."
LAKE FRONT ISLAND HIDE-AWAY WITH BOAT DOCK
A-Frame Cabin in Becket: Deck + Private Acreage!
Fridge, microwave, stovetop, coffee/tea maker
A-Frame Cabin in Becket: Deck + Private Acreage!
8.0 out of 10, Very good, (4)
"What a beautiful property in a nice quiet location. We will be returning in the future"
A-Frame Cabin in Becket: Deck + Private Acreage!
Guesthouse Cabin vacation rentals in Berkshire County
Exterior
Guesthouse Cabin vacation rentals in Berkshire County
10.0 out of 10, Exceptional, (1)
"Undermountain cabin is a very unique property. Worth the stay!"
The price is HK$3,047
HK$5,637 total
includes taxes & fees
1 Jul - 2 Jul
Guesthouse Cabin vacation rentals in Berkshire County
Great Family Cabin in the woods on a lake.
Smart TV
Great Family Cabin in the woods on a lake.
10.0 out of 10, Exceptional, (1)
"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.
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
Don't see what you're looking for?
See all available properties in Winsted
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.

Other property types in Winsted

Newly Renovated Family House On Highland Lake with Dock
Fridge, microwave, oven, stovetop
Newly Renovated Family House On Highland Lake with Dock
10.0 out of 10, Exceptional, (19)
"The house was perfect for accommodating a large group of friends for a nice, relaxing break froze reality! It gave us space for cooking meals, playing games, and lounge around. The lake was perfect for a refreshing dip! It was overall an amazing experience!"
Newly Renovated Family House On Highland Lake with Dock
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Property grounds
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
9.4 out of 10, Exceptional, (33)
"Very positive."
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Interior
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
9.8 out of 10, Exceptional, (32)
"We loved our time, very cozy cabin"
Cabin w/3 Acres, Tennis+BBall 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.

Winsted Cabin Rentals information

Number of reviews
287
Accommodation
20 Cabin Rentals
Lowest Price
HK$1,953
Highest Price
HK$3,047

Frequently asked questions

What are the best cabins near Winsted?
Stay in one of our 180 cabins in Winsted and you’ll be rewarded with picture-perfect scenery, outdoor adventure and great memories. Log Cabin On A Lake With Private Dock One Hour From Nyc promises a slower pace of life. Log Cabin Living On The Esopus Creek is another top pick if you’re craving a break in nature.
Are there cheap cabins near Winsted?
Priced from HK$1,953 to HK$3,047 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?
Stay in a mountain cabin near Winsted and you’ll be rewarded with picture-perfect views, outdoor activities and an experience you’ll never forget. Secluded Cabin For The Perfect Weekend Escape is hard to overlook. Perched high in the hills, you’ll find useful amenities like cycling and nearby wildlife walks here. Lakefront Cabin With Dock, Fire Pit And Private Beach On Quiet Candlewood Lake Cove is another charming property. It comes with nearby wildlife walks, nearby birdwatching activities and stunning natural surroundings.
What are the best river cabins near Winsted?
Spend your waking hours kicking back near the water and your evenings listening to it trickling past at a river cabin near Winsted. Leading our list is Secluded Cabin For The Perfect Weekend Escape. This riverside escape comes with cycling and nearby wildlife walks. Or, settle in at Log Cabin, 5 Min To Casino With Pond. Along with its picture-perfect location, highlights here include pet-friendly facilities and a firepit.
What are the best cabins with pools near Winsted?
Slip on your board shorts or bikini and enjoy a dip whenever you want when you reserve one of our cabin rentals with a pool. Adorable A - Frame Cabin On The Water is a top choice. A barbecue grill and a swimming pool are some of the other amenities that’ll help make your stay comfortable. Or you can spend your escape at Spacious And New Deluxe Cabin In Family Campground In Northeastern Ct. As well as a great pool, this cabin offers a nearby beach and a barbecue grill.
Can I find beach cabins near Winsted?
Pack a few Hawaiian shirts and spend your seaside getaway at Lakefront Cabin With King Bed And Amazing Lake Views. This Winsted beach cabin rental comes with amenities including on-site watersports and parking facilities. Adorable A - Frame Cabin On The Water also delivers a sun-soaked getaway. Featuring a swimming pool and on-site watersports, it was made for easygoing days by the shore.
What are the best weekend cabin rentals in Winsted?
Whether you’re planning a short break with that special someone or the whole crew, we’ll help you locate the perfect weekend cabin getaway. One top example? Cabin - Relax, Reconnect And Enjoy. Featuring on-site watersports and a barbecue grill, you’ll love being close to nature here. Fantastic Cottage In The Berkshire Mountains is another terrific place where you can slow things down. Book a few nights at this escape which offers on-site watersports and a spa tub.
What are the best cabin prices near Winsted?
Whether you’re pinching your pennies or want to splash out on your next holiday, you’ll find what you’re after with Expedia. At the moment, you can score a Winsted cabin from HK$1,953 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?
If you find yourself craving a more laid-back pace, you’ll find it at one of our log cabins in Winsted. For instance, A Beautiful Log Cabin In The Woods. Spend your days here going skiing and cycling and then come home to kick back among its comforts. Time also seems to pass slowly at Serene, Peaceful Get - Away - Log Cabin By The Lake. When you’re ready to wander beyond your cosy rental, camping and swimming opportunities are close by.
What are the highest-rated cabins in Winsted?
With an impressive rating, it’s not hard to understand why Cabin - Relax, Reconnect And Enjoy is recommended by Expedia holiday makers. It has amenities like on-site watersports and a barbecue grill. Fantastic Cottage In The Berkshire Mountains is another fantastic choice. Quality conveniences including on-site watersports and a spa tub will help make your stay happy and comfortable.
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?
The outdoors won’t be the only thing you’ll be enjoying when you escape to a nature cabin in Winsted. Adventure just about everywhere you look too. Hide away at Cabin - Charming, Quiet, River Front and spend your time nearby horse riding and nearby basketball. Travellers also love Cabin - Artists Camp On Lake Mahkeenac. It’s renowned for its creature comforts as well as its hiking and nearby motor boating opportunities nearby.

Recent Hotel Reviews in Winsted
Expedia verified reviews

Holiday Inn Express & Suites Bradley Airport, an IHG Hotel

Holiday Inn Express & Suites Bradley Airport, an IHG Hotel

5/5 Excellent
"Very clean and modern! Quiet. Good breakfast. "
A verified traveller stayed at Holiday Inn Express & Suites Bradley Airport, an IHG Hotel
Posted 3 days ago
Holiday Inn Express & Suites Bradley Airport, an IHG Hotel