Photo by Kim Knox Beckius

Find Cabins in Winsted for Rent from CA $701

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Check prices for these dates

Next weekend
Apr 25 - Apr 27
In two weeks
May 2 - May 4
In one month
May 16 - May 18
In two months
Jun 13 - Jun 15

Browse Select Winsted Cabin Rentals

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, (40)
"We had a great time here and the hosts were friendly and accommodating of our request for a later checkout. Our only complaint is the 325 cleaning fee, which is excessive given how much cleaning guests are asked to do (and given that one of the bathrooms was not even perfectly clean upon arrival). We would otherwise happily consider a future stay."
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 $701
CA $1,204 total
includes taxes & fees
Apr 21 - Apr 22
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

The Cottage at Highland Lake, year-round, waterfront with a boat dock
Beach nearby, sun loungers, beach towels

The Cottage at Highland Lake, year-round, waterfront with a boat dock

10.0 out of 10, Exceptional, (4)
"Jeanne was wonderful to work with and very responsive when we booked our last minute get away. Location is ideal - we brought our kayaks and very easy launching area. Would definitely not hesitate to come back to the same spot. Thanks for sharing your home with us. "
The Cottage at Highland Lake, year-round, waterfront with a boat dock
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, (19)
"A great winter getaway in the Berkshires. We loved the location of this very nice spot in Great Barrington. Had some great dinners we could walk to and we were able to do amazing hikes during the day and visit other spots around GB as well. Would definitely recommend! House is clean and has a nice vibe and beds comfortable. Nice shower too!"
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
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?
Rediscover the great outdoors without sacrificing the comforts at one of our 210 cabins in and around Winsted. Whether you have adventure or relaxation on your mind, Log Cabin On A Lake With Private Dock And Beach One Hour From Nyc has both in spades. Alternatively, get cozy at Log Cabin Living On The Esopus Creek and kick back among pretty natural surroundings.
Are there cheap cabins near Winsted?
Priced from CA $701 to CA $701 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 yearned to hide out in a cabin high in the mountains with only Mother Nature and jaw-dropping views for company, you’re certainly not alone. Cabin - Charming, Quiet, River Front attracts plenty of guests who want to unplug. This mountain cabin near Winsted offers many conveniences, such as snowsport activities and skiing facilities. Also keep in mind This Is It Fabulous Vermont Cabin W. A wood stove, winery tours and plenty of opportunities to hit the nearby trails make it a hit with travelers.
What are the best river cabins near Winsted?
If you’re looking for a peaceful hideout overlooking the water, a Winsted river cabin is hard to beat. Recharge your batteries at Cabin - Charming, Quiet, River Front and let all your stresses vanish downstream. Handy amenities here include snowsport activities and skiing facilities. Another popular riverside escape is Cabin - Romantic Retreat. You’ll have use of on-site watersports, snowsport activities and more.
What are the best cabins with pools near Winsted?
If you love the thought of every day being a pool day, book a stay at Cabin - Romantic Retreat. It’s one of our leading cabin rentals with a pool near Winsted and comes with handy amenities like on-site watersports and a swimming pool. Country Cabin In Woodstock, Ny is another fantastic place to spend lazy 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 dose of salt air and sunshine at Cabin - Relax, Reconnect And Enjoy. One of our top Winsted beach cabins, it comes with on-site watersports and children’s activities. You can also spend stress-free days by the sea at Rustic Lakeside Cabin At White Gate Farm. On-site watersports and beach sun loungers will make your visit even more pleasurable.
What are the best weekend cabin rentals in Winsted?
Whether you’re organizing a quick trip with your beau or the entire crew, we’ll help you locate the perfect weekend cabin getaway. One awesome option? Cabin - Charming, Quiet, River Front. Featuring a patio and a firepit, you’ll love being close to nature here. This Is It Fabulous Vermont Cabin W is another popular place where you can slow down for a while. Spend a few nights at this escape which offers a patio and a firepit.
What are the best cabin prices near Winsted?
With prices starting at just CA $701 a night for a cabin rental near Winsted, there’s no reason to rough it in a tent.
Can I find log cabins in Winsted?
Start your day with a hot coffee in your cozy log cabin and then try some canoeing and boating. Sound dreamy? Then you’ll like Log Cabin On A Lake With Private Dock And Beach One Hour From Nyc. Another getaway with ample warmth and charm is Luxury Secluded Catskill Log Cabin On Creek. Activities like picnicking and snowboarding will add to the fun times here.
What are the highest-rated cabins in Winsted?
Expedia travelers just keep returning to Rustic Lakeside Cabin At White Gate Farm. This outstanding option features a host of handy amenities including on-site watersports and a private beach. It won’t take you too long to work out why Newly Renovated Cabin In The Country is also a favorite with travelers. Conveniences such as on-site watersports and a patio will help make your stay even more 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?
Unpack your bags at Cabin - Charming, Quiet, River Front and let all your stresses float away. Fun activities like nearby rafting and jet skiing help make this river cabin in Winsted a top choice. Cabin - Romantic Retreat is another great place to relax riverside. If you’re eager for some outdoor adventure, try golf and a tennis court.