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Featured Cabins in Winsted

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

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

Harwinton CT
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Stay at this cabin in Harwinton. Enjoy free WiFi, a garden, and patios. Popular attractions Harwinton Conservation and Recreation Area and Warner Theater are located nearby.
Kitchen
Pet-friendly
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Becket MA
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Stay at this cabin in Becket. Enjoy a garden, laundry facilities, and furnished lanais. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry are located nearby.
Kitchen
Washer
Tolland Cabin w/ Private Hot Tub & Grill!

Tolland Cabin w/ Private Hot Tub & Grill!

Tolland Massachusetts
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Stay at this cabin in Granville. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Maple Corner Farm Cross Country Ski Area and Phelon Memorial Forest are located nearby.
Hot tub
Kitchen
Guesthouse Cabin vacation rentals in Berkshire County

Guesthouse Cabin vacation rentals in Berkshire County

Sheffield MA
The price is CA $567 per night
CA $567
CA $980 total
Dec 10 - Dec 11
includes taxes & fees
Stay at this cabin in Sheffield. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Mount Everett State Reservation and Plaintain Pond are located nearby.
Kitchen
Pet-friendly
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard

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

Great Barrington MA
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Stay at this cabin in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Ski Butternut and Lake Buel are located nearby.
Kitchen
Washer
Cozy & Serene Cabin with Fireplace, Ski Nearby!

Cozy & Serene Cabin with Fireplace, Ski Nearby!

Bethlehem CT
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Stay at this cabin in Bethlehem. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Bellamy-Ferriday House and Garden and Old Bethlehem Historical Society Museum are located nearby.
Kitchen
Washer
LAKE FRONT ISLAND HIDE-AWAY WITH BOAT DOCK

LAKE FRONT ISLAND HIDE-AWAY WITH BOAT DOCK

Southwick MA
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Stay at this cabin in Southwick. Enjoy patios and an in-room coffeemaker. Popular attractions Congamond Heights and Babbs Beach are located nearby.
Kitchen
Pet-friendly
Luxe Log Cabin Minutes From Skiing, Hiking, & More

Luxe Log Cabin Minutes From Skiing, Hiking, & More

Great Barrington MA
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Book a stay at this family-friendly cabin in Great Barrington. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Lake Buel and Ski Butternut are located nearby.
Kitchen
Washer
Peaceful Cabin with Sauna, Hot Tub & Cold Plunge

Peaceful Cabin with Sauna, Hot Tub & Cold Plunge

Cornwall CT
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Stay at this cabin in Cornwall Bridge. Enjoy a sauna, a garden, and an in-room coffeemaker. Popular attractions Housatonic Meadows State Park and Clarke Outdoors are located nearby.
Kitchen
Pet-friendly
Great Family Cabin in the woods on a lake.

Great Family Cabin in the woods on a lake.

Norfolk CT
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Stay at this cabin in Norfolk. Enjoy free WiFi, laundry facilities, and patios. Popular attractions North Green and Infinity Music Hall and Bistro are located nearby.
Kitchen
Washer
Rustic escape on a pond with 7 acres in Colebrook, CT!

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

Colebrook CT
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Stay at this cabin in Winsted. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions North Green and Cookson State Forest are located nearby.
Washer
Dryer
Berkshires Cabin steps from Lake

Berkshires Cabin steps from Lake

Becket MA
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Stay at this cabin in Becket. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Pyramid Lake and Jacob's Pillow are located nearby.
Kitchen
Dryer
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See all available properties in Winsted
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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.

Top trending hotels in Winsted

Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport

1 Bradley International Airport Windsor Locks CT
The price is CA $316 per night from Jan 1 to Jan 2
CA $316
CA $364 total
Jan 1 - Jan 2, 2026
includes taxes & fees
9/10 Wonderful! (1,000 reviews)

Winsted Cabin Rentals

Does the thought of waking up in a plush bed, stepping out onto a private patio, and taking in views of the lovely surroundings sound like exactly what the wise wanderer ordered? Then it might be time to peruse cabin rentals in Winsted. Whether you’re looking for a log cabin to host your weekend of solitude, or are curious about one of many luxury cabin rentals to host you and your special someone, Travelocity has everything you need for your next vacation.

Travelers have always appreciated Winsted for its natural wonders, and now you can too. Spend your days exploring all the area has to offer, from its scenic trails near your accommodation to quirky boutiques and delicious restaurants in town. Wake up early for a sunrise hike, go fishing at a nearby lake, or sleep in and find a shady tree to read under in the afternoon. There’s no right or wrong way to experience the outdoors, but there are tons of cabin rentals that will let you enjoy them more thoroughly.

Even if your plans include roughing it while you’re out hiking during the day, you don’t need to shy away from enjoying the many amenities available at cabins in Winsted. Reserve a cabin with a spa tub for ultimate relaxation, or book one of many appealing cheap cabins that’s located near breweries and restaurants.

Confirm your hunch—that Winsted is the perfect place for your next getaway. Reserve a cabin with Travelocity, and get ready to explore the area to your heart’s content. Nature’s calling, and the best way to answer it is from inside an inviting cabin.

Winsted Cabins essential information

Accommodation
18 Cabins
Lowest Price
CA $126
Highest Price
CA $980
Popular accommodation
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!, Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating, Tolland Cabin w/ Private Hot Tub & Grill!, Guesthouse Cabin vacation rentals in Berkshire County, Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard, Cozy & Serene Cabin with Fireplace, Ski Nearby!, LAKE FRONT ISLAND HIDE-AWAY WITH BOAT DOCK, Luxe Log Cabin Minutes From Skiing, Hiking, & More, Peaceful Cabin with Sauna, Hot Tub & Cold Plunge, Great Family Cabin in the woods on a lake., Rustic escape on a pond with 7 acres in Colebrook, CT!, Berkshires Cabin steps from Lake

Frequently asked questions

What is the price range for cabins near Winsted?
Escape the concrete jungle and stay at one of our lovely cabins near Winsted. Priced from CA $126 to CA $980 per night, they're the perfect blend of creature comforts and nature. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How cheap are cabins near Winsted?
Find a cabin rental in or around Winsted that fits your style from as little as CA $126 per night. This was the cheapest rate available in the last seven days. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many options are there for Winsted cabin rentals?
There are 203 different options to choose from around Winsted, so find your perfect mountain cabin or rustic cabin with Travelocity. Some great options here include Log Cabin On A Lake With Private Dock And Beach One Hour From Nyc and This Is It Fabulous Vermont Cabin W.
What is there to do when renting a cabin near Winsted?
Hidden away in nature yet nice and cozy, Winsted cabins are fantastic bases for families. Book one of our cheap cabin rentals and spend your escape chasing after adventure.

  • Leading the list of family attractions to check out is Kaaterskill Falls. From Winsted, it's around 145 kilometers away to the west and a great spot to spend quality time together.
  • Gather the gang and head out to Minnewaska State Park. This attraction is about 161 kilometers to the west of Winsted.
  • If you're bringing the kids, make time for Mount Greylock. It's around 129 kilometers to the north of Winsted and a big hit with families.

What are some Winsted mountain cabins?
If waking up to dazzling vistas and the peaceful sounds of nature is your notion of a heavenly vacation, have a look at these Winsted mountain cabins. From cheap, comfy stays to deluxe lodgings, we've got rentals suitable for every budget and preference:

  • Make a booking at Cabin - Charming, Quiet, River Front. Highly rated by many visitors, this comfortable retreat has everything you need for a great mountain escape, including snowsport activities and skiing facilities.
  • After an energetic day in nature, you'll adore coming home to This Is It Fabulous Vermont Cabin W. Besides having superb views, it comes with a wood stove and winery tours.

What are some river cabins near Winsted?
Wake up in the mornings to beautiful water views and the sweet sound of birds chirping when you stay at one of these river cabins near Winsted. From peaceful rustic retreats to large luxury cabins right on the riverfront, we know you'll find one that ticks all the boxes.

  • Cabin - Charming, Quiet, River Front — Swap the city buzz for a week or so in the great outdoors at this riverside retreat. Top amenities include snowsport activities and skiing facilities.
  • Cabin - Romantic Retreat — Kick back, have fun and make use of everything that's on offer here, including on-site watersports and snowsport activities.

What are some Winsted cabins with pools?
There's nothing better after a hectic day of exploring in nature than jumping into a pool. Dig out your one-piece, pack your inflatable swan and make a splash at one of these Winsted cabins with a pool:


What are the best Winsted beach cabin rentals?
If spending your vacation looking for pretty ocean treasures along the shore and enjoying stunning sunrises and sunsets sounds like heaven to you, choose one of these Winsted beach cabin rentals. From small and homey to spacious and luxe, we've got the ideal beachside rental for you:


How can I find a great cabin near Winsted on Travelocity?
Tracking down an incredible Winsted cabin is a cinch with Travelocity. Step 1: Enter your dates and number of travelers. Step 2: Use our handy filter tool to narrow the results. Then just book your favorite and get packing! Worried your plans might change? Choose a property that offers free cancellation. Booking with Travelocity means booking with confidence. Find the same property at a lower price somewhere else within 24 hours of booking and we'll refund you the difference. It's our Price Guarantee.

More places to stay in Winsted