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Cottages in Winsted

Our top choices for Winsted cottages

The Blue Elm - A Historic Berkshire Cottage
Exterior

The Blue Elm - A Historic Berkshire Cottage

10.0 out of 10, Exceptional, (10)
"Everything was great...and beautiful!"
The price is ￥29,590
￥59,825 total
includes taxes & fees
Sep 23 - Sep 24
The Blue Elm - A Historic Berkshire Cottage
Summer Lake Cottage, private beach, Berkshire Hills, small village
Exterior

Summer Lake Cottage, private beach, Berkshire Hills, small village

9.4 out of 10, Exceptional, (82)
"The house has rustic charm and sits right on the lake. It is a beautiful peaceful spot. "
Summer Lake Cottage, private beach, Berkshire Hills, small village
Two Bedroom Cottage Close To Town
Exterior

Two Bedroom Cottage Close To Town

9.2 out of 10, Wonderful, (24)
"The house had everything we needed. The full kitchen served us well, the beds were comfortable, and the showers were great!"
Two Bedroom Cottage Close To Town
The Cottage at Highland Lake, year-round, waterfront with a boat dock
Property grounds

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

10.0 out of 10, Exceptional, (7)
"Really enjoyed this cute little cottage right on the lake. Brought our 3 year old to visit family. Nice bedrooms. Gorgeous deck. Really good communication from the owner as far as directions and such. Would go back for sure. "
The Cottage at Highland Lake, year-round, waterfront with a boat dock
Idillic summer getaway in Litchfield Hills, CT.
Exterior

Idillic summer getaway in Litchfield Hills, CT.

10.0 out of 10, Exceptional, (13)
"Great spot close to Limerock Raceway - private, cute, and a perfect spot to stay! The owners are so nice and accommodating - I couldn’t say nicer things about this place and will be back!"
Idillic summer getaway in Litchfield Hills, CT.
Lakefront Tranquility/Fishermans Delight
Property grounds

Lakefront Tranquility/Fishermans Delight

9.8 out of 10, Exceptional, (20)
"Great cabin very relaxing"
Lakefront Tranquility/Fishermans Delight
Charming, private 2-bedroom cottage on classic New England farm in Washington CT
Exterior

Charming, private 2-bedroom cottage on classic New England farm in Washington CT

10.0 out of 10, Exceptional, (4)
"Four of us were in town for a family party and really enjoyed our stay at the cottage. It’s peaceful, cozy, very well appointed, and wonderfully decorated. We also enjoyed a visit with the goats! "
Charming, private 2-bedroom cottage on classic New England farm in Washington CT
Cozy 2-bedroom Cottage with Access to Bantam Lake
Property grounds

Cozy 2-bedroom Cottage with Access to Bantam Lake

9.6 out of 10, Exceptional, (18)
"Even with horrible weather, we had a wonderful stay!"
Cozy 2-bedroom Cottage with Access to Bantam Lake
Private Island - Largest Fresh Water Reservoir in Mass
Outdoor dining

Private Island - Largest Fresh Water Reservoir in Mass

8.8 out of 10, Excellent, (8)
"We had a great time. The owner Bill was a great host."
Private Island - Largest Fresh Water Reservoir in Mass
Westfield Vacation Rental w/ Porch, Pets Welcome!
House (3 Bedrooms) | Interior

Westfield Vacation Rental w/ Porch, Pets Welcome!

3.0 star property
Westfield Vacation Rental w/ Porch, Pets Welcome!
Historic Huntington Home - Walk to Westfield River
House (3 Bedrooms) | Front of property

Historic Huntington Home - Walk to Westfield River

3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful historical house in a rural setting. We were attending performances at Jacob’s Pillow. This house is approximately 20 minutes away, so very convenient."
Historic Huntington Home - Walk to Westfield River
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Property grounds

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

10.0 out of 10, Exceptional, (38)
"Clean stunning views amazing host "
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!
Exterior

Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!

9.4 out of 10, Exceptional, (15)
"A short getaway with family. "
Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
Exterior

Lakeview property in private community. Lake & beach access. Swim/Kayak all day!

9.4 out of 10, Exceptional, (10)
"This is a very cozy attractive cottage and we enjoyed our stay - 3 older women. We did not have a chance to use the lake but we hope we will next year. It was quiet and relaxing."
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
A-frame Cabin w/ Furnished Deck in Becket!
House (2 Bedrooms) | Interior

A-frame Cabin w/ Furnished Deck in Becket!

3.0 star property
A-frame Cabin w/ Furnished Deck in Becket!
Guest Cottage on Country Estate
Exterior

Guest Cottage on Country Estate

9.2 out of 10, Wonderful, (41)
"Cottage was great, very comfy bed, hosts were wonderfuk"
Guest Cottage on Country Estate
Modern Terryville Cottage w/ Deck & Lake View!
Cottage (2 Bedrooms) | Interior

Modern Terryville Cottage w/ Deck & Lake View!

3.0 star property
10.0 out of 10, Exceptional, (1)
Modern Terryville Cottage w/ Deck & Lake View!
Perfect Vacation Get Away - Historical New Marlborough
Exterior

Perfect Vacation Get Away - Historical New Marlborough

9.2 out of 10, Wonderful, (57)
"Had a great time. If you love to get away from the cities and relax this is it. Bring what you need as theres no stores close."
The price is ￥19,973
￥38,465 total
includes taxes & fees
Oct 1 - Oct 2
Perfect Vacation Get Away - Historical New Marlborough
Our Cottage - Small in size, Big in character, On beautiful Highland Lake
Exterior

Our Cottage - Small in size, Big in character, On beautiful Highland Lake

10.0 out of 10, Exceptional, (45)
"Excellent place with modern decor inside and beautiful view of lake from very nice deck. Will definitely stay again! "
Our Cottage - Small in size, Big in character, On beautiful Highland Lake
Peaceful Goshen Cottage w/ Screened Porch & Views!
Cottage (3 Bedrooms) | Interior

Peaceful Goshen Cottage w/ Screened Porch & Views!

3.0 star property
Peaceful Goshen Cottage w/ Screened Porch & Views!
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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Top Winsted Hotel Reviews

Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington

10/10 Excellent
"Took a chance and so glad I did. Everything was extremely ckean and receptionists were very helpful. Would stay again."
Joanne 1-night trip
Posted 4 days ago
Extended Stay America Suites Hartford Farmington

Find out more about Winsted

Find out more about Winsted

Winsted Cottages information

Number of reviews
354
Accommodation
84 Cottages
Lowest Price
￥38,465
Highest Price
￥59,825

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