Search Vacation Homes in Winsted
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Winsted vacation homes
Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, CanoeingSherwood Forest
9.8 out of 10, Exceptional, (14 reviews)
"Nicole was very attentive and very quick to respond to any question we had. Her cottage was perfect for a quiet getaway, just what everybody needs!"
Matthew F.
The price is AED 588
AED 1,449 total
includes taxes & fees
19 Apr - 20 Apr
The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do
The Olde Tobacco Barn - East Granby close to airport, restaurants & things to doEast Granby
8.6 out of 10, Excellent, (4 reviews)
"Relaxing stay"
Kim M.
The price is AED 797
AED 1,956 total
includes taxes & fees
18 Apr - 19 Apr
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!Sherwood Forest
10.0 out of 10, Exceptional, (5 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
Sharon K.
The price is AED 536
AED 1,382 total
includes taxes & fees
20 Apr - 21 Apr
Home in Great Barrington
Home in Great BarringtonGreat Barrington
9.8 out of 10, Exceptional, (29 reviews)
"The house was pristine, bright, with everything we needed. We hope to come back again to enjoy the area. "
maureen k.
The price is AED 744
AED 1,180 total
includes taxes & fees
20 Apr - 21 Apr
Litchfield Retreat, Wineries, Foliage & Skiing
Litchfield Retreat, Wineries, Foliage & SkiingTorrington
The price is AED 959
AED 1,461 total
includes taxes & fees
18 Apr - 19 Apr
Big farmhouse in the foothills of the Berkshires
Big farmhouse in the foothills of the BerkshiresRussell
10.0 out of 10, Exceptional, (144 reviews)
"The house is absolutely charming and cozy. It was very clean as well. "
Amanda C.
The price is AED 661
AED 1,250 total
includes taxes & fees
14 May - 15 May
Modern Family Retreat | Near Downtown Hartford | Sleeps 10
Modern Family Retreat | Near Downtown Hartford | Sleeps 10Bloomfield
7.6 out of 10, Good, (4 reviews)
"There were 7 of us staying for a Wedding near by. The home was bright, clean and very roomy. I would 100% stay here again. Host was on top of everything!! "
Joslynn T.
The price is AED 937
AED 2,373 total
includes taxes & fees
19 Apr - 20 Apr
Modern Victorian Walk to Main Street
Modern Victorian Walk to Main StreetGreat Barrington
10.0 out of 10, Exceptional, (26 reviews)
"The house and location both perfect for a girls weekend away! "
karen b.
The price is AED 1,084
AED 2,790 total
includes taxes & fees
19 Apr - 20 Apr
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.
Find vacation rentals that suit your style
Private vacation homes
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Winsted Hotel Reviews
Hampton Inn Hartford/Airport
10/10 Excellent
