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
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 1,365 total
includes taxes & fees
3 Jun - 4 Jun
Real Estate: Therapy - Lake, Laundry, Love it
Real Estate: Therapy - Lake, Laundry, Love itSherwood Forest
The price is AED 205
AED 1,082 total
includes taxes & fees
7 Jun - 8 Jun
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, (15 reviews)
"Great place and welcoming stay!"
Frank M.
The price is AED 588
AED 1,424 total
includes taxes & fees
3 Jun - 4 Jun
Home in Great Barrington
Home in Great BarringtonGreat Barrington
9.8 out of 10, Exceptional, (31 reviews)
"Everything was as advertised!"
Jessica S.
The price is AED 876
AED 1,340 total
includes taxes & fees
14 Jun - 15 Jun
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Gorgeous River Views! On Rails to Trails and just steps to quaint CollinsvilleCollinsville
10.0 out of 10, Exceptional, (65 reviews)
"What a wonderful spot and exceptional host. Loved our stay and hope to visit again soon. "
Mike
The price is AED 1,031
AED 1,784 total
includes taxes & fees
3 Jun - 4 Jun
Big farmhouse in the foothills of the Berkshires
Big farmhouse in the foothills of the BerkshiresRussell
10.0 out of 10, Exceptional, (147 reviews)
"The house is absolutely charming and cozy. It was very clean as well. "
Amanda C.
The price is AED 735
AED 1,347 total
includes taxes & fees
4 Jun - 5 Jun
Treetop Hideaway in Tyringham
Treetop Hideaway in TyringhamMonterey
9.2 out of 10, Wonderful, (11 reviews)
"This was the perfect location for our mom and daughters weekend! Spacious comfortable. Our only regret was that we didn’t stay longer!"
Sarah B.
The price is AED 1,036
AED 2,131 total
includes taxes & fees
3 Jun - 4 Jun
The price is AED 672
AED 1,690 total
includes taxes & fees
3 Jun - 4 Jun
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
Apartments
Private vacation homes
Save an average of 15% on thousands of hotels when you're signed in
Top Winsted Hotel Reviews
Springhill Suites Marriott Airport
10/10 Excellent
