Search Chalets in Stockbridge

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Chalets in Stockbridge

Property grounds
Gnome Home Mountain Ski Chalet w/Sauna Killington

Gnome Home Mountain Ski Chalet w/Sauna Killington

Stockbridge
10.0 out of 10, Exceptional, (4)
"The Gnome Home was everything we hoped for and more. The hosts are so helpful with communication, especially when a hefty snow storm hit. The home is cozy, clean and very well stocked with everything you need."
United States
Leah S.
The price is AED 816
AED 1,867 total
includes taxes & fees
18 Nov - 19 Nov
Gnome Home Mountain Ski Chalet w/Sauna Killington
Exterior
Pet-friendly winter retreat in the woods near Okemo + Killington

Pet-friendly winter retreat in the woods near Okemo + Killington

2.0 star property
Plymouth
10.0 out of 10, Exceptional, (14)
"Excellent week at a cozy property, convenient to Killington and Okemo. Easy check in and check out; highly responsive and helpful host. Would recommend to those looking for a great VT escape."
United States
Amanda L.
The price is AED 658
AED 1,658 total
includes taxes & fees
18 Nov - 19 Nov
Pet-friendly winter retreat in the woods near Okemo + Killington
Outdoor dining
Dreamy Artist Chalet in Secluded Historic Village

Dreamy Artist Chalet in Secluded Historic Village

East Warren
9.2 out of 10, Wonderful, (10)
"My friend and I came to ride horses for two days at the Icelandic Horse Farm in Fayston, and we knew we wanted a comfortable place nearby for the night in between. The Chalet was in the perfect location between places to eat (we had pizza at the Blue Stone) and the stable. And it is LOVELY inside, beautifully furnished and stocked with everything you need, Highly recommend!"
United States
Gail N.
The price is AED 746
AED 1,502 total
includes taxes & fees
17 Nov - 18 Nov
Dreamy Artist Chalet in Secluded Historic Village
Exterior
Mountain Views. Hot Tub. , 5 Wooded Acres. Private Pond

Mountain Views. Hot Tub. , 5 Wooded Acres. Private Pond

Plymouth
The price is AED 657
AED 1,765 total
includes taxes & fees
24 Nov - 25 Nov
Mountain Views. Hot Tub. , 5 Wooded Acres. Private Pond
Exterior
BearHaus-Fireplace, HUGE indoor Hot Tub, Sleeps 14

BearHaus-Fireplace, HUGE indoor Hot Tub, Sleeps 14

Killington
9.6 out of 10, Exceptional, (5)
"EVERYTING WAS GREAT BEAUTIFUL HOUSE GREAT LOCATHION ONLY THING NEEDED IS THE OT TUB TO BE A LITTLE WARMER EVERY YEAR WE COME UP WE WILL KEEP OUR EYES OPEN FOR THE AVALIBILTY FOR THIS HOUSE THANK YOU AGAIN "
United States
Mike P.
The price is AED 1,210
AED 3,446 total
includes taxes & fees
18 Nov - 19 Nov
BearHaus-Fireplace, HUGE indoor Hot Tub, Sleeps 14
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Stockbridge Hotel Reviews

The Jackson

The Jackson

10/10 Excellent
"The room, the staff, the amenities were what we were hoping for. The Jackson is a great place to stay! "
Frederick 2-night trip
Posted 22 hours ago
The Jackson