
Historic Woodstock, Vermont
Exceptional vacation rental
homes in Woodstock, Vermont.
Four thoughtfully designed vacation rentals in and around Woodstock — locally owned, meticulously maintained, ready for a weekend or a month.
Welcome home
Stay a weekend.
Stay a month.
Gray Barns Properties welcomes you home to our beautiful vacation rental homes. Each is thoughtfully designed and furnished to make your time in Woodstock comfortable, relaxing, and fun.
From the redwood hot tub at Dana Road House and the brook-side deck at Falcon House, to the resort-style living of Windfall at Quechee Lakes — you'll enjoy calling our homes yours.
Our properties
Escape to beautiful Vermont
★ 5-star rated on Airbnb

Dana Road House
Updated country home with hot tub — near Woodstock village, skiing & hiking.

Falcon House
Contemporary brookside retreat — ideal location near Woodstock village & skiing.

Windfall at Quechee Lakes
Resort townhouse at Quechee Lakes — golf, ski, enjoy.
Memories to last a lifetime
Ideally sited, deeply private, minutes to town.
Our vacation homes are locally owner-managed and meticulously maintained to the highest standards. Every stay begins with care — from the linens on the bed to the wood by the stove.
- Fully equipped chef's kitchen
- High quality bedding & linens
- King primary suite(s)
- Gracious indoor & outdoor dining
- Spotlessly clean, tastefully furnished
- High-speed WiFi, cable/satellite TV















