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
Good to know
Frequently asked questions
Where are Gray Barns vacation rentals located?
- All of our homes are in and around historic Woodstock, Vermont — including Dana Road House and Falcon House just minutes from the village, and Windfall in the nearby Quechee Lakes resort community.
How do I book a stay?
- Every property page has a live availability calendar synced from Airbnb and Vrbo, plus an instant quote calculator. Choose your dates, review the full price including taxes and fees, and send a request to book — Kat personally reviews and confirms every request.
Is there a minimum stay?
- Yes. Minimum stays are typically 3–4 nights depending on the home and season. The quote calculator on each property page enforces the correct minimum automatically.
What is included in the quoted price?
- Quoted totals include nightly or weekend rates, any applicable weekly or monthly discounts, a cleaning fee, and Vermont state and local meals-and-rooms tax. There are no hidden charges.
Are pets allowed?
- Pets are welcome only in homes that state pets are allowed, with prior approval and the applicable pet fee. Pets must never be left unattended in the home.
What is the cancellation policy?
- Cancellation terms are stated in your booking confirmation. Refunds depend on how far in advance you cancel and whether the dates are re-booked. Full details are in our rental terms.
Have another question? Get in touch — we reply personally to every message.