Exceptional Vacation Rental Homes

in historic Woodstock, Vermont

Welcome home. Unwind.

Gray Barns Properties welcomes you home to our beautiful, vacation rental properties. Stay a weekend, stay a month!

Each home 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 resort style living of Windfall at Quechee Lakes. You’ll enjoy calling our properties home.

Memories to last a lifetime.

All our properties are ideally sited, very private yet just minutes to the heart of Woodstock village.

Our vacation homes are locally owner managed and meticulously maintained to the highest standards.

You can expect:

  • Fully equipped chef’s kitchen
  • High quality bedding & linens
  • King Master suite(s)
  • Gracious indoor & outdoor dining
  • Spotlessly clean, tastefully furnished
  • High speed internet. WiFi, cable/satellite TV

Our Properties

Escape to Beautiful Vermont

Twin bedroom on Dana Road

Twin bedroom on Dana Road

Queen bedroom on Dana Road

Queen bedroom on Dana Road

Living room on Dana Road

Living room on Dana Road

Redwood hot tub in the Gazebo

Redwood hot tub in the Gazebo

Master bedroom King bed

Master bedroom King bed

Dana Road House in Autumn

Dana Road House in Autumn

Kitchen dining

Kitchen dining

Open Living room

Open Living room

Dana Road Living Room

Dana Sunroom

Dana Sunroom

sunroom with futon & woodstove

Patio dining & Gazebo

Patio dining & Gazebo

Maple at Dana Road

Maple at Dana Road

Tree swing at Dana Road House in autumn

body

Dana Road House

Updated Country Home 3BR/2BA with Hot Tub. Near Woodstock village, skiing & hiking

Sleeps 6 • Chef’s kitchen • Private yard • Wood stove

Relax in front of the wood stove in the sun room in cool weather. BBQ and dine on the private patio or soak in the redwood hot tub. The Chiminea on the patio makes a great gathering spot to enjoy a fire under the starry sky.

Outdoor Finnish sauna at Falcon House

Outdoor Finnish sauna at Falcon House

Master suite at Falcon House

Master suite at Falcon House

Yoga Platform at the edge of the woods

Yoga Platform at the edge of the woods

Outdoor Shower

Outdoor Shower

Fire pit steps from the deck

Fire pit steps from the deck

Fire pit and view to the deck

main floor bedroom

main floor bedroom

Queen bed in main floor bedroom

Dining room

Dining room

Dining area

Dining area

Falcon living area birds eye view

Falcon living area birds eye view

Deck with dining & BBQ

Deck with dining & BBQ

Falcon House brookside dining room

Falcon House in snow

Falcon House in snow

Falcon House from the forest after March 2017 blizzard

Falcon House on Riverside Drive

Falcon House on Riverside Drive

Welcome to Falcon House!

Falcon House

Contemporary Brookside Retreat ideal location near Woodstock village & skiing

Sleeps 5 • Chef’s kitchen • Sauna, deck, BBQ • Peaceful, private

Located beside a babbling brook at the edge of a private 60 acre forest, yet just 2 miles (5 min) from Woodstock Village. This special architect designed home is airy, spotlessly clean, peaceful and very comfortable. Locally owner managed to assure you have a 5 star experience!

Greydon Cabin in Winter snow

Greydon Cabin in Winter snow

Greydon Cabin in Winter

Greydon Cabin in Winter

Private pond at the Cabin

Private pond at the Cabin

Double bedroom 2

Double bedroom 2

Double bedroom

Double bedroom

Double bedroom 1

Double bedroom 1

Primary King Suite

Primary King Suite

Cabin Reading room

Cabin Reading room

Kitchen dining for 4

Kitchen dining for 4

Cabin kitchen, Smeg appliances

Cabin kitchen, Smeg appliances

KItchen view

KItchen view

Greydon Cabin Great room

Greydon Cabin Great room

Fireside Living room

Fireside Living room

Refined Rustic Dining

Refined Rustic Dining

NEW Greydon Cabin

A refined log home, just above the historic village of Woodstock, VT.

Sleeps 5 • Chef’s kitchen • Fire pit • Private pond and forest

Wake up in the morning, and enjoy a fresh cup of coffee or tea around the fireplace while enjoying your view overlooking the pond and private forest beyond.Then, spend your day exploring Woodstock’s endless possibilities, regardless of which season of the year you visit, there is something magical to discover here year-round!

Riverview Deck at Windfall

Riverview Deck at Windfall

Kitchen at Windfall

Kitchen at Windfall

Main bathroom at Windfall

Main bathroom at Windfall

Twin room at Windfall

Twin room at Windfall

Windfall livingroom

Windfall livingroom

King bedroom at Windfall

King bedroom at Windfall

King bedroom at Windfall

Windfall dining

Windfall dining

Dining with a view at Windfall

Windfall entry

Windfall entry

Windfall at Quechee Lakes Resort

Resort Townhouse at Quechee Resort: Golf , Ski, Unwind.

Sleeps 5 • Chef’s kitchen • Fireplace, deck • Access to Quechee Lakes amenities

A freshly updated townhome in the heart of Quechee Lakes resort. Overlooking the Ottauquechee river, Windfall welcomes you with an open floor plan, well equipped kitchen and 2 comfortable bedrooms. Walk to Quechee village!

Questions?

We’d love to hear from you.

Ready to welcome the New Year @windfallvt !
🥂Table is set
🔥Fire is lit
🌟Porch light is on
Come on in and be welcome🍍
DM me if you'd like to stay at this cozy condo, just listed it on @airbnb
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#vermont #vermontvacation #vacationrental #welcomehome #vermontbyvermonters #skihouse #quechee #hygge #hyggehome #airbnbsuperhost
A beautiful late autumn day @danaroadhouse 
🍁
🍁
#vermontfall #autumnvibes #cozy by the fire #airbnb #welcomehome
A beautiful Vermont autumn  day made even more special with @graybarnspottery stunning artisan pottery 
🍂 so grateful for these amazing gifts 😌
🍁
🍂
🌞
♥️
#vermontlife #vermontfoliage #artisanpottery #vermontermade #autumnvibes #grateful
A beautiful bouquet for a pop of color at our photo shoot today.
Getting ready to put our beautiful Aerie on the market.
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#theaerievt #vermontrealestate #woodstockvt 
#notsureaboutthis 
#beautifuldestinations 
Flowers from#woodstockfarmersmarket
Woodland wander @falcon_house_vt 

#vermont #snowshoes #winterwonderland #wintertrail #falconhousevt #woodstockvermont #whosewoodstheseareithinkiknow
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