Historic Ski Lodge on 112-Acre Vineyard

2 bedrooms, iron/ironing board, free WiFi, bed sheets
Smart TV, DVD player, books
Fridge, microwave, oven, stovetop

Overview of Historic Ski Lodge on 112-Acre Vineyard

Entire home

Historic Ski Lodge on 112-Acre Vineyard

10.0 out of 10 Exceptional
10.0/10 Exceptional

Entire home

2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space
Woodstock, VT

Explore the area

  • Popular LocationMarsh-Billings-Rockefeller National Historical Park2 min drive
  • Popular LocationMount Tom Peak4 min drive
  • Popular LocationSaskadena Six Ski Area6 min drive
  • AirportLebanon, NH (LEB-Lebanon Municipal)28 min drive

Space details

2 bedrooms, 1 bathroom, sleeps 4
900 sq ft
Bedroom 1
    1 queen bed
Bedroom 2
    1 queen bed
Bathroom 1

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Historic Ski Lodge on 112-Acre Vineyard

Ski-in/ski-out access for family fun on the slopes
**10% discount on 7 nights or more; 30% discount on 28 nights or more.

Rental Amenities:

Over 900 square feet of living space including a parlor (living room) with visual flame heater, Smart TV and ski memorabilia; a full kitchen with gas stove, retro refrigerator, dishwasher, microwave, cookware and dinnerware; a full bath with separate tub and shower; two separate bedrooms, each with a queen-sized bed; a mudroom with washer/dryer, utility sink and gear storage; and, direct access to all that Gilbert’s Hill has to offer including peaceful hiking trails for picnics among the wildflowers.

- Includes linens and towels
- Free WiFi
- A private deck with gas grill and fire pit overlooking vineyard
- Access to acres of hillside pastures, woods, etc.
- Ample, free, off-street parking.
- storage for recreational gear (bikes, boots, etc.)
- Smart TV with free access to Netflix (no cable)
- Keurig coffee maker and French press
- Fresh-cut flowers from our farm (when in season)


Gilbert’s Hill farm is the birthplace of downhill skiing in America — it is the site of the country’s first ski rope tow. This special place is both a State Historic Site and on the National Register of Historic Places.

Recently renovated, the Gilbert’s Hill cottage (ski lodge) was built in 1936 as a place for skiers to warm by the fire, eat, drink and socialize between runs on the most popular ski hill in the country. It housed a sandwich bar, ski school and ski rental shop. Dozens of Olympic skiers got their start training at Gilbert’s Hill and the famed Austrian skier and instructor, Sig Buchmayr, directed the ski school. After the ski tow closed in the early 1950s the structure was converted into a home for Clinton Gilbert’s son and his war bride from France. Our recent renovation retained the cottage’s historic layout and as much of the original materials possible (pine paneling, flooring, bathroom tub, kitchen cabinets, etc).

The Gilbert’s Hill cottage is a one-of-kind vacation rental — 100% of the proceeds from your stay support the restoration and maintenance of this National landmark.


Gilbert’s Hill is centrally located with easy access to the best Vermont has to offer — Woodstock Village is repeatedly voted one of the most beautiful towns in America.

- We neighbor Marsh-Billings-Rockefeller National Historical Park with its miles of carriage paths and hiking trails, acres of woods and ponds.
- 2 miles to Appalachian Trail National Park access (gorgeous views)
- Minutes drive to three local ski areas including Killington (with summer activities like mountain biking)
- Two miles to Woodstock town center with quaint shops, restaurants, bars, the town hall theater, town green, historic architecture
- Minutes to Long Trail Brewery, Harpoon Brewery (and other award-winning craft brewers nearby)
- 1 mile to Billings Farm & Museum and minutes to the Vermont Institute of Natural Science (outstanding activities for families/kids)
- Nationally-recognized dairy operations nearby (Ben & Jerry’s, Vermont Farmstead Cheese Co., Plymouth Artisan Cheese, etc)
- Dozens of covered bridges, authentic villages, historic general stores, small town libraries, museums and country fairs less than an hour’s drive.

** Please contact the owners: we’re happy to share our private, guest website with a comprehensive visitors’ guide to the best local activities (amazing farm-to-table restaurants, iconic general stores, wineries, craft breweries, nostalgic farmer’s markets, etc.) plus expanded information on the property and local history. **
Air-conditioned accommodations at this cottage offer DVD players and coffee/tea makers. Rooms open to patios. Kitchens offer refrigerators, stovetops, microwaves, and cookware/dishes/utensils. Bathrooms include showers and hair dryers.

Guests can surf the web using the complimentary wireless Internet access. Smart televisions are featured in guestrooms.

Recreational amenities at the cottage include ski-in/ski-out access.

The recreational activities listed below are available either on site or nearby; fees may apply.

Property manager

Howard Krum

Cleaning and safety practices

Social distancing

Contactless check-out
Property is kept vacant for 24 hours between stays
This information is provided by our partners.

Property amenities


  • Cross-country skiing nearby
  • Optional ski privileges
  • Ski-in/ski-out access
  • Snowboarding nearby


  • Free WiFi

Parking and transportation

  • Car recommended
  • Parking on site


  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster


  • Dining table


  • 2 bedrooms
  • Bedsheets provided


  • 1 bathroom
  • Hair dryer
  • Shower only
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room


  • Books
  • DVD player
  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio


  • Washing machine


  • Air conditioning
  • Heating


  • No pets allowed


  • Smoke-free property
  • Note from host: Smoking outdoors is allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location
  • In the mountains
  • Near a health/beauty spa
  • On a river

Things to do

  • Optional ski privileges on site
  • Ski-in/ski-out access on site
  • Snow sports gear on site
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Hunting nearby
  • Ice skating nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Rafting nearby
  • Rock climbing nearby
  • Sledding nearby
  • Snorkeling nearby
  • Snowmobiling nearby
  • Swimming nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector
  • Deadbolt lock
  • Fire extinguisher
  • First aid kit
  • Smoke detector


  • 1 room
  • Garden
  • Property located in a resort
  • Sleeps 4
  • Unit size: 900 square feet (84 square meters)

Similar properties



Check-in time starts at 3:00 PM


Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions


Pets not allowed

Children and extra beds

Children are welcome
Note from host: Suitable for children but not toddler proofed

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 99
Note from host: Up to 150 persons in barns, greenhouse and tent
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number MRT-10643214-001

We should mention

A car is recommended for transportation to and from this property

Property is also known as

Vrbo Property
Historic Ski Lodge on 112-acre Vineyard Cottage
Historic Ski Lodge on 112-acre Vineyard Woodstock
Historic Ski Lodge on 112-acre Vineyard Cottage Woodstock

About this area


Located in Woodstock, this cottage is in a rural area and on a river. Red Wagon Toy Company and Union Arena Community Center are local attractions and those in the mood for shopping can visit Quechee Gorge Village and King Arthur Flour. Traveling with kids? Consider Sugarbush Farm and Green Mountain Rock Climbing Center. Be sure to check out the area's animals with activities such as game walks and birdwatching.

What's nearby

  • Marsh-Billings-Rockefeller National Historical Park - 2 min drive
  • Billings Farm and Museum - 3 min drive
  • Mount Tom Peak - 4 min drive
  • Billings Park and Trail - 4 min drive
  • Saskadena Six Ski Area - 6 min drive

Getting around

  • White River Junction Station - 27 min drive
  • Springfield, VT (VSF-Hartness State) - 41 min drive


  • Woodstock Farmers Market - 7 min drive
  • Worthy Kitchen - 6 min drive
  • Mon Vert Cafe - 4 min drive
  • Simon Pearce Restaurant - 16 min drive
  • The Skinny Pancake - 15 min drive

Frequently asked questions

Is Historic Ski Lodge on 112-Acre Vineyard pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Historic Ski Lodge on 112-Acre Vineyard?

Check-in begins at 3:00 PM.

What time is check-out at Historic Ski Lodge on 112-Acre Vineyard?

Check-out is at 11:00 AM.

Where is Historic Ski Lodge on 112-Acre Vineyard located?

Located in the mountains, this Woodstock cottage offers ski-in/ski-out access within 3 mi (5 km) of Billings Farm and Museum, Saskadena Six Ski Area, and Red Wagon Toy Company. Billings Park and Trail and Marsh-Billings-Rockefeller National Historical Park are also within 3 mi (5 km).




Rating 10 - Excellent. 24 out of 24 reviews" "
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10/10 Excellent

Jo S.

Beautiful private cottage
Every detail for comfort and enjoyment was included. Beautiful location in country setting, but minutes from downtown Woodstock. We will visit again. Thank you Howard and Mary Margaret.
Stayed 6 nights in Oct 2022

10/10 Excellent

Mark D.

Fantastic Experience in a Beautiful Location
Howard and Mary Margaret were excellent hosts and are fantastic people. The cabin was perfect. It was spotless upon our arrival. Our week at Gilbert's Hill was filled with relaxation and memorable experiences. We are already looking forward to our return visit.
Stayed 8 nights in Aug 2022

10/10 Excellent

Verified traveler

A wonderful stay!
The cottage was perfect for me. It was charming and well-equipped. The setting was lovely, at the base of a ski slope filled with wildflowers and butterflies. "Downtown" Woodstock is a 5-minute drive away, but the cottage is quiet, with great night skies if you are lucky with the weather.
Stayed 5 nights in Jul 2022

10/10 Excellent

lori c., Lewisburg, PA USA

A historic and cozy stay close to Woodstock!
A wonderful week in Woodstock, VT made all the better by this cozy & historic chalet at the base of Gilbert Hill with kind & welcoming hosts! The property is nicely located outside of town, sits amidst multiple vineyards, and serves as a good base for local hiking. The property met all of our needs with a well-equipped kitchen, comfortable bedding, & Netflix for our son. With the all the aforementioned amenities, the historic nature of the property was not lost. We loved the original knotty pine paneling and a decor that highlighted the properties rich past. Our stay was restful and enjoyable on so many levels! We would like to again thank Howard and Mary Margaret for serving as excellent hosts and making our week together a memorable one!
Stayed 7 nights in Jul 2022

10/10 Excellent

mary b., Boca Raton

Charming and nostalgic
The warming cottage has been restored impeccably and is so warm and welcoming. The hosts have thought of every detail. I thoroughly enjoyed my time here.
Stayed 7 nights in Jul 2022