Historic Ski Lodge on 112-Acre Vineyard | Cottage in Woodstock

10.0 (41 Reviews) |   2 Bedrooms  1 Bathroom  4 Guests
Woodstock Cottage | Historic Ski Lodge on 112-Acre Vineyard

2 Bedroom Cottage in Woodstock

**10% discount on 7 nights or more; 25% 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)
History:
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.
Location:
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. **

Historic Ski Lodge on 112-Acre Vineyard is located in Woodstock. Historic Ski Lodge on 112-Acre Vineyard provides accommodation, featuring TV, Security/Safety, Sports/Activities, among other amenities. This Cottage features TV, Security/Safety, Sports/Activities, to make your stay a comfortable one.

Historic Ski Lodge on 112-Acre Vineyard has 2 Bedrooms , 1 Bathroom, and max occupancy of 4 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Cottage because of the excellent services rendered by the owner or manager of this Cottage, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Cottage has a friendly neighborhood, and the Woodstock has interesting places to visit. If you want to learn more about the Cottage in Woodstock, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
TV
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Skiing
Wellness Facilities
Fireplace/Heating
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Heating
  • Air conditioning
Bathrooms
  • Towels provided
  • Hair dryer
  • Toilet paper
  • Soap
  • 1 bathroom
  • Shower
Bedroom
  • 2 bedrooms
  • Bed sheets provided
  • Dining table
  • Living room
Kitchen
  • Stovetop
  • Coffee/tea maker
  • Dishwasher
  • Electric kettle
  • Microwave
  • Refrigerator
  • Paper towels
  • Oven
  • Toaster
Laundry
  • Washing machine and dryer
  • Laundry facilities
Parking
  • Onsite parking
  • Car recommended
Pet Friendly
  • No pets allowed
Accessibility
  • Note from host: Smoking outdoors is allowed
  • Smoke-free property
Activities
  • Cycling nearby
  • Snowmobiling nearby
  • Ice skating nearby
  • Birdwatching nearby
  • Water tubing nearby
  • Fitness facilities nearby
  • Fishing nearby
  • Kayaking nearby
  • Wildlife and game walks nearby
  • Rock climbing nearby
  • Snow sports gear
Entertainment
  • Books
  • Games
  • Smart TV
  • DVD player
General
  • Unit size: 900 sq ft (84 sq m)
  • On the river
  • In the mountains
  • Near a health or beauty spa
  • In a rural location
Guest Services
  • Playground
  • Children's games
  • Iron/ironing board
Internet
  • Free WiFi
Outdoors
  • Gas grill
  • Patio
  • Outdoor furniture
  • Garden
  • Firepit
Security/Safety
  • Deadbolt lock
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • First aid kit
  • Fire extinguisher
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
Skiing
  • Ski-in/ski-out access
  • Cross-country skiing and snowboarding nearby
  • Ski privileges

Policies

Check-in
Check-in time starts at 3:00 pm
Check-out
Check-out before 10:00 am contactless check-out available
Child Policy
Children are welcome. note from host: suitable for children but not toddler proofed
Event Policy
Events allowed: family gatherings, birthday parties, weddings;maximum event attendees: 99;up to 150 persons in barns, greenhouse and tent
Pet Policy
Pets not allowed
Smoking Policy
Smoking is not permitted;smoking outdoors is allowed

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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property note from host: up to 150 persons in barns, greenhouse and tent parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 99 safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

Reviews

Libby H.
Jul 29, 2025 07:44:53 PM
Review Score:   10
Summary: We loved our stay at Gilbert hill. It’s a beautiful spot, incredibly convenient, the house is comfortable, and the hosts welcoming. It’s the perfect location to access Woodstock, Silver Lake in Barnard and we love Abracadabra coffee right up the road. Howard and Mary Margaret take immaculate care of the property.
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