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Historic Ski Lodge on 112-Acre Vineyard

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The cottage/ski lodge: Now on the National Register of Historic Places
Recently restored 1950s retro kitchen
Kitchen: farmhouse sink, dishwasher, gas stove/oven, retro refrigerator.
Kitchen: dining area, seats 5-6
Master Bedroom: solid cherry four-poster queen bed

Reviews

10 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 483.6 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Explore the area

View map
Woodstock, VT
  • Place, Marsh-Billings-Rockefeller National Historical Park
    ‪20 min walk‬
  • Place, Quechee Gorge Bridge
    ‪16 min drive‬
  • Place, Dartmouth College
    ‪28 min drive‬
  • Airport, Springfield, VT (VSF-Hartness State)
    ‪42 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 2

1 Queen Bed

Master Bedroom

1 Queen Bed

1 bathroom

Bathroom

Bathtub · Toilet · Shower only

Spaces

Deck or patio
Kitchen
Outdoor play area
Garden
Dining area

About this property

Historic Ski Lodge on 112-Acre Vineyard

**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. **

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space

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House Rules

Check in after 3:00 PM
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
Suitable for children but not toddler proofed
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Events

Events allowed: family gatherings, birthday parties, weddings
Up to 150 persons in barns, greenhouse and tent
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Smoking outdoors is allowed

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
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Woodstock

Located in Woodstock, this cottage is in a rural area and on a river. Billings Farm and Museum and Red Wagon Toy Company are local attractions and those in the mood for shopping can visit Quechee Gorge Village and King Arthur Baking Company. Union Arena Community Center and Sugarbush Farm are also worth visiting. Enjoy the area's slopes with cross-country skiing and snowboarding, and don't miss out on the ice skating and snowmobiling.
View more Cottages in WoodstockOpens in a new window
Map
Woodstock, VT

What's nearby

  • Marsh-Billings-Rockefeller National Historical Park - 20 min walk - 1.7 km
  • Billings Farm and Museum - 2 min drive - 3.3 km
  • Quechee Gorge Bridge - 16 min drive - 17.7 km
  • Killington Resort - 28 min drive - 33.8 km
  • Dartmouth College - 28 min drive - 37.0 km

Getting around

  • White River Junction Station - 27 min drive
  • Lebanon, NH (LEB-Lebanon Municipal) - 28 min drive

Restaurants

  • ‪Dunkin' - ‬15 min drive
  • ‪Simon Pearce Restaurant, Retail & Glassblowing - ‬16 min drive
  • ‪Cumberland Farms - ‬5 min drive
  • ‪Mon Vert Cafe - ‬4 min drive
  • ‪Richardson's Tavern - ‬5 min drive

Frequently asked questions

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

No, pets are not allowed at this property.

How much does it cost to stay at Historic Ski Lodge on 112-Acre Vineyard?

As of 23 Apr 2026, prices found for a 1-night stay for 2 adults at Historic Ski Lodge on 112-Acre Vineyard on 16 June 2025 start from AU$322, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Historic Ski Lodge on 112-Acre Vineyard?

On-site parking is available at the 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?

Checkout is at 10:00 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 miles (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 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 41 out of 41 reviews
Rating 8 - Good. 0 out of 41 reviews
Rating 6 - Okay. 0 out of 41 reviews
Rating 4 - Poor. 0 out of 41 reviews
Rating 2 - Terrible. 0 out of 41 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Jennifer G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing place, hosts, location! We can’t say enough good things about our stay and are already planning on a return trip!
Stayed 4 nights in May 2025
Verified

10/10 Excellent

Christopher M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place and stay.

On wonderful property with a nice hike out back door and close to much to do. Interesting ski historical site too.
Stayed 4 nights in Oct 2024
Verified

10/10 Excellent

Christine A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Great Stay!

We loved the Ski Chalet! The property was beautiful and the hosts were very friendly and helpful. The location to Woodstock was convenient to shopping, hiking and restaurants. We would stay here again!
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Libby H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Magical place!

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.
Stayed 12 nights in Jul 2025
Verified

10/10 Excellent

Carl R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nostalgic Ski Hut

Clean and well-equipped with comfortable furnishings. Owners are friendly and easy to communicate with.
Stayed 4 nights in Oct 2023
Verified

10/10 Excellent

Bonnie B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Idyllic

We loved our stay in this property. It was immaculately clean, comfortable, beautiful, warm. The hosts were friendly and accommodating. We've stayed in many properties around the area over the last several years and this was the first one where we were really excited to be able to stay again. Thank you so much for allowing us to stay in this beautiful space!
Stayed 6 nights in Oct 2024
Verified

10/10 Excellent

Scott W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent.

Outstanding. Thank you for allowing us to use this great property.
Stayed 3 nights in Aug 2023
Verified

10/10 Excellent

Elizabeth G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Always wonderful

This is our second year staying at Gilbert Hill. It’s a magical place. My kids love running through all of the open spaces and looking for frogs. The native flowers are beautiful. The house was clean and cozy.
Stayed 3 nights in Aug 2023
Verified

10/10 Excellent

Carol B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Historic Gem!

The Warming Hut is a wonderful gem in the Woodstock area. It is beautifully restore and very comfortable. We enjoyed sitting on the deck and taking in the wonderful scenery. The walls of the hut are filled with photos showing the history of the ski hut. We will certainly return to the Warming Hut in the future.
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

mandy a.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic!

My mother and I stayed at Howard and Mary Margret's home during a New England road trip. I was very excited to stay after seeing the pictures of the property when I booked the home. When we arrived, I was even more excited. Everything was perfect and Howard and Mary Margret were the nicest people. Thank you for your hospitality and kindness.
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Christina S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful cottage and hosts!

We cannot say enough about our time at Gilbert's Hill! Howard and Mary Margaret were so incredibly generous and welcoming. They answered our questions and offered suggestions for what to see and do in the area, invited us to stroll around and enjoy the property and were just lovely hosts in every way. They have updated the 1940s cottage with modern amenities but preserved all of its vintage charm. It is perfectly located for exploring Woodstock and the surrounding areas. We loved everything about our week-long stay!!!
Verified

10/10 Excellent

Mary M D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A++

Immaculate, serene, comfortable, and well-outfitted. This exceptional property has everything you'll need to enjoy the Upper Valley. An unbeatable location for rest and recreation. A stylish cottage in a truly beautiful setting. Kind and considerate hospitality. For us, an A++. We fee so lucky to have stayed. Thank you!
Stayed 5 nights in Aug 2023
Verified

10/10 Excellent

Barbara F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Unbelievable!

The best part of our vacation was staying at Gilbert’s Hill. The hosts thought of every possible amenity. The property was unique, historical, and beautiful. It had all the charm of the past but all modern convenience. Close to Woodstock and other quaint nearby towns. The hosts were very timely in their communications. We’ll be back.
Stayed 5 nights in Oct 2023
Verified

10/10 Excellent

Timothy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Touch of heaven

Picture perfect cabin . Super clean , super comfortable with throwback nod to the 50's . Property looks like a Vermont postcard . Hike up the old ski slope was tough but worth it . Incredible view. Spent nights enjoying the fire pit under peaceful starlit skies . The owners , Howard and Mary Margaret couldn't be any nicer . Thanks for a beautiful week .
Stayed 7 nights in May 2023
Verified

10/10 Excellent

Annemieke v.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely home! Stay here if you can.

The house was perfect and very comfortable. Beautifully decorated with so much love. Spotlessly clean and very well appointed. The surroundings were marvelous, a place full of history. Mary Margaret and Howard are perfect hosts. They leave you at peace but are around whenever you need them. Do not forget to make the hill walk behind the house. The views are rewarding. Just as the fire flies in the evening during summer. We had an unforgettable stay.
Stayed 4 nights in May 2024
Verified

10/10 Excellent

Derek and Danielle H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Don’t let the secret out.

This is one of those rare gems that exceeds every expectation that you have. There were no disappointments. Green views out every window, fire flies after dark, super cozy beds, everything you needed in the kitchen, plenty of space to spread out at the table if you need to open the laptop. This place was excellent in every way, and made our visit to Woodstock one of the most memorable yet. We hope to return someday as it already feels like a home away from home.
Stayed 5 nights in Jun 2023
Verified

10/10 Excellent

Marianne M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Lovely and Comfortable Step Into The Past

Our stay in Woodstock was memorable, as we were introduced to the area's historical importance. An example of this would be The Billings Farm and Museum, an absolute must-see. Adding to that was our fortunate stay at Gilberts Farm. This beautifully restored property abounds with its own history, as reflected by the many skiing photos displayed on the walls. The owners tastefully chose furnishings to reflect a time they want you to experience. Everything is sparkling clean, warm, and cozy. We had so much fun cooking in the gorgeous retro kitchen. If ever in the area again, we would absolutely stay here.Thankyou Marianne and Michael
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Lisa M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy, Cute and Comfy!

We felt so at home! The little house is so lovely with all the historic touches and ski memorabilia. So charming!!! Had a nostalgic soak in the claw foot tub. (I grew up with a similar tub as a child- minus the fancy shower wand!) The location is fantastic and quiet. The weather was not friendly- it rained and rained. but it didn’t stop us from doing any of the things we had planned during our stay. It just means that we are looking forward to coming back and spending more time exploring the property! Maybe next time when the wildflowers are blooming! Lovely hosts kept in touch and made sure we had everything we needed! It was a fantastic birthday weekend! We can’t wait to return!
Stayed 3 nights in Oct 2023
Verified

10/10 Excellent

Jo S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified

10/10 Excellent

Mark D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified

10/10 Excellent

mary b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified

10/10 Excellent

lori c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified

10/10 Excellent

Karen H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming Cottage with Interesting History

We thoroughly enjoyed our relaxing stay at this former “Warming Hut”! The cottage is cozy and comfortable, beautifully updated while preserving its charm and connection to its interesting history with displayed memorabilia. Our hosts were welcoming and gracious, easily accessible, and provided thoughtful touches, including fresh flowers to greet us upon arrival. The property is immaculate, inside and out, and had all that we needed for a comfortable stay. We enjoyed the extensive well-maintained grounds, walking the mowed paths to access magnificent views of the vineyards, wildflowers, and distant landscapes. With this picturesque setting as our home base, we took several day trips to explore the nearby national forests, state parks, and lakes to hike and kayak, and found ready access to local farm markets and grocery stores to restock as needed. What a peaceful setting to enjoy quiet mornings and lovely sunsets on the back deck as we shared the tranquil landscape with the birds and butterflies! Thank you, Howard and Mary Margaret, for welcoming us to your beautiful property and for sharing this historic place with us!
Stayed 7 nights in Jun 2022
Verified

10/10 Excellent

John R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Accomodations

We had a wonderful stay at the warming hut. Beautiful property with walking paths around the farm. Cottage was very comfortable and peaceful. History of the cottage and property was very interesting. Took our hosts suggestions for some restaurants and was not disappointed. Looking forward to getting back some day!
Stayed 3 nights in Apr 2022

About the host

Hosted by Howard Krum

Host profile image
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