Woodstock Rentals USA Vermont Central Vermont- Killington Woodstock

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

10.0 (41 Reviews) |   2 Bedrooms  1 Bathroom  4 Guests  Stay&Play
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 Kitchen, Parking, Balcony/Terrace, among other amenities. This Cottage features Kitchen, Parking, Balcony/Terrace, 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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Unique 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
 
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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
Pet Policy Pets not allowed
Other Policy 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
 
Woodstock, 05091, United States

What Our Guests say 500 + Reviews

Oct 24, 2024 02:29:03 AM
Summary: 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
Marianne M. Marianne M.
Oct 22, 2024 01:51:02 AM
Summary: 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!
Bonnie B. Bonnie B.
Oct 8, 2024 12:16:44 AM
Summary: On wonderful property with a nice hike out back door and close to much to do. Interesting ski historical site too.
Christopher M. Christopher M.
Jul 20, 2024 04:52:10 PM
Summary: 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.
mandy a. mandy a.
Jun 4, 2024 09:08:15 AM
Summary: 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.
Annemieke v. Annemieke v.
Oct 24, 2023 05:17:54 AM
Summary: 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!
Lisa M. Lisa M.
Oct 17, 2023 06:27:34 PM
Summary: Clean and well-equipped with comfortable furnishings. Owners are friendly and easy to communicate with.
Carl R. Carl R.
Oct 14, 2023 08:45:41 PM
Summary: 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!
Christine A. Christine A.
Oct 10, 2023 03:02:36 AM
Summary: 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.
Barbara F. Barbara F.
Sep 1, 2023 08:49:30 AM
Summary: 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.
Elizabeth G. Elizabeth G.

FAQ's

Is this Woodstock cottage pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Woodstock cottage have a swimming pool?

No, this Woodstock cottage does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Woodstock cottage?

Best-rates for the Woodstock cottage starts from $283 per night with includes Barbecue/Outdoor Cooking, Kitchen, Parking, Balcony/Terrace, Security/Safety, Child Friendly, Internet, Laundry, TV, Entertainment, Air Conditioner, Bedding/Linens, Skiing, Wellness Facilities, Sports/Activities, Fireplace/Heating StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Woodstock cottage a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this cottage Good or guests have recommended them suitable for families. As reported by the owner or manager, the cottage has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Woodstock cottage wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Woodstock cottage has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Woodstock cottage?

Based on the information reported by the owner or manager, the Woodstock cottage indicates 1 day stay policy at this cottage. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Woodstock cottage?

Based on the information reported by the owner or manager, details for the cancellation policy for the Woodstock cottage are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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