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Winding Way Chalet 3 Bedroom Home

3.0 star property
3-star golf vacation home in North Sherburne

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Photo gallery for Winding Way Chalet 3 Bedroom Home

House, 3 Bedrooms | Property grounds
House, 3 Bedrooms | Living area
House, 3 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster
House, 3 Bedrooms | Interior
House, 3 Bedrooms | Interior

Entire home

3 bedrooms3 bathroomsSleeps 8

Popular amenities

  • Dryer
  • Washer
  • Pet friendly
  • Barbecue grill
  • Free WiFi

Explore the area

View in a map
122 Winding Way, Killington, VT, 05751
  • Place, Green Mountain National Golf Course
    ‪2 min drive‬
  • Place, Pico Mountain at Killington Ski Resort
    ‪7 min drive‬
  • Place, Killington Resort
    ‪8 min drive‬
  • Airport, Rutland, VT (RUT-Rutland Southern Vermont Regional)
    ‪28 min drive‬

Room options

About the neighborhood

Killington

North Sherburne stay.With a stay at this North Sherburne vacation home, you'll be within half a mile (1 km) of Green Mountain National Forest and 2 miles (3 km) of Green Mountain National Golf Course. Also, Gifford Woods State Park is within 3 miles (5 km) and Fire Tower is within 6 miles (10 km).
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What's nearby

  • Green Mountain National Golf Course - 2 min drive - 1.4 miles
  • Pico Mountain at Killington Ski Resort - 7 min drive - 6.0 miles
  • Killington Resort - 8 min drive - 6.0 miles
  • Killington Peak - 24 min drive - 10.9 miles
  • Okemo Mountain Resort - 36 min drive - 30.6 miles

Getting around

  • Rutland Station - 22 min drive
  • Rutland, VT (RUT-Rutland Southern Vermont Regional) - 31 min drive

Restaurants

  • ‪Sushi Yoshi - ‬8 min drive
  • ‪Killington Deli & Marketplace - ‬5 min drive
  • ‪The Lookout Tavern - ‬10 min drive
  • ‪Back Country Cafe - ‬6 min drive
  • ‪Charity's - ‬8 min drive

About this property

Entire place

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

Winding Way Chalet 3 Bedroom Home

3-star golf vacation home in North Sherburne
This vacation home offers its guests barbecue grills. The front desk is open around the clock.
  • 1 guestroom or unit
  • Pool or billiards table
  • BBQ grill(s)
  • No smoking on site
Guests can surf the web using the complimentary wireless Internet access. Guests can make use of the in-room refrigerators and coffee/tea makers.

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Property amenities

Ski

  • Cross-country skiing nearby
  • Ski area nearby
  • Snowboarding nearby

Pool/Spa

  • Hot tub

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Onsite parking options include a garage

Family friendly

  • Children stay free (see details)

Food and drink

  • Coffee/tea maker
  • Oven
  • Refrigerator
  • Toaster

Bedrooms

  • 3 bedrooms

Bathroom

  • 3 bathrooms
  • Towels provided

Entertainment

  • Cable/satellite channels

Outdoor areas

  • Barbecue grill

Laundry

  • Washing machine

Comfort

  • Heating

Pets

  • Pet friendly
  • Service animals exempt from fees

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • Next to a golf course

Things to do

  • Billiards/pool table
  • Basketball nearby
  • Cycling nearby
  • Hiking/biking trails nearby
  • Ice skating nearby
  • Snowmobiling nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

Policies

Check-in

Check-in time starts at 5:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

Guests will receive an email within 5 days before arrival with check-in information

Pets

  • Pets are welcome for a fee
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.
  • Kids stay free! Children stay free when using existing bedding.

Smoking

Smoking is not permitted

Property payment types

Important information

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • A pet fee will be charged
  • Service animals are exempt from fees

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

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
This property accepts credit/debit cards
Cashless transactions are available
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property accepts credit or debit cards, Visa, Mastercard, American Express, Discover, Diners Club, and JCB International. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation. Cashless payment methods are available for all transactions.

Property Registration Number MRT-10030070

We should mention

  • Children stay free in the same room as the parent or guardian when using existing bedding.

Property is also known as

Winding Way 3 Bedroom Home
Winding Way Chalet 3 Bedroom Home Killington
Winding Way Chalet 3 Bedroom Home Private vacation home

Frequently asked questions

How close is Winding Way Chalet 3 Bedroom Home to the airport?

This vacation home is 19.9 mi (31-min drive) away from the Rutland, VT (RUT-Rutland Southern Vermont Regional) airport, the closest popular airport to the property.

How much does it cost to stay at Winding Way Chalet 3 Bedroom Home?

As of Nov 19, 2025, prices found for a 1-night stay for 2 adults at Winding Way Chalet 3 Bedroom Home on Nov 25, 2025 start from $396.49, excluding 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.

Does Winding Way Chalet 3 Bedroom Home have an airport shuttle?

Airport shuttle services are not available at this vacation home.

Does Winding Way Chalet 3 Bedroom Home offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Winding Way Chalet 3 Bedroom Home?

No, there is no casino at this vacation home.

What time is check-in at Winding Way Chalet 3 Bedroom Home?

Check-in begins at 5:00 PM.

Is there free parking at Winding Way Chalet 3 Bedroom Home?

Free parking is not available at this vacation home.

Does Winding Way Chalet 3 Bedroom Home have a pool?

This vacation home does not have a pool.

Does Winding Way Chalet 3 Bedroom Home have a spa?

There are no spa services available at this vacation home.

How close is Winding Way Chalet 3 Bedroom Home to downtown Killington?

This vacation home is 2.6 mi away from Killington.

Winding Way Chalet 3 Bedroom Home Reviews