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Hilltop Escape At Wintergreen

Photo gallery for Hilltop Escape At Wintergreen

A spacious living area with a stone fireplace, wooden staircase, and a view of the kitchen.
A multi-story wooden building with balconies, surrounded by dense greenery.
A bedroom with a bed, a ceiling fan, a TV, and a balcony with a view of trees.
A spacious living room with large windows, a stone wall, and a ceiling fan.
Private kitchen

Reviews

9.2 out of 10
Wonderful

Highlights

  • Discover nearby landmarks
    Near Wintergreen Resort
4 bedrooms4+ bathroomsSleeps 14

Popular amenities

  • Hot tub on site
  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washer
  • Air conditioning

Explore the area

View in a map
Wintergreen Resort, VA
  • Place, Wintergreen Resort
    ‪12 min walk‬
  • Place, University of Virginia
    ‪56 min drive‬
  • Place, John Paul Jones Arena
    ‪60 min drive‬
  • Airport, Weyers Cave, VA (SHD-Shenandoah Valley Regional)
    ‪66 min drive‬

Rooms & beds

4 bedrooms (sleeps 14)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

+2
6 Twin Beds

Common Spaces

1 Twin Futon

4 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Bathroom 5

Spaces

Kitchen
Balcony

About this property

Hilltop Escape At Wintergreen

Nestled amid the pristine beauty of the towering mountains, this home provides the perfect alpine escape for those seeking tranquility and adventure. Whether you`re an avid skier or simply seeking a serene mountain retreat, this home provides an unforgettable experience in the heart of the Wintergreen resort. After a day on the ski slopes, unwind by the crackling fireplace or soak in the private hot tub on the outdoor deck, surrounded by the crisp mountain air!
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 4032333
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Wintergreen

Located in Chestnut Springs, a neighborhood in Wintergreen, this vacation home is in the mountains. Wayne Theatre and Waynesboro Heritage Museum are cultural highlights, and some of the area's landmarks include Swannanoa Palace and Crozet Tunnel. Wildlife Center of Virginia and Shenandoah Valley Art Center are also worth visiting.
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Map
Wintergreen Resort, VA

What's nearby

  • Wintergreen Resort - 12 min walk - 1.1 km
  • Bold Rock Hard Cider Nellysford Cidery - 21 min drive - 21.8 km
  • Rockfish Gap Entrance Shenandoah - 31 min drive - 38.0 km
  • University of Virginia - 56 min drive - 76.9 km
  • John Paul Jones Arena - 60 min drive - 78.6 km

Getting around

  • Staunton Station - 44 min drive
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 63 min drive

Restaurants

  • ‪Belties - ‬22 min drive
  • ‪Devils Backbone Brewing Company - ‬16 min drive
  • ‪Brewing Tree Beer Company - ‬29 min drive
  • ‪Margarita's The Flavor of Mexican - ‬20 min drive
  • ‪The Edge - ‬7 min drive

Frequently asked questions

Is Hilltop Escape At Wintergreen pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Hilltop Escape At Wintergreen?

As of Aug 29, 2026, prices found for a 1-night stay for 2 adults at Hilltop Escape At Wintergreen on Sep 4, 2026 start from $670, 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?

Onsite parking is available at the property.

What time is check-in at Hilltop Escape At Wintergreen?

Check-in begins at 4:00 PM.

What time is check-out at Hilltop Escape At Wintergreen?

Check-out is at 10:00 AM.

Where is Hilltop Escape At Wintergreen located?

Located in Chestnut Springs, this vacation home is within 1 mi (2 km) of George Washington National Forest and Wintergreen Resort. Reids Gap Trailhead and Raven's Roost Overlook are also within 9 mi (15 km).

About the host

Hosted by Sarah

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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