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Hilltop Escape At Wintergreen

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Living area
Exterior
Outdoor spa tub
Living area
Private kitchen

Reviews

9.2 out of 10
Wonderful
4 bedrooms4+ bathroomsSleeps 142701.7 sq ft

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
    ‪36 min drive‬
  • Place, Monticello
    ‪43 min drive‬
  • Airport, Weyers Cave, VA (SHD-Shenandoah Valley Regional)
    ‪48 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 Double Bed

4 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Bathroom 5

Spaces

Deck or patio
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

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, a first aid kit, and a deadbolt lock

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 War Fields are also worth visiting.
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Map
Wintergreen Resort, VA

What's nearby

  • Wintergreen Resort - 12 min walk - 1.1 km
  • University of Virginia - 36 min drive - 60.6 km
  • University of Virginia Hospital - 40 min drive - 63.7 km
  • Downtown Mall - 40 min drive - 66.0 km
  • Monticello - 43 min drive - 68.9 km

Getting around

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

Restaurants

  • ‪Belties - ‬22 min drive
  • ‪Hill Top Berry Farm & Winery - ‬24 min drive
  • ‪Iron & Ale At Wintergreen Resort - ‬25 min drive
  • ‪The Edge - ‬7 min drive
  • ‪The Market - ‬5 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 Apr 10, 2026, prices found for a 1-night stay for 2 adults at Hilltop Escape At Wintergreen on Jul 5, 2026 start from $483, 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).

Reviews

9.2

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 5 out of 9 reviews
Rating 8 - Good. 4 out of 9 reviews
Rating 6 - Okay. 0 out of 9 reviews
Rating 4 - Poor. 0 out of 9 reviews
Rating 2 - Terrible. 0 out of 9 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

8.0/10

Listing accuracy

Reviews

Verified

10/10 Excellent

WHITNEY J.

Really great home for two families with kids. Had a great bed situation and hot tub.
Stayed 4 nights in Feb 2026
Verified

8/10 Good

Rohit J.

Liked: Cleanliness, check-in, communication, location

Cozy stay

Nice location with beautiful waterfall sounds
Stayed 2 nights in May 2025
Verified

10/10 Excellent

swathi v.

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

Perfect in the woods

We totally loved our stay. The cabin was perfectly located and the hottub was a major hit. Its perfectly located on the deck and accessible. Overall its a beautiful house with perfect for 14 members. Zee was very responsive and super helpful.
Stayed 3 nights in Jun 2024
Verified

10/10 Excellent

STACEY E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
If you are looking for a peaceful spot in the mountains to enjoy the fall colors, this is an excellent choice! I thoroughly enjoyed sitting on the deck under a blanket and just soaking it up. The bedrooms were private and perfect for our group of couples. The fireplace was great to sit around and hang out. Kitchen is pretty well stocked with cookware and dishes. The drive up doesn't require 4WD but the driveway is steep. We made it work with 3 cars but it was a puzzle. We appreciated the host's flexibility when requesting a later check out too! It gave us the opportunity to enjoy the final day of our stay there.
Stayed 2 nights in Oct 2025
Verified

8/10 Good

Jessica P.

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy

Thanksgiving stay

This is not a 5-bedroom home. This is a 4-bedroom home with a less than double bed futon in the main living space with no door or separation; this was a problem for our family. The home overall is very nice with comfortable beds and pleasant gathering space.
Stayed 2 nights in Nov 2024
Verified

10/10 Excellent

Vickie C.

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

Stay in Wintergreen

We thoroughly enjoyed our time in the house! We loved the family room and fireplace. The kitchen was also very well stocked. We appreciated so much all the extra amenities of soap, shampoo and body wash. As well as firewood for the fireplace. The hot tub was broken… but the property manager was exceptional! He tried his best to get it up and running but was unsuccessful. He was very responsive and kind.
Stayed 4 nights in Feb 2025
Verified

8/10 Good

Jessica W.

Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

Patricia K.

Liked: Cleanliness
Stayed 3 nights in Feb 2025
Verified

8/10 Good

jo-ann l.

Stayed 2 nights in Oct 2024

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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