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Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort.

Family-friendly stay near Wintergreen Resort

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Photo gallery for Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort.

Smart TV, fireplace, books
Property grounds
Interior
5 bedrooms, iron/ironing board, free WiFi, bed sheets
Smart TV, fireplace, books

Reviews

9.8 out of 10
Exceptional

Entire home

5 bedrooms5 bathrooms332 sq m

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Wintergreen Resort, VA
  • Place, Wintergreen Resort
    ‪2 min drive‬
  • Place, University of Virginia
    ‪58 min drive‬
  • Place, John Paul Jones Arena
    ‪64 min drive‬
  • Airport, Weyers Cave, VA (SHD-Shenandoah Valley Regional)
    ‪67 min drive‬

Room options

About the area

Wintergreen

Chestnut Springs stay.With a stay at this Chestnut Springs vacation home, you'll be within half a mile (1 km) of George Washington National Forest and 2 miles (3 km) of Wintergreen Resort. Reids Gap Trailhead is within 6 miles (10 km) and Raven's Roost Overlook is within 9 miles (15 km).
View more Vacation homes in WintergreenOpens in a new window

What's nearby

  • Wintergreen Resort - 2 min drive - 1.4 km
  • Rockfish Gap Entrance Shenandoah - 33 min drive - 38.7 km
  • Crabtree Falls - 40 min drive - 33.0 km
  • University of Virginia - 58 min drive - 79.0 km
  • John Paul Jones Arena - 64 min drive - 79.0 km

Getting around

  • Staunton Station - 46 min drive
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 71 min drive

Restaurants

  • ‪Hill Top Berry Farm & Winery - ‬26 min drive
  • ‪Belties - ‬22 min drive
  • ‪The Edge - ‬8 min drive
  • ‪The Market - ‬8 min drive
  • ‪Devils Backbone Brewing Company - ‬18 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.

Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort.

Your Wintergreen Resort adventure begins at this 5-bedroom house. With 1 king bed, 3 queen beds, and 4 twin beds, this property offers plenty of space for guests to relax and unwind. Whether you're looking to explore the area or simply relax in the comfort of this terrific property, we look forward to hosting you at our place.

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  • Washer
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Property amenities

Ski

  • Cross-country skiing nearby
  • Snowboarding nearby

Pool/Spa

  • Communal pool
  • Massage

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Electric car charging station on site
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 4.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Jetted bathtub
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace

Entertainment

  • Books
  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Service animals only (pets not allowed)

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 4 steps to reach entrance
  • Area rugs in public areas
  • Handrails in stairways
  • Smooth flooring in public areas
  • Tile flooring in public areas
  • Upper floors accessible by stairs only
  • Well-lit path to entrance
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the mountains
  • Near a health/beauty spa
  • Near a lake
  • Next to a golf course

Things to do

  • Billiards/pool table
  • Golf
  • Snow sports gear
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking nearby
  • Horseback riding nearby
  • Mountain biking nearby
  • Rock climbing nearby
  • Sledding nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Winery tours 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)

General

  • Double-glazed windows
  • Electric car charging station
  • Locally-owned and organized tours and activities
  • Property located in a resort
  • Reusable coffee/tea filters
  • Some LED lighting used
  • Unit size: 3,578 square feet
  • Water-efficient toilets

Policies

Check-in

Check-in time starts at 2:00 PM
Minimum check-in age: 21

Check-out

Check-out before 12:00 PM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed, but service animals are welcome

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
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
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
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 private host, not a professional engaged in trade or business. 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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.

Frequently asked questions

How close is Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort. to the airport?

This vacation home is 43.4 mi (71-min drive) away from the Weyers Cave, VA (SHD-Shenandoah Valley Regional) airport, the closest popular airport to the property.

Does Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort. have an airport shuttle?

Airport shuttle services are not available at this vacation home.

Does Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort. offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort.?

No, there is no casino at this vacation home.

What time is check-in at Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort.?

Check-in begins at 2:00 PM.

Is there free parking at Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort.?

Free parking is not available at this vacation home.

Does Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort. have a pool?

This vacation home does not have a pool.

Does Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort. have a spa?

This vacation home doesn't have a spa, but it does offer massages.

How close is Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort. to downtown Wintergreen?

This vacation home is 4.2 mi away from Wintergreen.

Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort. Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 13 out of 15 reviews
Rating 8 - Good. 2 out of 15 reviews
Rating 6 - Okay. 0 out of 15 reviews
Rating 4 - Poor. 0 out of 15 reviews
Rating 2 - Terrible. 0 out of 15 reviews

10/10

Cleanliness

Reviews

Verified

8/10 Good

Margie H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was great! Host was great too. The property is very well laid out and kitchen is very well stocked.
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Kim C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house is awesome! It is so spacious and the hosts thought of so many extra details!
Stayed 4 nights in Jan 2026
Verified

10/10 Excellent

Cristin B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an amazing stay! The house was absolutely perfect for multiple families - plenty of space, well laid out and comfortable for everyone. It truly had everything we needed, which made our trip easy and enjoyable. The hosts were wonderful to work with and very easy to communicate with. We would absolutely recommend this home to anyone looking for a great place to stay in Wintergreen. We’d love to come back!
Stayed 4 nights in Jan 2026
Verified

10/10 Excellent

Michelle M.

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

Perfect place to stay!

Our family stayed here to attend a wedding at a nearby location. This house had all we needed for the weekend. Perfect place to gather and lay our heads at night. Backyard is peaceful and love the open layout on the main floor.
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Kristin C.

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

Don't miss this gorgeous stay!

Our group had an incredible stay at this property. Beautiful views, a cozy comfy atmosphere in the house, and a fantastic fully stocked kitchen made this the perfect place for our weekend getaway. The property owner, John, is fantastic to work with and so responsive. I would recommend to all, and look forward to returning. Thanks John
Stayed 2 nights in Jun 2025
Verified

8/10 Good

Karl H.

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

Great location

House was huge and reasonably clean, but shoowing its age. Mountain creek in back yard for kids to play in. Many long hiking trails accessable directly from back yard, no driving required. Located on a short, quiet side street suitable for stroollers.
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

JAYNE M.

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

Crazy Crafty Chicks Retreat

We had a group of nine wonderful ladies get together. Accommodations were perfect. We had plenty of space to enjoy ourselves. We talked, laughed and even crafted. Could not ask for better property host! Highly recommend!!!
Stayed 4 nights in Apr 2025
Verified

10/10 Excellent

Jody P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is the second time we've rented this house. The owners are so kind and dont leave out one detail! They are great with communicating everything we needed to know! The house is absolutely beautiful with quality beds, bedding and bath linens. The kitchen is equipped better than any rental we've ever used. We were able to cook multiple meals for 14 adults with no trouble at all. Plenty of quality pots&pans, cutting boards, mixing bowls, various cooking utensils etc. There is also a huge supply of beautiful dinnerware. If I have my way, we will rent this same home every year for our family ski trip! Thank you so much Marguerite and Jon!!
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Terri B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is the 2nd time I've stayed at this property and I have no complaints whatsoever. It is so clean and comfortable. The kitchen is so well stocked with just about anything you would need to cook with. The owners are so kind and easy to contact and strive to make their mountain home a wonderful get away "home" to their guests. It is located in a beautiful setting with the Old Appalachian Trail right behind the property, which connects with the current AT. The beds are all so comfortable! I love having a wood burning fireplace to and this house has 3! I very highly recommend John and Marguerite's home in a mountain hollow in Wintergreen!
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Shirl L.

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

Spacious Mountain home nicely decorated

We had a wonderful family vacation. The house was clean and spacious. The kids loved the Zipline and swing and slide out in back of property. Shamokin Nature trail near property and Old applachian trail. Plenty of things to do in the area. Beds were comfortable. We enjoyed playing pool too.The Owners very nice to work with and easy to get in touch with. They just purchased this recently and are still doing upgrades. I would recommend this property.
Nature trail
Living room
Kitchen/ dining
Master BR
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Samantha R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our group had an amazing stay at this home. The house was fully equipped to support our group of 12. The house was clean and cozy and included a beautiful backyard view from the balcony. When we weren't out enjoying hikes or trails recommended by John's guides and resources, we found ourselves cooking a meal in the kitchen, playing games in the dinning room, watching movies in the living rooms, or enjoying the vast and gorgeous backyard. John has helped us with questions about our trip for the past 6 months and has been extremely helpful and responsive. He truly cares about his guests and wants them to have memorable vacation. We will definitely be planning to book with John again in the future. Thank you John!
Stayed 5 nights in Jul 2025
Verified

10/10 Excellent

Amy T.

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

Wonderful Hosts and Excellent Home

We stayed at this home with some extra family members in order to see our daughter’s graduation. The house was great, roomy and came with a well stocked kitchen. It felt like being at home, we needed to bring nothing extra except our food. Our kids really enjoyed hopping on the walking trail right out of the back door. They explored and found a waterfall! Everyone in our group raved at how nice the house was and the private feel. We would definitely book here again! And the community the home is in is very nice. While you feel very remote, they have a gas station within as well as a convenience store. By far this home has been one of our favorite places we’ve booked! Lovely hosts with excellent communication-you can’t go wrong booking here!
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Terri B.

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

Girl's weekend in the mountains

This house more than met our exceptions! It is a beautiful property in an exceptional, wooded setting with bubbling mountain streams behind the house. You can hear them from the deck and there aren't many more peaceful sounds than the natural sounds of nature. The old Appalachian Trail is out back on the other side of the streams, which are really fun and easy to cross. You run into the current AT and can hike on that for as long or as short a hike as you want. The house itself is just beautiful, with an incredibly well stocked kitchen, all beds are very comfortable, and the layout is great! I would stay here over and over! The hosts are great and very easy to contact with any problems you might have, but my guess is you won't find any. We sure didn't. I highly recommend staying in this great house and give it a 5 star rating.
Stayed 3 nights in Mar 2025
Verified

10/10 Excellent

Roberta P.

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

Wintergreen Wonder-ful Weekend

From the moment I stepped into this spacious, yet cozy property I knew it was going to be a wonderful weekend. I had arranged this weekend to celebrate a soon to be “mother of the bride” and mutual friends. The home was absolutely immaculate! No musty mountain smell that I have experienced in other homes located among the trees. Furnishings were updated and comfortable. The kitchen was very well stocked with lots of dish-ware, cookware, and utensils. The linens and towels are hotel quality. Such a pleasant surprise from other VRBO’s I have stayed at. The beds were very comfortable. Everyone said they had a great night’s sleep. The hosts have also added nice touches like soft bath mats in front of bathroom sinks as well as lightly scented diffusers. The location was wonderful for hiking! Right behind the house, across a small stream, is part of the “Old Appalachian Trail”. We also visited nearby wineries and had a fantastic time.The owners of this VRBO have paid attention to every detail that makes a vacation extra special. I would definitely book this home again.
Stayed 3 nights in Apr 2025