See all properties
Entire home

Modern Luxury Mountain Home within Wintergreen Retreat Collection

Vacation home near Wintergreen Resort in Wintergreen

Choose dates to view prices

Photo gallery for Modern Luxury Mountain Home within Wintergreen Retreat Collection

Outdoor dining
Smart TV, fireplace, video games, video library
Smart TV, fireplace, video games, video library
Smart TV, fireplace, video games, video library
A kitchen with wooden cabinets, a stainless steel microwave, an oven, granite countertops, and a window with a view of trees.

Reviews

9.8 out of 10
Exceptional

Entire home

5 bedrooms4 bathroomsSleeps 18390 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Explore the area

View in a map
Wintergreen Resort, VA
  • Place, Wintergreen Resort
    ‪1 min walk‬
  • Place, University of Virginia
    ‪55 min drive‬
  • Place, John Paul Jones Arena
    ‪58 min drive‬
  • Airport, Charlottesville, VA (CHO-Charlottesville-Albemarle)
    ‪73 min drive‬

Room options

About the area

Wintergreen

Chestnut Springs stay.At this Chestnut Springs vacation home, you'll be within a 5-minute walk of Wintergreen Resort and George Washington National Forest. Also, Raven's Roost Overlook is within 3 miles (5 km) and Reids Gap Trailhead is within 6 miles (10 km).
View more Vacation homes in WintergreenOpens in a new window

What's nearby

  • Wintergreen Resort - 1 min walk - 0.1 km
  • Blue Ridge Parkway North Entrance - 29 min drive - 36.0 km
  • Rockfish Gap Entrance Shenandoah - 30 min drive - 37.0 km
  • University of Virginia - 55 min drive - 77.3 km
  • John Paul Jones Arena - 58 min drive - 77.6 km

Getting around

  • Staunton Station - 42 min drive
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 63 min drive

Restaurants

  • ‪Hill Top Berry Farm & Winery - ‬23 min drive
  • ‪Belties - ‬20 min drive
  • ‪The Edge - ‬6 min drive
  • ‪The Market - ‬5 min drive
  • ‪Devils Backbone Brewing Company - ‬15 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.

Modern Luxury Mountain Home within Wintergreen Retreat Collection

With gorgeous mountain views of the Blue Ridge and Blackrock Village this luxury mountain home is one of the largest in the Wintergreen Retreat Luxury Home collection. Featuring 5 bedrooms, 3 full baths, and 2 half baths. The level drive and one step access into the main level allows for easy access. Once inside you will be impressed with the gracious open floor plan and spacious rooms throughout.

The main level master bedroom suite is great for family members with limited mobility. The home also features a backup generator and advanced water conditioning system for our guests comfort and convenience.

The main level includes the soaring, light filled Great Room with cathedral ceiling & stone fireplace, large eat in kitchen with granite, handsome cabinets, tile floors & beautiful master suite with steam shower. Upstairs includes 2 guest bedrooms with multiple sleeping options, full bath and loft with a desk.

The lower level allows for more activities in an additional family room with fireplace, a master suite with full bath, a separate bedroom with a large sleeping capacity, and a half bath. Beautifully maintained and tastefully furnished so you can just walk in and begin enjoying your new Wintergreen vacation!

Similar properties

House (4 Bedrooms) | Interior
Mountaintop Wintergreen Resort Home w/ Deck, Views
Nellysford
  • Pool
  • Kitchen
  • Dryer
  • Parking included
5.0 out of 5, Exceptional, 1 review
Mountaintop Wintergreen Resort Home w/ Deck, Views

Property amenities

Ski

  • Ski lift privileges

Pool/Spa

  • Communal pool
  • Heated pool
  • Outdoor pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 4 bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Toilet paper
  • Towels provided

Living spaces

  • Fireplace
  • Living room

Entertainment

  • Games
  • Smart TV with cable/satellite channels
  • Stereo
  • Video games
  • Video library

Outdoor areas

  • Balcony
  • Barbecue grill
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total (up to 50 lbs per pet)

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Wheelchair accessibility
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location
  • In the mountains

Things to do

  • Arcade/game room
  • Golf
  • Heated pool
  • Optional golf privileges
  • Ski lift privileges
  • Snow sports gear
  • Tennis
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Kayaking nearby
  • Mountain biking nearby
  • Mountain climbing nearby
  • Rafting 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)
  • Fire extinguisher
  • Deadbolt lock

General

  • Property located in a resort
  • Unit size: 4,200 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 30

Check-out

Check-out before 10:00 AM
Contactless check-out available

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

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights, lock the doors, and return the keys
Please return all keys to lockbox
Make sure to take any fireplace ashes to the trash
Broom clean and wipe down countertop surfaces. Also make sure linens are brought to the laundry.
Failure to complete these may result in a negative review from the host.

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 2 (weight limit: 50 lbs per pet)
  • Service animals are exempt from fees

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
Safety features at this property include a fire extinguisher and a deadbolt lock
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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property is also known as

Vrbo Property

Frequently asked questions

How close is Modern Luxury Mountain Home within Wintergreen Retreat Collection to the airport?

This vacation home is 44.4 mi (63-min drive) away from the Weyers Cave, VA (SHD-Shenandoah Valley Regional) airport, the closest popular airport to the property.

Does Modern Luxury Mountain Home within Wintergreen Retreat Collection have an airport shuttle?

Airport shuttle services are not available at this vacation home.

Does Modern Luxury Mountain Home within Wintergreen Retreat Collection offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Modern Luxury Mountain Home within Wintergreen Retreat Collection ?

No, there is no casino at this vacation home.

What time is check-in at Modern Luxury Mountain Home within Wintergreen Retreat Collection ?

Check-in begins at 4:00 PM.

Is there free parking at Modern Luxury Mountain Home within Wintergreen Retreat Collection ?

Free parking is not available at this vacation home.

Does Modern Luxury Mountain Home within Wintergreen Retreat Collection have a pool?

This vacation home features an outdoor pool.

Does Modern Luxury Mountain Home within Wintergreen Retreat Collection have a spa?

There are no spa services available at this vacation home.

How close is Modern Luxury Mountain Home within Wintergreen Retreat Collection to downtown Wintergreen?

This vacation home is 3.6 mi away from Wintergreen.

Modern Luxury Mountain Home within Wintergreen Retreat Collection Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 51 out of 56 reviews
Rating 8 - Good. 4 out of 56 reviews
Rating 6 - Okay. 0 out of 56 reviews
Rating 4 - Poor. 0 out of 56 reviews
Rating 2 - Terrible. 1 out of 56 reviews

9.6/10

Cleanliness

Reviews

Verified

10/10 Excellent

Karen N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay for a large group. Clean and excellent location.
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Terri B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful time. Our host was great to work with and the house is large enough for us, our 3 kids plus spouse and 6 kids. The kitchen is outfitted for the chef in the family. We will visit again.
Stayed 4 nights in Jan 2026
Verified

10/10 Excellent

Jessica B.

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

Wonderful getaway!!

Perfect place to relax and enjoy the company of friends and family.
Stayed 4 nights in Apr 2025
Verified

10/10 Excellent

Sandra A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house is well appointed and has a gorgeous view from the deck. The location is great and is really close to a wide range of breweries, cideries and wineries!
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Tara P.

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

Great home for a fun weekend!

We loved our stay for a weekend visiting wineries and breweries. It was a great home!
Stayed 3 nights in Nov 2023
Verified

8/10 Good

Janet S.

Liked: Check-in, communication, location, listing accuracy

Family apple picking

Property was very nice and a great location!
Stayed 3 nights in Oct 2023
Verified

10/10 Excellent

Christine H.

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

Beautiful home!

Wonderful ski trip and great views
Stayed 3 nights in Feb 2022
Verified

10/10 Excellent

Lainey F.

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

So great!!

Perfect amount of space for our group
Stayed 2 nights in Apr 2025
Verified

10/10 Excellent

mike q.

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

Ski Trip

Great property with excellent sunrise views.
Stayed 3 nights in Feb 2024
Verified

10/10 Excellent

Linda H.

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

This VRBO was well stocked and spacious.

This is a beautiful property. The manager was very responsive to any questions.
Stayed 3 nights in Dec 2024
Verified

8/10 Good

Ron P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Well appointed kitchen-gas grill did not have gas. House was clean. Host was responsive to questions and deficiencies(propane gas empty)Beautiful sunrises/sunsets!
View from main floor deck
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Libby C.

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

ski vacation

Kitchen was well stocked. Owner was responsive about keyboard. House and beds were comfortable.
Stayed 4 nights in Jan 2025
Verified

10/10 Excellent

Becky B.

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

Perfect for our group

Clean house lots room to play games and bedrooms more than adequate
Stayed 4 nights in Dec 2023
Verified

10/10 Excellent

Lynn F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Kitchen was very well equippedIt isn’t ski season
Gorgeous sunrose
Family fun
First fire of the season
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Mary P.

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

lovely, comfortable weekend stay

The house was clean and well-appointed. All 12 of us had comfortable beds, and loved the balconies & decks around the house. Nathan, the host was accommodating and easy to deal with. Can't wait to come back!
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Joan P.

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

Great stay at Chestnut Springs

Really enjoyed our time at this lovely home in Wintergreen. It met our expectations in every way--beautiful house and view, fully equipped kitchen for cooking for a large family, very spacious rooms. We particularly appreciated the host's accessibility for questions and readiness to help.
Stayed 3 nights in Jan 2023
Verified

10/10 Excellent

Bill L.

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

Perfect for a milestone birthday!

As described, spacious, and generously supplied with everything needed for our large group aged 2 years to 80! Loved the mature hardwood forest ambiance with birds, bears (nearby) and even a bobcat! Thanks and hope we can return someday soon.
Stayed 4 nights in Jun 2023
Verified

10/10 Excellent

Lisa O.

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

Beautiful Scenery and Home With Nice Touches

We gathered as old friends and were able to catch up on the expansive deck with a breathtaking view. The living room and kitchen were also the perfect size for our gathering of 8 adults. The kitchen was well outfitted with upgraded extras. We would love to visit again!
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

Deanna R.

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

Great ski weekend

We enjoyed a wonderful weekend with friends. At Wintergreen Retreat. It was a beautiful home with lots of bedroom space and easy to get to everything nearby. Thanks for everything!
Stayed 4 nights in Jan 2023
Verified

10/10 Excellent

Janae N.

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

Family trip in the mountains

My family and I stayed at this property and it was perfect for our occasion! The home is beautiful, spacious, and has amazing views in the mountains. Everything was very clean and the home had everything we needed. The host was responsive and accommodating with a late check out that gave us more time for a morning brunch before leaving :) thanks for the great trip!
Stayed 2 nights in May 2024
Verified

10/10 Excellent

Olivia H.

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

It was all that!!

The home and community was exactly as it was advertised!! My family enjoyed all the amenities. We were impressed by the comfort of the beds! Had everything in the kitchen you needed and more! I recommend this house everytime
Stayed 3 nights in Oct 2023
Verified

10/10 Excellent

Lynn C.

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

Multi-family ski weekend

Spacious home that worked well for our group of 15. Having a separate hangout area for the teenagers was a big bonus. Nice, flat parking with a short drive down to the slopes. Functional kitchen with plenty of plates and silverware for all the guests. Only wished for a few more hooks to hang up everyone’s ski gear.
Stayed 3 nights in Feb 2025
Verified

10/10 Excellent

Thomas F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was very clean and entry was easy once we found the lock box. The open floor plan was especially nice for our family group of 10. All the bedrooms were large and beds were comfortable. The kitchen appliances were new and all worked well. The kitchen was very well stocked with small appliances, dishes, flatware, cookware, and spices. We really enjoyed the large deck with a view. We ate every meal alfresco! It was a memorable July 4th weekend for the entire family!
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Mary K P.

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

13 people stayed the weekend

It was great again. This is our 3rd or 4th year. A few items needing repair on the deck and the door leading to it.Very comfortable and well equipped kitchen and bathrooms.
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Rosanna W.

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

Harry Potter Weekend with Hurricane Helene!

Awesome place to wait out Hurricane Helene! And oh the views after the fog lifted! This house was the perfect distance for Staunton’s Queen City Mischief and Magic weekend! Plenty of vineyards, breweries, and a few yummy places to eat. I do recommending bringing all your planned meals up with you as shopping is not real close. We will def be coming back!
Stayed 3 nights in Sep 2024