Entire home

Modern Luxury Mountain Home within Wintergreen Retreat Collection

Photo gallery for Modern Luxury Mountain Home within Wintergreen Retreat Collection

A two-story house with a large glass conservatory, a deck with outdoor furniture, and a stone exterior. - Modern Luxury Mountain Home within Wintergreen Retreat Collection (Wintergreen Resort)
A spacious living room with a stone fireplace, a large gray sectional sofa, a wooden coffee table, and a view of the outdoors through large windows. - Modern Luxury Mountain Home within Wintergreen Retreat Collection (Wintergreen Resort)
A spacious living room with a stone fireplace, large windows, a sectional sofa, and a piano. - Modern Luxury Mountain Home within Wintergreen Retreat Collection (Wintergreen Resort)
A kitchen with wooden cabinets, a stainless steel microwave, an oven, granite countertops, and a window with a view of trees. - Modern Luxury Mountain Home within Wintergreen Retreat Collection (Wintergreen Resort)
A spacious living room with a large sectional sofa, a wooden coffee table, and a view of trees through large windows. - Modern Luxury Mountain Home within Wintergreen Retreat Collection (Wintergreen Resort)
Close to Wintergreen Resort, Modern Luxury Mountain Home within Wintergreen Retreat Collection provides golfing on-site, an arcade/games room and laundry facilities. Stay connected with free in-room WiFi.

Reviews

9.8 out of 10
Exceptional

Entire home

5 bedrooms4 bathroomsSleeps 18390 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi

Add dates for prices

About this property

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!

Property amenities

Ski

  • Ski lift privileges

Pool/Spa

  • Communal pool
  • Heated pool
  • Outdoor pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

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

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

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

Living spaces

  • Fireplace

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
  • Up to 23 kg 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.
  • In-room accessibility
  • Smoke-free property

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

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available

Check-out

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

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 to 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 rubbish
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 allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total (up to 23 kg per pet)

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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

About the area

Located in Chestnut Springs, a neighbourhood in Wintergreen, this holiday home is in a rural area and in the mountains. Wintergreen Resort and Sherando Lake Recreation Area are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Shenandoah National Park and Rockfish Gap Entrance Shenandoah. Wildlife Center of Virginia and Shenandoah Valley Art Center are also worth visiting. Kayaking and rafting offer great chances to get out on the surrounding water, or you can seek out an adventure with horse riding and mountain biking nearby. Visit our Wintergreen travel guide
View more Holiday homes in Wintergreen
Map
Wintergreen Resort, VA

What's nearby

  • A mountainous landscape with dense green forests and rocky outcrops.
    George Washington National Forest
    1 min walk - 0.0 km
  • A waterfall in a forest with autumn leaves.
    Wintergreen Resort
    1 min walk - 0.1 km
  • A waterfall cascading over rocks in a forested area.
    Crabtree Falls
    37 min drive - 31.3 km
  • A large neoclassical building with a dome, columns, and a portico at night.
    University of Virginia
    54 min drive - 75.9 km
  • Scott Stadium
    60 min drive - 76.9 km

Getting around

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

Restaurants

  • Belties
    20 min drive
  • Devils Backbone Brewing Company
    15 min drive
  • Paulie's Pig Out
    25 min drive
  • Iron & Ale At Wintergreen Resort
    24 min drive
  • Margarita's The Flavor of Mexican
    18 min drive

Frequently asked questions

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

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Modern Luxury Mountain Home within Wintergreen Retreat Collection pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.

How much is parking at Modern Luxury Mountain Home within Wintergreen Retreat Collection ?

On-site parking is available at the property.

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

Check-in begins at 4:00 PM.

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

Checkout is at 10:00 AM.

Where is Modern Luxury Mountain Home within Wintergreen Retreat Collection located?

Located in Chestnut Springs, this holiday home is steps away from Wintergreen Resort and George Washington National Forest. Raven's Roost Overlook is 2.9 mi (4.7 km) away.

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Reviews

Modern Luxury Mountain Home within Wintergreen Retreat Collection Reviews

9.8

Exceptional

9.6

Cleanliness

9.8

Location
Rating 10 - Excellent. 52 out of 57 reviews
Rating 8 - Good. 4 out of 57 reviews
Rating 6 - Okay. 0 out of 57 reviews
Rating 4 - Poor. 0 out of 57 reviews
Rating 2 - Terrible. 1 out of 57 reviews

Reviews

Verified review

10/10 Excellent

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 review

8/10 Good

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 review

10/10 Excellent

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

Ski Trip

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

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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
Verified review

10/10 Excellent

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

Happy New Year

This property met all of our needs and then some. It was above our expectations! Excellent floor plan; privacy on all floors; cupboards were well stocked & even had charging pads for cell phones. It is beautiful/modern amenities! Thank you for helping us create memories & ringing in 2024!
Stayed 3 nights in Dec 2023
Verified review

10/10 Excellent

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

Truly an Awesome Home!

We had an amazing time at the “Retreat” house. The balcony has a great view and plenty of seating for a crowd, and the 5 bedrooms gave everyone their own little sanctuary at bed time. We loved having the piano there, and enjoyed jam sessions after dinner each night. During the day we visited wineries and breweries, in the valley and attended Wintergreen Music Festival concerts. The kitchen was well stocked for a large crowd of foodies, too. Great hosts and fabulous home. Hoping to return!
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

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

Peaceful and Quiet Mountain Retreat for March Madness

Very spacious and charming hillside home with great views of the slopes and valley below. Peaceful and quiet neighborhood. Very dog friendly with crate and food/water dishes (although we used our own) as well as enclosed decks. Kitchen was well stocked with supplies. Bathrooms had plenty of towels and washcloths. I have never stayed in a rental as well supplied in the kitchen and bathrooms as this property. I would definitely recommend this property and would love to be able to stay there again the next time I visit Virginia.
Stayed 10 nights in Mar 2025
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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

Beautiful home!

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

10/10 Excellent

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

So great!!

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

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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