Entire home

Orchard House with Wintergreen Advantage

Vacation home near Wintergreen Resort in Wintergreen

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Photo gallery for Orchard House with Wintergreen Advantage

A spacious living room with a fireplace, large windows, and a cozy seating area.
A spacious living room with a large sectional sofa, a coffee table, and a fireplace. There is a staircase leading to an upper level, and wooden paneling on the walls.
Exterior
A wooden staircase with a geometric railing, a large wooden door, and a small table with a lamp.
Indoor pool

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms5 bathroomsSleeps 106032 sq ft

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning

Explore the area

View in a map
Wintergreen, VA
  • Place, Wintergreen Resort
    ‪14 min walk‬
  • Place, Bold Rock Hard Cider Nellysford Cidery
    ‪20 min drive‬
  • Place, University of Virginia
    ‪55 min drive‬
  • Airport, Weyers Cave, VA (SHD-Shenandoah Valley Regional)
    ‪65 min drive‬

Room options

About the neighborhood

Wintergreen

On lake.You'll be within half a mile (1 km) of George Washington National Forest and 2 miles (3 km) of Wintergreen Resort with a stay here. Also, Raven's Roost Overlook is within 3 miles (5 km) and Reids Gap Trailhead is within 6 miles (10 km).

What's nearby

  • Wintergreen Resort - 14 min walk - 0.8 miles
  • Bold Rock Hard Cider Nellysford Cidery - 20 min drive - 13.1 miles
  • Rockfish Gap Entrance Shenandoah - 30 min drive - 23.2 miles
  • University of Virginia - 55 min drive - 47.4 miles
  • John Paul Jones Arena - 59 min drive - 48.5 miles

Getting around

  • Staunton Station - 41 min drive
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 61 min drive

Restaurants

  • ‪Belties - ‬19 min drive
  • ‪Devils Backbone Brewing Company - ‬14 min drive
  • ‪The Edge - ‬5 min drive
  • ‪The CopperMine - ‬5 min drive
  • ‪Blue Ridge Pig - ‬17 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.

Orchard House with Wintergreen Advantage

A Beautifully Appointed Mountain Retreat at Wintergreen
Orchard House is a distinctive five-bedroom, six-and-a-half-bath mountain home near Wintergreen’s Devils Knob area and less than a mile from the Wintergarden Spa. Thoughtfully refurnished in 2023, the home pairs beautiful antiques and collected pieces with comfortable contemporary furnishings, creating an inviting retreat that feels both sophisticated and wonderfully livable.
At the heart of the home is the dramatic great room, where soaring vaulted ceilings and a wall of windows bring the mountain setting indoors. Handsome wood bookcases, a wood-burning fireplace, and generous seating create an ideal gathering place, while an 85-inch television makes evenings by the fire just as appealing as days spent exploring Wintergreen.
The spacious, beautifully equipped kitchen was designed for cooking and gathering, with glass-front cabinetry, a dedicated coffee station, gas range, double ovens, three dishwashers, an expansive center island, and a separate prep sink. Just beyond, the dining room's impressive table seats 10—perfect for leisurely breakfasts before a day on the slopes, celebratory dinners, or long evenings spent together.
One of Orchard House's most special features is its expansive outdoor deck, accessible directly from the main living areas. Surrounded by the natural beauty of Wintergreen, the deck offers multiple seating areas, outdoor dining, and retractable awnings for comfortable days outside. It is a wonderful place for morning coffee, afternoon conversation, dinner outdoors, beautiful mountain sunsets, and quiet evenings beneath the stars.
The first-floor primary suite is a retreat of its own, with a fireplace framed by built-in bookcases, a Peloton Bike+, and the unusual convenience and privacy of two full bathrooms, each with its own dressing and closet area.
Upstairs, an open loft and charming reading room with a desk overlook the great room. Two generously sized bedrooms—one with a King bed and one with two Queen beds—each offer a private full bathroom, walk-in closet, and flat-screen television.
For guests who appreciate additional privacy, Orchard House offers two separate accommodations just steps from the main house and easily reached from the back deck. The private guest house is especially spacious, with a King sleeping area, comfortable living area, wood-burning fireplace, full kitchen, washer and dryer, large full bathroom, and its own deck. It offers the privacy of a separate residence while remaining conveniently connected to the main house.
A separate carriage-house bedroom above the two-car garage offers two Twin beds, a wet bar, private full bathroom, and gas fireplace, creating another comfortable and private space for guests.
Outside, a fenced backyard provides additional space for families to enjoy the mountain setting. A convenient laundry room off the main kitchen, easy outdoor access, and ample parking in the circular driveway make the house as practical as it is beautiful.
Whether the day is spent skiing, hiking, enjoying the resort, or simply lingering over coffee and a good book, Orchard House offers something increasingly rare in a vacation rental: the warmth, character, and thoughtful details of a beautifully furnished private home, with room for everyone to relax and enjoy being together.
Special Features
• Five bedrooms and 6.5 bathrooms
• Flexible accommodations: 3 Kings, 2 Queens, and 2 Twins
• Expansive furnished deck with outdoor dining, multiple seating areas, and retractable awnings
• Multiple fireplaces
• First-floor primary suite with two private full bathrooms and dressing areas
• Well appointed kitchen with recently upgraded appliances
• First floor private guest house with King bed, living area, wood-burning fireplace, full kitchen, full bath, washer/dryer, and private deck
• Separate carriage-house bedroom with two Twin beds, gas fireplace, wet bar, and private full bath
• Full laundry facilities
• Central air conditioning
• High-speed Wi-Fi
• Two-car garage and ample circular-driveway parking
• Non-smoking
• Just two steps to the main entrance
• Near Devils Knob and less than one mile from the Wintergarden Spa, outdoor and indoor pools and fitness facilities

Similar properties

Property amenities

Ski

  • Close to skiing
  • Snowboarding nearby

Pool/Spa

  • Communal pool
  • Hot tub
  • Indoor pool
  • Massage

Internet

  • Available in the house: Internet access

Parking and transportation

  • Electric car charging station on site
  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchenette
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 5 bathrooms
  • Hair dryer
  • Jetted bathtub
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Separate dining area

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Phone

Location highlights

  • In the mountains
  • Near a health/beauty spa
  • On a lake

Things to do

  • Golf
  • Gym
  • Tennis
  • Birdwatching nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Kayaking nearby
  • Swimming nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Electric car charging station
  • Garden
  • Property located in a resort
  • Unit size: 6,032 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

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

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
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
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 professional host. The provision of housing is linked to their trade, business, or profession. 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 fire extinguisher and a smoke detector in each accommodation.

Property is also known as

1235531595

Frequently asked questions

How close is Orchard House with Wintergreen Advantage to the airport?

This vacation home is 44.1 mi (61-min drive) away from the Weyers Cave, VA (SHD-Shenandoah Valley Regional) airport, the closest popular airport to the property.

Does Orchard House with Wintergreen Advantage have an airport shuttle?

Airport shuttle services are not available at this vacation home.

Does Orchard House with Wintergreen Advantage offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Orchard House with Wintergreen Advantage?

No, there is no casino at this vacation home.

What time is check-in at Orchard House with Wintergreen Advantage?

Check-in begins at 4:00 PM.

Is there free parking at Orchard House with Wintergreen Advantage?

Free parking is not available at this vacation home.

Does Orchard House with Wintergreen Advantage have a pool?

This vacation home features an indoor pool.

Does Orchard House with Wintergreen Advantage have a spa?

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

How close is Orchard House with Wintergreen Advantage to downtown Wintergreen?

This vacation home is 4.3 mi away from Wintergreen.

Orchard House with Wintergreen Advantage Reviews

Reviews

10

Exceptional

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

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Garnett W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home, perfect weekend to relax with family
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

Rachel H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing house with plenty of space for multiple families!
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

Amy B.

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

Family thanksgiving

Great house for family get together!
Stayed 4 nights in Nov 2024
Verified review

10/10 Excellent

Windy F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is such a gem of a property ! It was perfect for 10 of us with 6 adults and 4 kids under 5 . There is a small , fully equipped house next to the big house where we grandparents could hide a bit when needed. We were less than a mile from the indoor/outdoor pools and Nature Center - perfect for kids . The 2 older children attended the Wintergreen day camp which was terrific . The management could not have been nicer . They responded so quickly to our requests ( trash pickup and even a car jump !! wow) We definitely will stay here again and recommend to others as well !
Stayed 7 nights in Jun 2026