Orchard House with Wintergreen Advantage | House in Wintergreen

10.0 (4 Reviews) |   5 Bedrooms  5 Bathrooms  10 Guests
Nellysford House | Orchard House with Wintergreen Advantage

5 Bedroom House in Nellysford, Wintergreen

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

Orchard House with Wintergreen Advantage is located in Nellysford. Orchard House with Wintergreen Advantage provides accommodation, featuring TV, Child Friendly, Internet, among other amenities. This House features Air Conditioner, Parking and Pool to make your stay a comfortable one.

Orchard House with Wintergreen Advantage has 5 Bedrooms , 5 Bathrooms, and max occupancy of 10 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Nellysford has interesting places to visit. If you want to learn more about the House in Nellysford, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
Pool
TV
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace
Guest Services
Child Friendly
Heating
Hot Tub
Internet
Kitchen
Laundry

Policies

Check-in
Check-in time starts at 4:00 pm minimum check-in age: 25
Check-out
Check-out before 11:00 am
Child Policy
Children are welcome.
Pet Policy
Pets not allowed

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 host has indicated there is a smoke detector on the property host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

Reviews

Rachel H.
Oct 16, 2025 12:27:33 AM
Review Score:   10
Summary: Amazing house with plenty of space for multiple families!
See All Reviews

FAQ's

Is this property pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the property have a swimming pool?

Yes, this Nellysford house has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in property?

Best-rates for the Nellysford house starts from $737 per night with includes Air Conditioner, Bedding/Linens, Guest Services, Hot Tub, Laundry, Balcony/Terrace, Security/Safety, Sports/Activities, Heating, Parking, Pool, Wellness Facilities, Fireplace, Kitchen, TV, Child Friendly, Internet with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is property a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the property wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Nellysford house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the property?

Based on the information reported by the owner or manager, the Nellysford house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for property?

Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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