Escape to Hillside Hideaway at Wintergreen and experience the beauty of Virginia's mountains. Discover a spacious vacation home with six bedrooms, four-and-a-half bathrooms, a game room with private bar, sauna, screened porch and expansive deck offering breathtaking views of the Blue Ridge Mountains.
Reviews
9.49.4 out of 10
Exceptional
Entire home
6 bedrooms5 bathroomsSleeps 204406 sq ft
Popular amenities
Kitchen
Washing machine
Air-conditioning
Outdoor space
Parking available
Barbecue grill
Add dates for prices
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Game Room, Sauna, Bonus Apartment Near Wintergreen Resort!
Hillside Hideaway at Wintergreen
Your perfect mountain retreat awaits in Virginia’s scenic Valley & Ridge Region!
A Home Designed for Every Occasion
Leave the hustle and bustle behind and escape to Hillside Hideaway, a unique and spacious mountain home nestled in the breathtaking landscape of Wintergreen. Known for its stunning vistas and year-round outdoor activities, Wintergreen offers the ideal setting for an unforgettable getaway.
Fully Equipped Kitchen: Perfect for preparing hearty meals for family and friends. Cozy Living Spaces: Expansive windows provide stunning views and fill the home with natural light. Recreation Room with Private Bar: Unwind with a game of pool or enjoy a drink at your private bar.
The property features six bedrooms and four-and-a-half bathrooms, with enough space to accommodate up to 18 guests comfortably:
Main House: Five bedrooms and three-and-a-half bathrooms. Apartment-Style Living Space: Located above the garage, it includes three beds and one full bathroom, offering additional privacy for large groups or multiple families. Unwind in Nature
Step outside and soak up the beauty of the Blue Ridge Mountains:
Relax on the screened porch with your morning coffee. Take in the stunning views from the expansive deck. Retreat to the sauna for ultimate relaxation. Exciting Adventures Await
Located minutes from Wintergreen Resort, Hillside Hideaway offers year-round activities:
Winter Adventures: Skiing, snowboarding, and snow tubing. Summer Fun: Golfing, hiking, and swimming at nearby Lake Monocan (public access available daily except Saturdays; additional membership fees apply). Local Hiking: Explore nearby trails like Crabtree Falls or Spy Rock for incredible views of Virginia’s wilderness.
After a day of exploring, unwind at one of the region’s favorite breweries or wineries along the Nelson 151 Trail, including Blue Mountain Brewery, Veritas Vineyard & Winery, and Bold Rock Hard Cider.
Proximity to Educational Institutions
For those visiting local colleges, Hillside Hideaway is conveniently located near:
University of Virginia: Approximately 30 miles away in Charlottesville. James Madison University: Approximately 50 miles away in Harrisonburg.
Property Highlights Newly added EV Charger 6 Bedrooms 4.5 Bathrooms Game Room with Private Bar Sauna Screened Porch Expansive Deck with Mountain Views Garage with Upper-Level Apartment-Style Living Space Keyless Entry Important Rules
To preserve the tranquil atmosphere of the area, the following community rules are strictly enforced:
Quiet hours: 8 PM - 8 AM No loud music, drone use, or parking on neighboring lands. Trespassing on neighboring properties is prohibited. Occupancy limits are strictly enforced to prevent parties or gatherings. Booking & Cancellation Check-In: 4:00 PM (keyless entry begins at this time). Check-Out: 10:00 AM. Guests may cancel up to 30 days before arrival for a refund (administrative fees and insurance are non-refundable). Optional Cancel For Any Reason and Standard Travel Insurance are available for purchase.
Book your stay at Hillside Hideaway today and experience the perfect blend of relaxation and adventure in Virginia’s stunning mountain landscape!
Note: This home is in the mountains and is subject to seasonal weather and other natural changes. It is likely this home may occasionally experience insects, arachnids, and other wildlife. Preventative treatments are performed regularly, and guests can help reduce encounters by keeping food sealed and minimize light exposure at night. As this is part of the natural setting, refunds or moves are not offered for such occurrences. Please consider this before booking.
Property amenities
Ski
Close to skiing
Pool/Spa
Sauna
Internet
Available in the house: Internet access
Parking and transport
Electric car charging station on site
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Microwave
Oven
Refrigerator
Bedrooms
6 bedrooms
Bathroom
4.5 bathrooms
Bathtub or shower
Hair dryer
Shower
Living spaces
Fireplace
Outdoor areas
Barbecue grill
Firepit
Patio
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Heating
Pets
No pets allowed
Suitability/Accessibility
Smoke-free property
Services and conveniences
Iron/ironing board
Things to do
Foosball table
Fishing nearby
Golfing nearby
Hiking/biking trails 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 not reported (host has not indicated whether there is a smoke detector on the property)
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
Pets not allowed
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
About the area
Wintergreen is home to this holiday home. Ruby Canody Gallery and Waynesboro Heritage Museum are cultural highlights, and some of the area's attractions include War Fields and Shenandoah Valley Art Center. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with hiking nearby. Visit our Wintergreen travel guide
Is Game Room, Sauna, Bonus Apartment Near Wintergreen Resort! pet-friendly?
No, pets are not allowed at this property.
How much is parking at Game Room, Sauna, Bonus Apartment Near Wintergreen Resort!?
On-site parking is available at the property.
What time is check-in at Game Room, Sauna, Bonus Apartment Near Wintergreen Resort!?
Check-in begins at 4:00 PM.
What time is check-out at Game Room, Sauna, Bonus Apartment Near Wintergreen Resort!?
Checkout is at 10:00 AM.
Where is Game Room, Sauna, Bonus Apartment Near Wintergreen Resort! located?
Situated in Wintergreen, this holiday home is within 1 mile (2 km) of George Washington National Forest and Stoney Creek Golf Course. Hill Top Berry Farm & Winery and Bold Rock Hard Cider Nellysford Cidery are also within 6 miles (10 km).
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Game Room, Sauna, Bonus Apartment Near Wintergreen Resort! Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
We had a wonderful stay with our extended family. Our only issue was the water, it never seemed to get hot enough. We did let them know and they were planning to address it, it just didn’t happen before we left.
Enjoyed the stay in this unique property. Kitchen was fully stocked and worked well for our group. Also enjoyed large clubroom / bar area. We would rent this house again.
Our daughter got married at Silver Fox Lavendar Farm and this was the perfect retreat for the whole family! It is a wonderful space. Would love to return.
Lovely stay! Place was large enough to fit our entire family visiting for our daughter’s wedding in Crozet. The view from the deck was spectacular, the house was cozy, and the area was just beautiful (fall peeping seasonal).
This was the perfect house for our group of 9 adults and 3 children to celebrate our parents' 75th birthdays. The kitchen was well equipped, we loved the pool and foosball tables, and the table was big enough to fit all of us. The extra room above the garage came in handy, as well. We enjoyed being close to hiking trails, breweries, and other fun things close by. We've bookmarked this house for future family gatherings!
This house held our family of 11 perfectly. The bar and game room right off the kitchen was a great gathering place. The teen girls enjoyed the garage apartment and the extra privacy. The master suite upstairs was very comfortable. We did have a little trouble regulating the heat between up and downstairs.
The property was very beautiful and the rooms were clean. However, the first two days of the stay, there wasn't heat in the main house. I did contact the property manager and they were able to get work orders in to fix the issue. Overall though, the stay really nice and the amenities were very nice!
Cleanliness… better than average
Needs TLC in replacing burned out bulbs: lamps, inside fridge, over the stove.
Mattress in MBR main level terrible.
Others fair.
Great house…. Needs some TLC
Spacious, well-equipped home with lots of space and nice touches, such as the bar/game room as well as the cozy living room area. Had a wonderful stay. The only thing that would prevent me from returning to this place is the trash removal situation. It was very inconvenient to have to gather up all of our trash for the 3 night stay and haul it away, especially without trucks. Additionally, the fact that the trash place wasn't even open on our check-out date made it that much more inconvenient. This really needs to be addressed, as this is a service that should have a MUCH better process, given the expense of the house/service fees.
Dana M.
Stayed 3 nights in Sep 2024
Verified
8/10 Good
Robyn P.
25 Oct 2023
Liked: Check-in, location, listing accuracy
Disliked: Cleanliness
Beautiful property, great location.
The home was beautiful and in a great location. Tons of space and beautifully furnished. Stayed for four nights with my friends all over the age of 40. Had a great time. There were only a few things I would suggest that the owners address. Several lights were out that needed the bulbs changed, the carpets downstairs could use a good cleaning, I would certainly look into a new cleaning company. There were crumbs all over the floors and in corners of the rooms, hair in one of the showers. We called the management company the second to last day there because there was some type of critter in the wall. We never received a call back. It was difficult disposing of the trash. Not convenient at all. That should be included in cleaning services. Other than those few things it was truly a great home.
Nice house and good location. Just wish we didn’t have to pay $18 a person to get into the lake park.
Karen R.
Stayed 7 nights in Jul 2022
Verified
8/10 Good
Caroline C.
15 Aug 2022
Liked: Cleanliness, location, listing accuracy
Loved the property and area. The house was perfect for our large group.
We had a wonderful stay. It was a bit difficult to check in because I never received checkin instructions and had to call the after hours hotline but we eventually managed to get in.
This was the most ideal location for what we needed for our bachelorette party. It was in close distance to the wineries we went to, and it comfortably fit all of us. There were 18 that stayed in the house, and there wasn’t a moment where we felt like we were all on top of each other. It was a stunning house in the middle of a beautiful location where we all felt safe and happy.
Perfect house for accommodating family for nearby wedding venue. Ample room, clean, comfortable and only 10 min. drive to wedding venue. Everyone loved staying here - hoping we can book another weekend here in the near future.
We thoroughly enjoyed our stay. We have an annual gathering with a long-time group of friends for my husband's birthday, and this is by far the best place we've stayed at Wintergreen. Plenty of space, comfortable beds and warm decor. The game room/ bar combo was an additional bonus! Great place for larger groups!
The house was immaculate and wonderfully decorated. Nice separation of common spaces allowing large gathering and private spaces for those who wanted that.
This was the absolute perfect house for our families of 18. Lots of quality time spent, plenty of room so nobody was on top of each other, fully stocked and lots of extra entertainment. Hoping to make this an annual trip!