Airport, Weyers Cave, VA (SHD-Shenandoah Valley Regional)
58 min drive
Rooms & beds
6 bedrooms (sleeps 20)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 King Bed
Bedroom 4
2 Single Beds and 2 Double Beds
Bedroom 5
1 Queen Bed
Bedroom 6
2 Single Beds and 1 Double Bed
Sleeper Sofa
1 Double Sofa Bed
4 bathrooms, 1 half bathroom
Bathroom 1
Toilet · Shower only
Bathroom 2
Bathtub or shower · Toilet
Bathroom 3
Bathtub or shower · Toilet
Bathroom 4
Bathtub or shower · Toilet
Bathroom 5
Toilet
Spaces
Deck or patio
Porch or lanai
Kitchen
About this property
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.
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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
About the area
Wintergreen
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.
Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 58 min drive
Restaurants
Belties - 7 min drive
Hill Top Berry Farm & Winery - 10 min drive
The Edge - 24 min drive
Iron & Ale At Wintergreen Resort - 4 min drive
The Market - 23 min drive
Frequently asked questions
Is Game Room, Sauna, Bonus Apartment Near Wintergreen Resort! pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Game Room, Sauna, Bonus Apartment Near Wintergreen Resort!?
As of 9 May, 2026, prices found for a 1-night stay for 2 adults at Game Room, Sauna, Bonus Apartment Near Wintergreen Resort! on 21 Aug, 2026 start from S$555, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
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).
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
My girls loved it! Everyone had enough space to enjoy alone time and it was equipped for group bonding. Beautiful, peaceful, and wonderful. The make cloths were so considerate. And the teenagers loved the additional apartment. We loved it!
Amal A.
Stayed 5 nights in Mar 2026
Response from VrboOwner on 2 Apr, 2026
Thank you for sharing such a lovely review! We’re so happy to hear that your family had a great time at the property. It’s wonderful to know that everyone was able to find their own space while also enjoying time together. We're especially glad the teens enjoyed the additional apartment it’s always nice to have that extra room for everyone to spread out. We’d love to host you again in the future! Cheers, TripForth
We needed to gather as a family just for the weekend and it was perfect..the younger ones want to come back to enjoy the area next
Janine B.
Stayed 2 nights in Dec 2025
Response from VrboOwner on 22 Dec, 2025
Thanks for the 5-star review! Glad the home was perfect for your family weekend and that the younger ones want to come back to enjoy the area. We’d love to host you again. — TripForth team
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.
Tara Cohee A.
Stayed 4 nights in Dec 2025
Response from VrboOwner on 17 Feb, 2026
Thanks for the review. Glad you had a wonderful stay with your extended family. Sorry the water never got hot enough — we appreciated you letting us know. Our team has addressed the issue and the water heater was fixed. We appreciate the feedback and hope to host you again!
Thank you for your feedback! We’re glad you enjoyed your stay and appreciated the spaciousness of the property. We’d love to welcome you back for another great visit!
We loved every part of the house and surroundings. It was a wonderful experience and would absolutely do it again.
Tanesha W.
Stayed 4 nights in Aug 2025
Response from VrboOwner on 28 Aug, 2025
Thank you for your kind review! We’re glad you enjoyed the house and its surroundings. We look forward to welcoming you back for another wonderful stay!
Great spot for a bachelorette weekend! Plenty of room
Evangeline H.
Stayed 3 nights in Mar 2025
Response from VrboOwner on 4 Apr, 2025
We're so happy to hear that our place was a great spot for your bachelorette weekend! It’s wonderful that you had plenty of room to celebrate and enjoy your time together.
Thanks for choosing to stay with us, and we’d love to host you again for another special occasion
There was so much to do, you don’t have to leave the place. However, it’s a great area to explore as well.
Cindi S.
Stayed 2 nights in Apr 2025
Response from VrboOwner on 19 Apr, 2025
Thank you for the kind words! We're so happy you enjoyed all the activities right at the property—it’s great to hear you felt like you didn’t even need to leave. We’d love to have you back anytime.
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.
Mark K.
Stayed 3 nights in Sep 2024
Response from VrboOwner on 20 Sept, 2024
Thank you for your kind words! We're delighted to hear that you enjoyed your stay and that the kitchen worked well for your group. It's great to know that the large clubroom and bar area added to your experience. We look forward to welcoming you back in the future for another fantastic stay!
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.
Beth C.
Stayed 5 nights in Oct 2024
Response from VrboOwner on 30 Jan, 2025
Thank you for sharing such a special occasion with us! We're honored that our retreat could be part of your daughter's wedding celebration and a wonderful space for your family. We’d love to welcome you back anytime for another memorable stay
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.
Felicia G.
Stayed 3 nights in May 2025
Response from VrboOwner on 19 Jun, 2025
Thank you, Felicia, for your wonderful review! We're delighted to hear that our property was the ideal location for your bachelorette party and that it comfortably accommodated your group of 18. It's great to know you enjoyed the beautiful setting and felt safe and happy during your stay. We hope to welcome you back again for another memorable occasion!
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).
Jenett C.
Stayed 5 nights in Oct 2023
Response from VrboOwner on 13 Dec, 2023
Jenett, thank you for your review. We are thrilled to hear that you enjoyed the view as well as the house. We hope to host you again in the future!
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.
Caroline C.
Stayed 4 nights in Aug 2022
Response from VrboOwner on 11 Sept, 2022
Caroline, thank for your review and we are so sorry to hear about the check-in process. We will ensure that this is not an issue in the future to make check-in a breeze for all of our guests. We are glad you had a great stay otherwise and would love to host you again in the future!
Gorgeous setting, house was beautiful and spacious.... we enjoyed the peaceful atmosphere!
Faith G.
Stayed 3 nights in Sep 2023
Response from VrboOwner on 6 Oct, 2023
Faith, thank you for your review! We are thrilled to hear that you found Hillside Hideaway to be beautiful and spacious. We hope to host you again in the future!
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!
Elizabeth H.
Stayed 3 nights in Feb 2025
Response from VrboOwner on 25 Mar, 2025
Thank you for your wonderful review! We’re so glad to hear that the house was the perfect fit for your group to celebrate such a special occasion! It’s great to know you enjoyed the well-equipped kitchen, the pool and foosball tables, and the spacious dining area. We’re also happy to hear that the location worked well for hiking trails, breweries, and nearby activities. We’d be honored to host your family again for future gatherings!
This was a wonderful house. The beds were extremely comfortable and the house had great furnishings. Great location to various activities.
Michelle S.
Stayed 3 nights in Apr 2023
Response from VrboOwner on 10 Jun, 2023
Michelle, thank you for your wonderful feedback about the home. We are so glad that you enjoyed your stay, and we would love to host you again in the future!
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.
Verified traveller
Stayed 3 nights in May 2023
Response from VrboOwner on 18 Jul, 2023
Mary, thank you for your feedback! We are so glad to hear that you and your guests enjoyed your stay with us. We would love for you to book another weekend any time!
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!
Dana M.
Stayed 3 nights in Sep 2022
Response from VrboOwner on 21 Oct, 2022
Dana, we are so glad to hear that you and your guests enjoyed your stay with us! Thank you for the feedback regarding the property and we would love to host you again in the future.
Great house, plenty of room. Easily accommodated our large family. We want to return!
Patricia L.
Stayed 4 nights in May 2023
Response from VrboOwner on 18 Jul, 2023
We are so glad to hear that you enjoyed your stay, and the home was spacious enough for you and your family. We would love to host you again, any time!
The house was immaculate and wonderfully decorated. Nice separation of common spaces allowing large gathering and private spaces for those who wanted that.
Chuck P.
Stayed 3 nights in Jan 2023
Response from VrboOwner on 4 Feb, 2023
Chuck, thank you for your feedback! We are so glad you were able to enjoy this spacious home. We would love to host you again.
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!
Jessica D.
Stayed 6 nights in Nov 2021
Response from VrboOwner on 14 Dec, 2021
Jessica, thanks for sharing your experience at Hillside Hideaway! We're so glad to hear that you and your family enjoyed the home's spacious layout and entertainment options. We would gladly host you again!
Verified
8/10 Good
Betty A.
29 Jul, 2023
Liked: Cleanliness, location, listing accuracy
Gathering place
Our scattered family were able to enjoy time together in this cozy and spacious house in the mountains. Perfect set up with things to do or just enjoy each other at the house! Thank you
Betty A.
Stayed 6 nights in Jul 2023
Response from VrboOwner on 12 Sept, 2023
Betty, thank you for your review. We are so glad to hear that you and your family were able to enjoy your stay with us. We would love to host you again in the future!
Had a nice week at the house. Layout worked very well for our group. Only complaint was the stove didn’t work very well otherwise had a great time.
Brian W.
Stayed 9 nights in Nov 2022
Response from VrboOwner on 18 Dec, 2022
Brian, we are sorry to hear about the stove at the property and we apologize for any inconvenience this may have caused. This amenity is currently working, and we have not heard of any further issues with it. We would love to host you again in the future!
About the host
Hosted by TripForth
Premier Host
They consistently provide great experiences for their guests