Entire home

Game Room, Sauna, Bonus Apartment Near Wintergreen Resort!

Holiday home in Wintergreen with kitchen and patio

Photo gallery for Game Room, Sauna, Bonus Apartment Near Wintergreen Resort!

Outdoor dining
Exterior
Fridge, microwave, oven, stovetop
Fridge, microwave, oven, stovetop
Interior
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

9.2 out of 10
Wonderful

Entire home

6 bedrooms5 bathroomsSleeps 20409 sq m

Popular amenities

  • Washer
  • Fireplace
  • Barbecue grill
  • Parking available
  • Kitchen
  • Outdoor space

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
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

  • 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)

General

  • Unit size: 4,406 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 24

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

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 EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

54910

About the area

Map
Nellysford, VA

What's nearby

  • Stoney Creek Golf Course - 3 min drive - 1.4 km
  • Wintergreen Resort - 20 min drive - 18.8 km
  • Shenandoah National Park - 28 min drive - 28.9 km
  • University of Virginia - 47 min drive - 59.1 km
  • Monticello - 55 min drive - 67.4 km

Getting around

  • Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 58 min drive

Restaurants

  • ‪Trager Bros Coffee Shop - ‬12 min drive
  • ‪Devils Backbone Brewing Company - ‬12 min drive
  • ‪Hill Top Berry Farm & Winery - ‬10 min drive
  • ‪Belties - ‬7 min drive
  • ‪Paulie's Pig Out - ‬13 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 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

9.2

Wonderful

Rating 10 - Excellent. 34 out of 52 reviews
Rating 8 - Good. 15 out of 52 reviews
Rating 6 - Okay. 2 out of 52 reviews
Rating 4 - Poor. 1 out of 52 reviews
Rating 2 - Terrible. 0 out of 52 reviews

9.0/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

10/10 Excellent

Christopher C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay with plenty of room
Stayed 2 nights in Aug 2025

10/10 Excellent

Tanesha W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved every part of the house and surroundings. It was a wonderful experience and would absolutely do it again.
Stayed 4 nights in Aug 2025

10/10 Excellent

Cindi S.

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

Great stay with friends

There was so much to do, you don’t have to leave the place. However, it’s a great area to explore as well.
Stayed 2 nights in Apr 2025

10/10 Excellent

Evangeline H.

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

Fun bach location

Great spot for a bachelorette weekend! Plenty of room
Stayed 3 nights in Mar 2025

10/10 Excellent

Felicia G.

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

Bachelorette Party

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.
Stayed 3 nights in May 2025

10/10 Excellent

Elizabeth H.

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

Great spot for a large family gathering

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!
Stayed 3 nights in Feb 2025

10/10 Excellent

Beth C.

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

Excellent Wedding stay for family

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.
Stayed 5 nights in Oct 2024

10/10 Excellent

Mark K.

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

Great House in prime location

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.
Stayed 3 nights in Sep 2024

10/10 Excellent

Karen R., Tonawanda NY

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

Nice family vacation house

Nice house and good location. Just wish we didn’t have to pay $18 a person to get into the lake park.
Stayed 7 nights in Jul 2022

10/10 Excellent

Jenett C.

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

Family Trip

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).
Stayed 5 nights in Oct 2023

8/10 Good

Faith G.

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

Family reunion

Gorgeous setting, house was beautiful and spacious.... we enjoyed the peaceful atmosphere!
Stayed 3 nights in Sep 2023

8/10 Good

Caroline C.

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.
Stayed 4 nights in Aug 2022

10/10 Excellent

Verified traveller

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

Awesome House!

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.
Stayed 3 nights in May 2023

10/10 Excellent

Michelle S.

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

Celebrating my husbands 60th birthday.

This was a wonderful house. The beds were extremely comfortable and the house had great furnishings. Great location to various activities.
Stayed 3 nights in Apr 2023

10/10 Excellent

Dana M.

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

Wonderful place with beautiful views!

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!
Stayed 3 nights in Sep 2022

10/10 Excellent

Patricia L.

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

Grad weekend

Great house, plenty of room. Easily accommodated our large family. We want to return!
Stayed 4 nights in May 2023

10/10 Excellent

Chuck P.

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

Terrific Property

The house was immaculate and wonderfully decorated. Nice separation of common spaces allowing large gathering and private spaces for those who wanted that.
Stayed 3 nights in Jan 2023

10/10 Excellent

Jessica D.

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

Perfect for large families

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!
Stayed 6 nights in Nov 2021

8/10 Good

Doreen C.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication
My family of 15 were in Nellysford for a family event and the size of the house was perfect for our group. The layout was great for our family with my grandsons in the bunk room. The game room was also perfect for them to hang out. Plenty of inside space to meet our needs. The house was well stocked with kitchen items and inside was clean. Screened porch wasn’t really useable without a good cleanup from leaves and debris. Outdoor space was very limited. Parking was a bit difficult to maneuver cars in and out of narrow driveway. The AC wasn’t working properly and we froze our first night. It was set too low and was not able to be adjusted. We had to turn the unit off to make it bearable. Maintenance company didn’t come on Saturday instead just sent me a message with a picture telling me how to adjust, which I already knew. If someone had come they would have known that and they could have gotten it fixed on Saturday instead of having to wait until Monday. We had to spend the entire weekend turning ac on and off to maintain a comfort level. I am still waiting for a response to my request for a reimbursement for our inconvenience. It was difficult not having one person to call if we had a problem.
Stayed 3 nights in Jul 2025

8/10 Good

Betty A.

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
Stayed 6 nights in Jul 2023

10/10 Excellent

Steve M.

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

It was my son’s bachelor party and the house was perfect!

Very easy process and quick response on questions
Stayed 3 nights in May 2022

8/10 Good

Brian W., Columbia Sc

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

Thanksgiving

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.
Stayed 9 nights in Nov 2022

10/10 Excellent

Sara W.

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

Lovely home, beautiful views, pleasant experience

This home was lovely and well-stocked in the kitchen, just as described. The location is beautiful and communication with the booking staff was quick and easy. We really enjoyed staying at this property. The only difficulty was having to take all our trash to an external site for disposal. Otherwise, fantastic experience!
Stayed 5 nights in Mar 2023

10/10 Excellent

Minh An P., Blacksburg, USA

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

Very relaxing and comfortable home away from home

This was a wonderful stay for our extended family. While skiing was a bit far (about 20 minutes), we knew that beforehand so it was not a problem. The amenities of the home were very nice and we took advantage of them.
Stayed 3 nights in Feb 2023

10/10 Excellent

Callie M.

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

Weekend Ski Getaway

14 of my friends and I stayed here over the weekend and loved everything about this house! The home is very spacious and the kitchen is very well stocked with utensils, pots/pans, etc. This house is also in a prime location, 20 minutes from Wintergreen Resort and about 10 minutes from Devils Backbone Brewery and many other breweries. Would definitely recommend this property!!
Stayed 3 nights in Jan 2022