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Game Room, Sauna, Bonus Apartment Near Wintergreen Resort!

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The possibilities are endless at Hillside Hideaway!
Welcome to Hillside Hideaway!
Recreation room with pool and foosball tables
Dining
Dining area with seating for 8

Reviews

9.2 out of 10
Wonderful
6 bedrooms4+ bathroomsSleeps 20409.3 sq m

Popular amenities

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

Explore the area

View map
Nellysford, VA
  • Place, Stoney Creek Golf Course
    ‪3 min drive‬
  • Place, Bold Rock Hard Cider Nellysford Cidery
    ‪7 min drive‬
  • Place, Wintergreen Resort
    ‪24 min drive‬
  • Airport, Weyers Cave, VA (SHD-Shenandoah Valley Regional)
    ‪66 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
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!

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.

A Home Designed for Every Occasion
This vacation retreat has everything you need for a memorable stay:

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.

Exclusive Perks
Guests of Hillside Hideaway enjoy discounts at local attractions, restaurants, and retailers through the Wintergreen Loyalty Group.

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

House Layout
Entry Level

Half Bathroom

Full Kitchen

Dining Room

Game Room with Private Bar

Living Room with Fireplace

Den with Queen Sleep Sofa

King Bedroom with Full Bathroom

Screened Porch and Deck

Ground Level

Queen Bedroom with Sauna

King Bedroom with Patio Access

Full Bathroom

Bunk Room with Two Twin-over-Full Bunk Beds

Queen Bedroom with Full Bathroom

Garage Apartment

Two-Car Garage

Living Area with Two Twin Beds and One Full Bed

Full Bathroom

Small Rear Deck

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!

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House Rules

Check in after 4:00 PM
Minimum age to rent: 24
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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
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

About the area

Nellysford

Nellysford 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 Wildlife Center of Virginia. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with hiking nearby.
Map
Nellysford, VA

What's nearby

  • Stoney Creek Golf Course - 3 min drive - 1.8 km
  • Bold Rock Hard Cider Nellysford Cidery - 7 min drive - 4.4 km
  • Hill Top Berry Farm & Winery - 11 min drive - 7.6 km
  • Wintergreen Resort - 24 min drive - 20.8 km
  • Blue Ridge Parkway North Entrance - 28 min drive - 28.9 km

Getting around

  • Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 57 min drive

Restaurants

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

Frequently asked questions

Is Game Room, Sauna, Bonus Apartment Near Wintergreen Resort! pet-friendly?

No, pets are not allowed at this 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 Nellysford, 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

9.2

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
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

9.6/10

Check-in

9.4/10

Communication

9.8/10

Location

9.6/10

Listing accuracy

Reviews

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

6/10 Okay

Freda N.

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

Needs a little TLC

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
Stayed 5 nights in Oct 2024

10/10 Excellent

Beth H.

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

Christmas gift

We decided in lieu of gifts this Christmas we would make memories with our family. I was everything we had hoped for! Thank you so much!
Stayed 3 nights in Jan 2023

6/10 Okay

Jesse C.

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

Awesome View

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!
Stayed 3 nights in Feb 2024

10/10 Excellent

Pam E.

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

Close to Wintergreen

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.
Stayed 4 nights in Feb 2024

8/10 Good

Kate B.

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

Great Stay Near Wintergreen

We had a wonderful time at this house. The house well set up for a large group of extended family. The kids loved the game room, and we hung out at the dinner table or the living room. The beds were fairly comfortable. There was one small problem in the half bath. The toilet seat wasn't attached to the toilet, but my brother fixed it. Great stay!
Stayed 3 nights in Feb 2023

8/10 Good

Amy H.

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

50th anniversary gathering

Good time. Suggestion: instructions re: the pool are very vague and where to find the key on the fridge also vague. Need to clarify # of guest and location of key. (keychain in magnetic basket on fridge) Need a new outdoor rug under fire pit. Lots of crickets!!
Stayed 4 nights in Jun 2024

About the host

Hosted by TripForth

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