Wintergreen Luxury, Best Views in VA!

Top rated by guests
Exterior
Lower level bathroom with sauna and steam shower
Additional seating area near kitchen
Top level deck
Aerial view of property
review stars
10Outstanding
(44 Ratings)
"Was everything we expected...and then some! Stayed for 2 weeks. Had 9 adults and 4 children. Additional 4 adults joined for a day visit. We utilized all the bedrooms and bathrooms...and all were very ..."
Larry R.
Don't miss out! Price and availability may change
10 / 10
Outstanding(44 Ratings)

Chalet in Massies Mill, VA

16 guests · 6 bedrooms · 5 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area

About this chalet rental

Welcome to Blackrock Manor, a one-of-a-kind luxury chalet in Wintergreen that sleeps 16. Experience spectacular mountain views from all levels. Watch the sunset over the mountains from our signature “Eagles Nest.” Indulge in the indoor spa, then relax in the hot tub. With 2 living rooms, 6 bedrooms (4 masters), and a game room, there is plenty of space for groups. Zero steps required to access home. Plus, pet friendly! Managed by Chris R at New School Hosting.

The chalet is less than 1 mile to the slopes and a few minutes’ drive to all the dining and entertainment at Wintergreen. Just two doors down is Blackrock park, which boasts a fantastic hiking trail that goes right by our backyard. If you’re willing to venture a bit further, some of the best hiking trails in the state are off the Blue Ridge Parkway (15 minutes from the cabin), two sandy-beach-entrance lakes plus a community pool for swimming, and over dozen wineries, breweries, and distilleries within a 30 minute drive.

The home layout is as follows:

Upper level:
(Note: main entrance enters this level with zero steps from the flat upper driveway)

- Grand entrance foyer
- Primary living room with sectional reclining sofa, working propane fireplace, and big screen TV
- Dining area for 10, plus an addition table that seats 4, plus room for 4 more at the kitchen bar
- Additional couch seating area to enjoy conversation and views.
- Large, fully stocked kitchen with granite counters and island, stainless appliances, and gas range. Drip coffee and Keurig machines provided.
- BR 1: Primary bedroom with king bed and upper deck access. Ensuite bathroom features jetted tub and steam shower
- Half bath
- Upper deck features multiple sitting areas, dining tables for 8 and 4, and a propane grill and fire table (propane provided for each)

Middle level:
(Note: lower driveway can access this level with zero steps)

- Additional living room with big screen TV and wetbar with wine cooler, additional minifridge, and microwave
- BR 2: King bed with ensuite bathroom
- BR 3: King bed with ensuite bathroom
- BR 4: 2 queen beds with ensuite bathroom
- BR 5: King bed with dedicated work space. *Note: this bedroom does not have a bathroom, so bathroom options include using one of the other ensuite bathrooms on this level, or going downstairs to spa area bathroom
- Full size washer and dryer
- Middle level deck features multiple sitting areas and a table with seating for 4
- Heated floors throughout this level

Lower level:

- Game room with pool table, foosball table, arcade (which took the place of the basketball game), and TV
- BR6: 2 queen beds
- Spa area with indoor sauna and steam shower, built directly into the mountain with exposed boulder
- Heated floors throughout this area
- Lower level deck has 7 person hot tub with privacy fencing and amazing views
- Lighted walkway down to the Eagle’s Nest sitting area with two custom-built curved benches and propane fire table

Other things to note:

- Blackrock Manor is pet friendly! We allow up to 2 dogs with a $200 pet fee (total, not per pet or per night).
- We are open to hosting small weddings or other events, but only with advance notice before booking. Additional charges may apply, and we may decline certain requests. Do not book this property if you intend on having more than 16 people at the property at any time, without checking with us first.
- Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more.
- Motorcycles are not permitted at Wintergreen Resort
- The two driveways can easily fit 6-7 vehicles.
- Wifi is fast with a strong signal throughout the house and decks. Four of the five bedrooms, plus both living rooms and the game room, feature smart TVs where you can access all the main streaming services.
- We provide a fully stocked coffee bar with multiple coffee drip and Keurig options
- Linens and towels provided
- Guests can enjoy free community pool access in the summer season (though the HOA rules stipulate no more than 6 guests at a time, and the permitted hours are 2-6pm).
- Pack n play and high chair provided
- We do require a separate rental agreement, which we will send a link to e-sign after you book. There are no additional fees beyond those listed here.

Amenities at Wintergreen Luxury, Best Views in VA!

Non-smoking
Pets allowed
Family friendly

Map of Massies Mill, VA

city location on map

Ratings and reviews

10 / 10
Outstanding(44 Ratings)
10 / 10Outstanding·Jul 2026
Was everything we expected...and then some! Stayed for 2 weeks. Had 9 adults and 4 children. Additional 4 adults joined for a day visit. We utilized all the bedrooms and bathrooms...and all were very comfortable, well appointed, well supplied and in full working order (tubs, showers, sinks, etc.). We used all the home had to offer, like the hot tub, sauna, both outdoor fire pits, inside fireplace, outdoor grills, all three decks, main floor and mid floor TVs, arcade games, and pool table...and all were in great working order. The kitchen was well appointed with a fully stocked coffee mess...and had everything we needed. Several of our group needed to remote work a few of the days and they had no issues as the WiFi was strong and solid. Plenty of room for all!The Wintergreen Market, Lodge, shopes and restaurants were walkable from the house. We enjoyed all the events Wintergreen offered for our 4th of July celebration to include food, crafts, activities, live music and fireworks. We visited Lake Sherando for swimming...and also made a few trips into Waynesboro for groceries. We hiked several of the local trails near the home...some were very challenging. Favorite for the kids was Upper Shamokln Falls. Enjoyed several of the many wineries and breweries around Nellysford. Also enjoyed Beltsies for breakfast a few times.Favorite of all were the amazing mountain views this home offers...words or pics cannot capture them! Host was very responsive whenever we reached out.
10 / 10Outstanding·May 2026
This house was beautiful and had so much to offer. Great communication.
10 / 10Outstanding·May 2026
Beautiful home! The views are beyond belief! The house is very well stocked for all your needs! Hot water is a bit of an issue but pretty easy to work around. Owner is very responsive. Beds and linens super comfortable. Be aware of weather when arriving! The mountain was completely enshrouded in clouds when we arrived and it was a bit scary navigating the windy roads and finding the house when we couldn’t see 10 ft in front of the car! But whe the clouds started clearing, it was worth it just for the views alone!
10 / 10Outstanding·Apr 2026
Great property

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FAQs

Is parking included with this chalet?

Parking is not specified as an available amenity at Wintergreen Luxury, Best Views in VA!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this chalet?

We didn’t find pool listed as an amenity for this chalet. It may be worth double checking if a pool is important for your stay.

Is Wintergreen Luxury, Best Views in VA! pet friendly?

Yes! This chalet is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Wintergreen Luxury, Best Views in VA!?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.