Close to Wintergreen Resort, Designer Home w/ Incredible Views, Sleeps 16 provides a firepit, an arcade/games room and laundry facilities. For some rest and relaxation, visit the sauna or the hot tub. Guests can connect to in-room WiFi.
Reviews
9.29.2 out of 10
Wonderful
Entire home
6 bedrooms4 bathroomsSleeps 16
Popular amenities
Pool
Spa pool
Kitchen
Washing machine
Dryer
Pet-friendly
The current price is NZ$1,891
NZ$1,891
includes taxes & fees
29 Mar - 30 Mar
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.
Designer Home w/ Incredible Views, Sleeps 16
Welcome to Highlands Overlook, a designer-decorated home in the heart of Wintergreen. The deck is second-to-none, complete with hot tub, cedar barrel sauna, fire table, dining for 10, grill, smoker, pizza oven, and views everywhere. The light-drenched interior is equally impressive. With 6 bedrooms plus a private game room with pullout sofa, the home sleeps 16 comfortably. Plus, pet friendly! Managed by Chris at New School Hosting.
There's a ton to do in the area! Highlands Overlook is about a mile to the slopes and a few minutes’ drive to all the dining and entertainment at Wintergreen. Some of the best hiking trails in the state are off the Blue Ridge Parkway (15 minutes from the home). Also nearby are two sandy-beach-entrance lakes plus a community pool for swimming, and over dozen wineries, breweries, and distilleries- all within a 30 minute drive.
The home layout is as follows:
Main level: (Note: just 1 small step required to enter main level from flat driveway)
- Grand living room with big screen TV - Dining area for 10, plus room for 4 more at the kitchen bar - Fully stocked kitchen with granite counters, stainless appliances, and gas range. Dining nook in kitchen features built-in booth seating. - BR 1: Primary bedroom with king bed. Ensuite bathroom features double vanity and bath/shower combo. - Game room with pullout sofa, oversized TV, electric fireplace, foosball, shuffleboard, 2 pinball machines, infinity board game table, and additional refrigerator - Half bath - Laundry room with full size washer and dryer - Upper deck features dining table for 10, oversized propane grill, pellet smoker, and pizza oven
Lower level:
- BR 2: King bed with lower deck access - BR 3: King bed with lower deck access - Hall bath with shower/tub combo - Workspace area at end of hallway - Lower deck features hot tub, barrel sauna, seating area with propane firepit, and multiple places to sit and enjoy the view
Upper level: - BR 4: King bed with views - BR 5: King bed - BR 6: Bunk room with 2 sets of twin-over-twin beds - Hall bath with shower/tub combo - Loft area with couch, rocking chair, and incredible views
- Highlands Overlook is pet friendly! We allow up to 4 pets with a $100 pet fee (total, not per pet or per night). We provide some helpful supplies for pet-owners. - Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more. - The end of our flat gravel driveway can fit 3 vehicles side-by-side, plus another 3-4 vehicles parked single file down the driveway. So if you have 4 or more vehicles, be prepared to have to move cars around some if somebody is blocked in. - Wifi is fast with a strong signal throughout the house and decks. Four of the six bedrooms, the living room and 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, high chair, baby monitor, and kid dishes 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.
Property amenities
Pool/Spa
Communal pool
Hot tub
Sauna
Internet
Available in the house: WiFi
Parking and transport
Electric car charging station on site
Car recommended
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Ice maker
Microwave
Oven
Refrigerator
Toaster
Dining
Dining table
Bedrooms
6 bedrooms
Bedsheets provided
Bathroom
3.5 bathrooms
Bathtub or shower
Hair dryer
Towels provided
Living spaces
Dining table
Entertainment
Games
Smart TV
Video games
Outdoor areas
Balcony
Barbecue grill
Firepit
Laundry
Laundry facilities
Washing machine
Work spaces
Desk
Desk chair
Comfort
Air conditioning
Heating
Pets
Pet friendly
4 pets total
Suitability/Accessibility
If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
Gravel flooring in public areas
Stair-free path to entrance
Smoke-free property
Services and conveniences
Iron/ironing board
Things to do
Arcade/game room
Foosball table
Swimming nearby
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated 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
Rules
Please respect our neighbors! If you are disrespectful / loud and asked to vacate, there will be no refund. Also, quiet hours are from 10PM to 8AM.
No candles, fireworks, or open fires (except at the provided propane fire table and table-top tiki torches).
No refunds due to weather.
Pets
Pets are allowed
Service animals are welcome, and are exempt from fees
4 total pets
Children and extra beds
Children are welcome
Events
No events allowed
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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
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
We should mention
A car is recommended for transport to and from this property
About the area
Wintergreen is home to this holiday home. Zeus Digital Theater and Waynesboro Heritage Museum are cultural highlights, and some of the area's landmarks include Swannanoa Palace and Plumb House Museum. Travelling with kids? Consider Wildlife Center of Virginia and War Fields. Take the opportunity to explore the area for water adventures such as swimming. Visit our Wintergreen travel guide
Does Designer Home w/ Incredible Views, Sleeps 16 have a pool?
Yes, this property has a pool.
How much does it cost to stay at Designer Home w/ Incredible Views, Sleeps 16?
As of 10 Mar 2026, prices found for a 1-night stay for 2 adults at Designer Home w/ Incredible Views, Sleeps 16 on 29 Mar 2026 start from NZ$1,891, 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.
Is Designer Home w/ Incredible Views, Sleeps 16 pet-friendly?
Yes, this property allows pets (limit 4 total).
How much is parking at Designer Home w/ Incredible Views, Sleeps 16?
On-site parking is available at the property.
What time is check-in at Designer Home w/ Incredible Views, Sleeps 16?
Check-in begins at 4:00 PM.
What time is check-out at Designer Home w/ Incredible Views, Sleeps 16?
Checkout is at 10:00 AM.
Where is Designer Home w/ Incredible Views, Sleeps 16 located?
This family-friendly Wintergreen holiday home is steps away from Wintergreen Resort and George Washington National Forest. Reids Gap Trailhead and Sherando Lake Recreation Area are also within 9 miles (15 km).
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Designer Home w/ Incredible Views, Sleeps 16 Reviews
Reviews
Wonderful
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.
Views, views and more views! So many activities, they really thought of everything. Best 3 days of my life, you can beat this amazing home. Owners wwre so nice and responded to messages quickly. The place was beautiful decorated. I would love to stay here again.
We took our family on a ski vacation to Wintergreen. The space/house was amazing the features like the hot tub, sauna and the game room made everything work. The view was spectacular what a way to wake up.Communication with management company excellent.Sincerely,Cheryl
Exceptional house: spacious living areas, very clean, well stocked basics for the stay, excellent kitchen with all the kit to feed large meals for many people including the cookware, flatware and kid-sized plates, flatware, bowls and cups; great game room and hot tub. The design, orientation and elevation of the home with its vaulted ceiling and glass windows provide a 180 degree spectacular vista. Well maintained house with quality features and everything - appliances, lights, heating, propane fire pit, pizza oven, sliding doors - works. Short drive to the resort center, ski school and equipment rentals. We never figured out how to operate the sauna (yes, the sauna !), and we could have used one huge cooking pot for pasta night, but the house was great all around. Highly recommend this top-of-the-line home that stands above many of the great homes we've stayed in.
My family and I enjoyed our stay at this beautiful home. Everything was clean and fully stocked. The beds comfortable and the air conditioning fully functional. TV’s in the main room and other rooms. The location of the home couldn’t be better as well. There is a game room where the kids in our group spent a lot of time in. Fantastic stay!!
The home itself was quite large and adequate for all 17 of us. Unfortunately, it was very evident the property had not been cleaned.Immediately upon arrival we noted the driveway had poor drainage, and due to recent rains we had to walk through mud with our belongings to enter the home. The intake vents were dirty with dust and grease.Washer and dryer had to be wiped down prior to use.The tubing in the refrigerator water dispenser was moldy, so we had to buy bottled water and bags of ice for our stayBedsheets and comforter in one bedroom had to be laundered due to dog hair and muddy paw prints on the sheets. The refrigerator had old food particles that needed to be wiped up before using. The kitchen floor was dirty with food particles and hair. The outdoor cushions were unusable due to excess ground-in dirt and mildew. The Traeger smoker wasn't working and maintenance was unable to repair it in time for us to use it during the stay. Multiple nail/screw heads were noted coming through the decking. A used cat treat wrapper was found under one of the beds.The upstairs smoke alarm was disconnected and had been placed in a potted plant in the balcony area. The property has beautiful views and the overall space was great. It's unfortunate that such a beautiful home isn’t properly cared for.