House in Nelson County, VA
16 guests · 6 bedrooms · 3 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 house rental
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.
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.
Amenities at Designer Home w/ Incredible Views, Sleeps 16
Air conditioning
Pool
Non-smoking
Pets allowed
TV
Coffee/tea maker
Refridgerator
Spa
Kitchen
Balcony/Terrace
WiFi/Internet
Microwave
Dishwasher
Washing machine
Dryer
Patio
Kitchenware
Oven
Stove
Laundry services
Sauna
Bath or shower
Children's high chair
Ironing facilities
Towels
Desk
Hairdryer
Map of Nelson County, VA
Ratings and reviews
10.0 / 10.0Outstanding·Nov 2025
Very welcoming and responsive.
10.0 / 10.0Outstanding·Aug 2025
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!!
10.0 / 10.0Outstanding·Jul 2025
Beautiful mountain getaway in the heart of Wintergreen with amazing views!
10.0 / 10.0Outstanding·Jul 2025
Beautiful home, beds were comfy n plenty of room for big family!! We loved it
$$$$
Top rated by guests
9.0Outstanding
(17 Ratings)
"Very welcoming and responsive. "
Julie W.Don't miss out! Price and availability may change
