Privacy and Views in Wintergreen

Wintergreen Resort, Virginia
$415 avg/night
Minimum Stay 1 Nights
Bed 4

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 11

Max Sleeps

Night 1 nights

Min Stay

Welcome to our cozy Wintergreen home, located on one of the most private lots in the area. You'll truly feel at peace with nature on the two levels of decks and seasonal views of the mountains. Sip wine by the two propane firepits or share a meal with outdoor dining for 10. Inside, you'll love the light-drenched living room with a wall of windows that brings the sense of nature inside. Managed by Chris at New School Hosting- check my profile for more reviews. Plus, pet friendly!

We have named our home Chat n Chill on the Hill, because it is the perfect setting to connect with loved ones in a peaceful setting. We are located in the heart of beautiful Wintergreen in Virginia, which has tons to do for all ages, year-round. We are just a few minutes’ drive to the slopes and 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), plus there is a great waterfall trail just down the street (see the photo in the listing). 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 house has 4 bedrooms and 3.5 bathrooms, with the layout as follows:

Main level:

- Main level deck features two propane firepits with ample seating, outdoor dining table that seats 10, and gas grill (propane provided)
- Living room with working propane fireplace and big screen smart TV
- Dining area for 8, plus room for 4 more at the kitchen bar
- Fully stocked kitchen with granite counters, stainless appliances, plus coffee bar (coffee provided)
- BR1: Queen master bedroom with ensuite full bathroom
- Half bath

Upper level:

- Loft area overlooking living room with Peleton exercise bike
- BR2: King master bedroom with ensuite full bath featuring soaker tub and tile shower

Lower level:

- Additional living room / game room with pullout sofa, shuffleboard, darts, and arcade game
- BR3: Queen bedroom
- BR4: Bunk bedroom with queen bed on the bottom, twin on the top
- Full hall bath with dual vanities
- Laundry room with full size washer and dryer
- Lower deck features additional seating

Other things to note:

- We allow one dog (50 lbs max) with a $100 pet fee. Also, the upper deck is entirely enclosed, so they can be outdoors off-leash on the back deck while you enjoy the firepits!
- We provide our guests $1500 of coverage for accidental damage to the property or its contents. The cost of this is already embedded in the cleaning fee.
- Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more.
- The driveway is flat and can accommodate 3 vehicles without double parking, and 6+ with double parking
- Wifi is fast with a strong signal throughout the house and decks.
- 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, 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.
- Please note that if you would like to send packages to the property, you do so at your own risk. USPS is particularly unreliable. We can not be held responsible for late or undelivered packages. Additionally, we charge $25 for any return services requested, in additional to actual postage.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    1 Total Pets Pet Friendly Welcoming Dogs Only
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Paper Towels Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Firepit Gas Grill Outdoor Furniture Patio
  • POOL/SPA

    Shared/communal Pool
  • BATHROOMS

    3.5 Bathrooms Bathtub Or Shower Hair Dryer Jetted Bathtub Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Computer Monitor Desk Desk Chair
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Fitness Center Swimming Nearby
  • ENTERTAINMENT

    Arcade/game Room Video Games Smart TV
  • LIVING SPACES

    Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Dinnerware Highchair Stair Gate Travel Crib
  • LOCATION HIGHLIGHTS

    In The Mountains
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 11

Map Map

School District Availability

Review Review

  • Anna C.

    Submitted Feb 8, 2026

    Stayed Feb 5, 2026

    This place is beautiful and family friendly! The host was great. If we had a concern, the host responded immediately and resolved.

Your dates are Available!

Total

Includes taxes and fees
$415+
View details