Welcome
Vrbo rentals
Plan the Perfect Family Vacation to Wintergreen Resort
Wintergreen condo exterior
Welcome
Vrbo rentals
Plan the Perfect Family Vacation to Wintergreen Resort
Wintergreen condo exterior

Wintergreen Resort High-End Vrbo Rentals

Recent reviews of Wintergreen Resort show that it’s among the most popular weekend getaways in Virginia. Are you looking to take a trip to Wintergreen Resort without losing any of the comforts of home? While a room at the resort’s Mountain Inn offers plenty of comfort and amenities, it lacks the calm and quiet of a private rental. If you want true privacy and the feeling of a home away from home, consider one of our luxury Vrbo vacation rentals on the mountain for your family getaway.

You and your family can explore Wintergreen Resort and experience all the excitement of a Wintergreen retreat, then head to the calm of your luxurious condo at the end of the day, where you can rest and recharge for whatever tomorrow brings. Learn about our high-end Vrbo vacation rentals to see which fits your family’s Virginia resort adventure best.

Chalet on the Green

Chalet interior view

The first of our Wintergreen properties is a newly renovated three-bedroom chalet that offers true luxury and plenty of space for you and your whole family to relax. From here, you can enjoy beautiful views of both the natural landscape and the Devil’s Knob Golf Course while relaxing in a great location. Check out some of the conveniences you’ll find when you choose Chalet on the Green for your getaway.

Room For the Whole Family

master bedroom of a wintergreen condo

This chalet consists of three bedrooms and two bathrooms, one of which is a private bathroom connected to the master bedroom, so you can have your own space to relax and prepare without fighting with the kids for bathroom time. The bedroom for the kids features two bunk beds and a full bathroom right outside.

Stream Your Shows By the Fire

When you need to enjoy family time, you’ll have access to a full fireplace (firewood included) and a flat-screen smart TV. With WiFi and plenty of comforts, this chalet is sure to provide all the relaxation and family time you need while you binge your favorite shows and enjoy the warmth of a crackling fire. If you’re not a TV-watcher, the living room doubles as a game room with a library of books and games to enjoy together.

Fully Stocked Kitchens

interior of a condo's kitchen

Looking to cook your own meals? Both of our rentals include full kitchens. The eat-in space in this chalet also features an island breakfast bar for quick meals and a full dining table for sit-down full-family dining so you can reconnect and trade stories of the day’s adventures.

Relax in the Lap of Luxury

That’s only the beginning of your luxurious stay here. The bathrooms both have heated floors, and you’ll enjoy vaulted ceilings in the living room with plenty of windows to keep the air fresh and provide plenty of natural light during the day. You can also enjoy an outdoor patio overlooking the Devil’s Knob Golf Course, along with an in-unit washer and dryer so you can keep your laundry fresh.

This rental is just minutes away from several wineries, breweries, the Stoney Creek Golf Course, and all the attractions of Nellysford and the nearby regions. In nicer weather, you can even enjoy the resort’s outdoor swimming pool. Overall, this is a serene, quiet place to come for your weekend getaway and Wintergreen retreat.

Kickback Condo

interior of a wintergreen resort condo

For something a bit more intimate, you can choose our Kickback Condo. This two-bedroom rental offers beautiful views and is within walking distance of the resort. You’ll enjoy a washer and dryer in the unit to do your own laundry, as well as cozy rooms with all the comforts you want.

Two-Bedroom, Two-Bath Escape

This escape features two bedrooms and two bathrooms with four beds in all, the perfect size for an average family. It’s a cozy, down-home place to relax between the day’s adventures that allows everyone to have space for privacy, peace, and quiet. Each bedroom has a smart TV so that anyone can enjoy a show or movie in bed at the end of their action-packed day.

All the Comforts of Home

fireplace

The living room is comfortable and quiet, with an indoor fireplace and smart TV, as well as free WiFi. For those who want simple accommodations with great views and a quiet place offering true privacy, this condo offers all the comforts of home. It features a full kitchen with a microwave, a stove, a toaster, an oven, a dishwasher, dishes and utensils, a fridge, and a coffee maker.

Bring Your Furry Friends

One of the things that makes this condo a great stay is that it’s fully pet-friendly! There’s no need to worry about having to leave your four-legged furry friend behind in a kennel. Bring Fido with you so your dog can also explore the beauty of the Blue Ridge Mountains.

Just Steps From Worlds of Adventure

This condo is within walking distance of adventure, including a half-mile hiking trail, the Highlands Leisure Trail. It will take you right into the resort, where you can enjoy amenities like firepits, swimming pools, skiing, snow tubing, zip lining, and more. You can also explore nearby old-growth forests and an overlook that offers ski slope views with the backdrop of Humpback Mountain, ideal for taking your pet for a walk. It’s just minutes away from many other hiking, biking, and nature trails. You’re just a short walk away from experiencing the beauty of Wintergreen’s trails and mountain views.

Enjoy the Comforts of Home in the Heart of the Mountains

When the time comes for your next weekend getaway, go for a relaxing private Vrbo rental instead of staying at the resort. Check in to one of these rental properties and explore the entire region while still enjoying all the comforts of home and everything that Wintergreen Resort has to offer.

Customer Reviews

What guests say

  • Quenzelle
    October 13, 2023
    Erik and Lisa are awesome host! No issues what so ever! Great place!! Great location! Great views!!! Definitely would stay again!!!!
  • Nick
    August 13, 2023
    Was looking for somewhere to bring our kids to so we could enjoy some time away from work. We found a good deal with this chalet and decided to try it out. Was pleasantly surprised to find this beautiful place….
  • Michael
    August 12, 2023
    Our family loved staying here. It is a lovely home in a very peaceful setting. The host was super responsive and helpful. Would love to stay here again.
  • Megan
    July 13, 2023
    Erik and Lia’s place was lovely! Very friendly and communicative hosts. The condo was clearly well taken care of and located a walk away from a restaurant and some nice trails. Would highly recommend!
  • Michael
    July 11, 2023
    Owners were very accommodating. The property was very comfortable and provided a great getaway opportunity for me and my family. Would definitely book again!!
  • Amy
    July 11, 2023
    Chalet on the Green was the perfect place for our weekend away! Beautifully renovated, great location, hosts quick to communicate. We would definitely stay there again!
  • Keith
    June 13, 2023
    Still feeling refreshed. We booked last minute for a weekend getaway and our hosts were amazing. 5 stars!!!
  • Mike
    June 12, 2023
    Nice place! We loved opening up all the windows and feeling the cool mountain air. It was 10° cooler at the top of the mountain than it was in the valley.
  • Kristen
    May 13, 2023
    We enjoyed our stay! There is a great trail from the condo that follows along the road. It was so nice to be able to go for a run in nature right outside of Erik and Lia’s place.
  • Brett
    April 13, 2023
    First of all, our previous reservation fell through literally when we arrived at Wintergreen, but we were able to find this beautiful place and book it via phone phone. Within a half an hour, Eric and Lia had c…