Family-friendly holiday rentals in Highland County

Cozy, family-friendly, mountain getaway!

This is a comfortable, peaceful, and convenient mountain getaway, with easy access to Snowshoe Mountain (6.5 miles) but without resort fees and atmosphere. Top floor unit in a low-key, small set of condo cabins, great light, privacy. Perfect place to return after a day outside, or hang out in while others play. Close to Greenbrier River Trail, Cass trains, X-country skiing, golf, restaurants, ski and snowboard rentals, waterfalls, and miles of hiking trails. Hot tub and wifi. Easy parking.

Newly Remodeled Snowcrest Condo

Welcome! This condo was fully renovated in 2018 and is a perfect romantic getaway or great for a family trip. It is cozy and the perfect place for you to enjoy all Snowshoe has to offer! You will experience all the comforts of home away from home. Due to the current Pandemic, we are going above and beyond to make our guests feel safe. Our condo has always received compliments on our cleanliness, but to ensure the safety of our guest we are being extra thorough with our cleaning at this time.

The Bear Dance Cabin at Wintergreen Resort

Tucked back in the woods in the Wintergreen Resort, we're on the top of Wintergreen Mountain, elevation just under 4k, near all the resort's amenities. Our family built on Wintergreen Mountain after learning how unique and beautiful the seasons are here. The cabin quickly became a new member of the family and we can’t imagine not having her in our lives now. Ten years after building we decided to provide short term rental and the experience has been beyond what we had ever imagined. Enjoy!

3 BR 3 BA, 2 story condo in Highlands

Newly renovated condo! You can't beat the view from up here. Top floor/vaulted ceilings, next to the Highlands Lift. Just steps from the expert slopes and on the Wintergreen shuttle route. Enjoy hiking, skiing, snowboarding, tubing, outdoor pool time or a local brewery. This condo has 2 master's with king beds, 1 bunk bed (twin over full), a single twin bed and a pull out twin sleeper sofa. The king beds have new high quality mattresses and luxury bedding and a 60" HDTV in living room

Comfortable, well kept, and convenient

I am minutes to the resort center yet central enough to take advantage of non resort amenities. While there is no ski in/out from this location, there is affordable food, country comfort, and you are still only 10 minutes from Top of the World. It is a very unique property and is geared towards regular skiers, bikers, families, and couples. You park right out front, the hot tub is next door, & restaurants and a market just a few minutes away. Any pet must be approved in advance.

Best views in Highland County !

Located in the pristine Mill Gap Valley. At night you can reach out and touch the stars. National Forrest is close by too. Enjoy the peace and tranquility that can only be offered in Highland county. The farm along with our Maple Syrup is certified Organic. From our apple trees to our hay and pastures. We are Organic! If you would like a tour of our farm or maple operation, let us know! By September 2020, there will be a new outdoor living area with a hot tub and dining.

Blue Ridge Bliss - For family & friends to enjoy!

Welcome to Blue Ridge Bliss! Come enjoy the mesmerizing mountain top views of this well-appointed condo in The Ledges of Wintergreen Resort. It’s the perfect place to unwind, unplug and recharge. Whether here to ski, hike, or visit Virginia wineries, cideries, or craft breweries you’re sure to enjoy the beautiful views from the living room and deck. A short walk to The Highlands lift and across the street from the dog park, and picnic area it’s an ideal location.

Charming Getaway Cottage

THE SKI SLOOPS AT THE HOMESTEAD ARE OPEN !!! Time for a vacation in the mountains at my cozy cottage less than 2 miles from the Homestead Resort. This charming cottage is 1100 sq. ft. and less than 1 mile from the Homestead Resort. Close proximity to Warm Springs, and all the attractions Bath County, Va. offers. Perfect for hiking, golf, skiing, hunting, fishing, floating in the Warm Springs Pools and a family getaways. Pet friendly.

Great Views AC Ski In Ski Out! Fireplace! Hot Tub

1 bedroom and 1 bath. FREE Long Distance and 25mb High speed WiFi Internet! You are directly on the slopes. One of the Best views on the mountain looking right down Windowmaker slope and you can see Shaver's lake. Remodeled with New Electric Fireplace! Midweek and last minute deals...check my up to date calendar for midweek dates!!! ACTUAL pictures of the condo you will stay in, so you know what you are getting!