
Condo vacation rentals in Nelson County
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Top-rated condo rentals in Nelson County
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Where the Trail Ends
Some trips are about doing everything. This one’s about slowing down. Nestled inside Wintergreen Resort, this updated mountain retreat puts hiking trails, ski slopes, wineries, and breweries at your door - then gives you a warm space to come home to. Curl up by the fireplace, cook a real meal in a full kitchen, or take the morning slow on your private patio with mountain views. When you’re ready to explore, everything is close. When you’re not, the community pool and quiet will keep you busy.

Luxury Condo in the Sky! Finest in Wintergreen!
Welcome to our recently renovated luxury condo in the sky! Perched on the edge of the Wintergreen ridgeline, we are just a stone’s throw from nature’s bounty. Our condo offers the perfect blend of relaxation and access to recreation. Hit the ski slopes, take a hike, or explore the bountiful brew and wine scene and then come enjoy the view. The horizon is 75 miles distant from our balcony on a clear day! We love hosting families with kids or couples coming to enjoy all that Wintergreen offers!

Extremely private, HOA pool/stair-free entry
Peaceful, recently renovated mountain-top retreat. Relax or work from home. End your day with a hike or spa treatment around the corner—linger with a glass of wine at sunset. It’s all only a 2 minute walk from the front door. Welcome to our mountain home! 2-3 min drive from ski lifts/resort, hiking Free firewood (seasonal) Family games & smart TVs (no cable) for movie night (must sign into your own subscriptions) Smartlock entry Stair-free entry *outdoor HOA pools CLOSED for season

Eight Minute Walk to Everything
This one-bedroom, one-bath condo is centrally located. Ski check-in, restaurants, the mountaintop provisions market, and the Mountain Inn and conference center are all within an 8 minute walk. It's a one-story, downstairs unit that includes a back porch with just a few steps down to the ground. Perfect for taking the dog outside in the pet-friendly space. Full kitchen and dishes, wood-burning fireplace, balcony, and all towels and linens are provided for your convenience. Sleeps 3.

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

Beautiful Mountain Getaway - Walk to Everything!
This beautifully renovated 3 BR / 2 BA mountain condo is very centrally located in the main Wintergreen village - steps from the Mountain Inn, ski slopes, restaurants and trails. The corner unit is at the end of the building (closest to the slopes) which means it gets a ton of natural light! All of the furniture is brand new including the sectional sofa in the living area. The place comes fully stocked with everything you need and includes outdoor storage for any gear & equipment.

1 bedroom condo, close to hikes & breweries & pool
Cozy 1BR Wintergreen condo 🌳 🌄 Close to scenic hikes, local breweries and wineries. The resort village, and mountain-top market, just minutes away. Enjoy a fully stocked kitchen, premium coffee and teas, cooking oils and spices. Relax after a day outdoors and enjoy a smart TV, fast WiFi and games. Comfortable queen bed in the bedroom plus new queen sleeper sofa in the living room. Private furnished patio with peaceful wooded views and or cool off in the heated community pool.

BlueRidge Getaway- Dog Friendly
Relax and enjoy spectacular top-floor mountain views from the deck. This recently renovated unit is at the top of the mountain close to many hiking trails. Visit the Wintergreen village, with its restaurants and shops, with a 5 minute drive or an easy hike through the woods. You also have access to Rhodes Farm and Chestnut Hills pool. This condo is convenient to Devils Backbone, Bold Rock, and the litany of other breweries, cideries, distilleries, and restaurants. Dogs welcome!

All-Season 2bd/2ba next to Spa view of Golf Course
Come experience four seasons of fun- hit the ski slopes, hike the blue ridge mountains, enjoy local cider or beer, or cozy up by the fire and enjoy the mountain views. Located across the street from the aquatic/fitness center & spa, on the Devil's Knob golf course, and next to the ski shuttle pickup location and Nature Foundation, the location couldn't be better. The unit has a spectacular sunset view from the balcony, a gas fireplace, and speedy wifi for working or streaming!

Cozy Comfort with a View - Wintergreen Resort
Our private, spacious, dog friendly condo is just a 5 minute walk to the main lodge with shops, restaurants, and of course the slopes! Shuttles run during ski season as well. Beautiful hiking trails are just outside the door, and a short drive will get you to the Blue Ridge Parkway, Crabtree Falls, Stoney Creek Golf Course, and the famous Route 151 with Virginia's finest breweries and wineries. There is a community pool available in Wintergreen Resort during the summer months.

Ski-In Ski-Out ~ Mtn Views ~ King Suite
Just steps from Wintergreen Resort’s slopes, Slope Side Gem offers the perfect mountain escape! Located in the heart of Mountain Village next to the Mountain Inn, you’re just a short walk to Starbucks, The Market, shops, and three restaurants and bars. Whether you’re skiing, hiking, golfing, or enjoying a local brewery or winery, adventure is at your doorstep. After an exciting day, unwind on the private balcony and take in the breathtaking mountain views!

Cozy Laurelwood condo - 1 min walk to pool
This beautiful 1-bedroom, 1-bath Laurelwood condo is perfectly located just a short walk from the pool, market, coffee shop, restaurants, and the Wintergreen Conference Center. Inside, you’ll find a fully equipped kitchen, a cozy wood-burning fireplace (with complimentary firewood), and a spacious king-size bed. Step outside to your private deck and enjoy the peace of the surrounding forest—an ideal retreat for relaxation and comfort.
Popular amenities for Nelson County condo rentals
Weekly condo rentals

Cozy Condo - Sleeps 4

Wintergreen Resort King bed, Fire place, 2 Bd/2 Br

Base Camp Condo

Wander Lodge: Golf, Spa, Wine, or just a getaway

The Perch in Wintergreen Laurelwood

Love of mountains oh fill my cup

Wintergreen Mountain Views - Diamond in the Slopes

WonderfulViews/FallFoliage/Hiking/SpaciousCondo
Pet-friendly condo rentals

Ski-in/Ski-out Wintergreen Highlands Condo -Views!

Your Cozy Mountain Getaway Awaits

Five Minute Walk to Everything!

Cozy, clean, quiet mountain condo- King bed

Tips Up: Cozy Slopeside Retreat w/ Fireplace

1720 High Ridge at Wintergreen Resort

New Construction! 1 Bed/2 Bath, pet friendly

Nature’s Haven 1 Bedroom Condo Wintergreen Resort
Condo rentals with a pool

Fox Paw | Walk to Slopes & Village at Wintergreen

Beautiful Views/FallFoliage/Hiking/PupsOK

What-a-Mountain View Pool Tennis Hike Golf KingBed

Happy hour on the 18th Hole

Wintergreen! Dog friendly, cozy and comfortable

Overlook 180 degree views w/Peloton!

Wintergreen Ski Retreat, Cozy Condo Near Slopes

Time To Get Away-Cozy Spaces for 2 to 4
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- University of Virginia
- Monticello
- Wintergreen Resort
- Devils Backbone Brewing Co Basecamp
- Cardinal Point Winery
- Glass House Winery
- James Madison University
- Blenheim Vineyards
- Virginia Horse Center
- Natural Bridge State Park
- The Rotunda
- Liberty Mountain Snowflex Centre
- Downtown Mall
- Frontier Culture Museum
- White Oak Lavender Farm & The Purple WOLF Vineyard
- National D-Day Memorial
- James Monroe's Highland
- John Paul Jones Arena
- Grand Caverns
- IX Art Park
- James River State Park
- Amazement Square
- Massanutten Indoor WaterPark
- Appomattox Court House National Historical Park
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