
Condo vacation rentals in Shenandoah Mountain
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Top-rated condo rentals in Shenandoah Mountain
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Extremely private, 2-min drive to skiing/hiking
Extremely private, 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 pool CLOSED for season
4.97 out of 5 average rating, 183 reviews
Renovated Ski in/out, pool/hot tub, slps 6, #1105
Renovated Ski In/Out Poolside/View This studio has been re-designed to maximize space. LVP flooring, granite counters, and lots of storage innovations. Queens size bed has drawers & extra stg., a Queen Sleepr & a bunk. Ideal for 2-4 adults or 2 adults & 2-4 kids. Silver Creek has day/night skiing, pool, & tubing. Your season pass is good for ALL slopes at Snowshoe, Western Territory(all black diamonds), & Silvercreek. Take the free shuttle to the Village & Western Territory (little over 2 miles)
4.98 out of 5 average rating, 178 reviews
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!
4.98 out of 5 average rating, 134 reviews
Mountain view retreat #1
Get comfortable with mountain views and fresh, clean air at 3,200' altitude, close to Canaan Valley/Blackwater Falls State Parks. Also, Dolly Sods, Seneca Rocks and Spruce Knob (highest point of WV). Lots of hiking/biking trails. Unique shopping in Davis and Thomas with a variety of restaurants. Fast food? An adventurous, scenic drive goes to Parsons, with the only McDonald's and traffic light in the county. Relax on the back deck to view the horse pasture and the small private airport.
4.92 out of 5 average rating, 174 reviews
The Staunton Hideaway
The Staunton Hideaway is a cozy, private getaway with tons of charm and a short walk away from downtown Staunton! This one bedroom apartment is apart of a duplex with a separate entrance and its own outdoor space in a quiet neighborhood. Free street parking is available and easy to access. Feel free to leave your car at the house and take a short walk across the Sears Hill pedestrian bridge to downtown where you can enjoy all of the eateries and local shops that make Staunton so special!
4.77 out of 5 average rating, 137 reviews
Steps from WLU & VMI Loft with Private Parking
This stylish downtown apartment combines historic charm with modern comfort, with exposed brick from its 1920s origins as the Lexington Motor Company. Large windows brighten the space and frame views of downtown and the Blue Ridge Mountains. With two king bedrooms, 2 full baths, a full kitchen and 1 private parking space, it’s designed for comfort and convenience. Elevator access makes it ideal for guests with accessibility needs. We happily welcome your four-legged friends with a pet fee!
4.99 out of 5 average rating, 147 reviews
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
4.99 out of 5 average rating, 185 reviews
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.
4.92 out of 5 average rating, 216 reviews
Third & Thornrose, Staunton Condominium
Our guests stay upstairs in our 1929 American Foursquare house. Central air; separate entrance, wooden floors. Daily, weekly or monthly rates. Small, fully-equipped kitchen with stove and refrigerator, small dining room. The bathroom has a tub and shower. Television with Netflix. Wifi and off-street parking. Two bedrooms (queen-sized bed, two XL twin beds), living room. Short walk to Gypsy Hill Park, 1 mile to historic downtown (Trolley). Small town, Big Magic!
4.82 out of 5 average rating, 476 reviews
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!
4.95 out of 5 average rating, 180 reviews
Panoramic Sunsets Mountain Views Pool $99 Midweek
SUMMER SPECIAL! Stay 2 nights and get your 3rd night for just $99 when you check in Sunday–Wednesday (select stays, next 60 days). Escape the summer heat and enjoy cooler mountain temperatures, central A/C, a heated outdoor pool, breathtaking sunset views, and two king suites with private en-suite bathrooms. Summer dates are filling fast—book now and experience one of Wintergreen's most sought-after mountain-view condos.
4.99 out of 5 average rating, 276 reviews
Cozy Condo on the mountain at Wintergreen!
You don’t want to miss these views! Come enjoy the breathtaking fall foliage in cozy comfort. Our 2 bedroom condo offers central access to dozens of wineries, breweries, and restaurants as well as being in short driving distance to Charlottesville and Shenandoah national park! Miles of available hikes await for you in the resort or venture further out to explore the mountain and waterfalls nearby!
4.88 out of 5 average rating, 138 reviewsPopular amenities for Shenandoah Mountain condo rentals
Weekly condo rentals

Ski In/Out from Powderidge! Studio 52 at Ridgewood
4.98 out of 5 average rating, 132 reviews
Bike,Hike,Relax in Lux! at Bryce Resort
4.85 out of 5 average rating, 114 reviews
Where the Trail Ends
4.93 out of 5 average rating, 257 reviews
BlueRidge Getaway- Dog Friendly
4.93 out of 5 average rating, 199 reviews
Beautiful Mountain Getaway - Walk to Everything!
4.97 out of 5 average rating, 100 reviews
Remodeled Summit Condo at Snowshoe | Modern & Cozy
4.86 out of 5 average rating, 111 reviews
Luxurious Posh Downtown Condo
4.9 out of 5 average rating, 195 reviews
Slope Side Serenity
4.87 out of 5 average rating, 114 reviewsPet-friendly condo rentals

Tips Up: Cozy Slopeside Retreat w/ Fireplace
4.88 out of 5 average rating, 225 reviews
Comfortable, well kept, and convenient
4.9 out of 5 average rating, 207 reviews
Your Cozy Mountain Getaway Awaits
4.8 out of 5 average rating, 110 reviews
Pet Friendly 10 Powderidge 1BR/1BA - ski out
4.94 out of 5 average rating, 145 reviews
All-Season 2bd/2ba next to Spa view of Golf Course
4.95 out of 5 average rating, 157 reviews
Five Minute Walk to Everything!
4.96 out of 5 average rating, 365 reviews
1720 High Ridge at Wintergreen Resort
4.89 out of 5 average rating, 127 reviews
Cozy, clean, quiet mountain condo- King bed
4.94 out of 5 average rating, 263 reviewsCondo rentals with a pool

Cozy Comfort with a View - Wintergreen Resort
4.91 out of 5 average rating, 167 reviews
Unit 159, 1st Floor, Ski In/Out, Near Village
4.87 out of 5 average rating, 108 reviews
Cozy Laurelwood condo - 1 min walk to pool
5.0 out of 5 average rating, 106 reviews
Cozy Condo - Sleeps 4
4.77 out of 5 average rating, 107 reviews
Excellent Rates, Updated, Ski-In/Out, M/L, Extras!
4.91 out of 5 average rating, 139 reviews
Ski and Golf Condo Aspen East Condos Unit 212
4.93 out of 5 average rating, 154 reviews
Blue Ridge Views, Dog Friendly, 2 Fireplaces
4.94 out of 5 average rating, 87 reviews
Sunset Ridge (#338) | Walk to Ski Bike Eat!
5.0 out of 5 average rating, 3 reviewsDestinations to explore
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- Shenandoah National Park
- Luray Caverns
- Timberline Mountain
- Bryce Resort
- Snowshoe Mountain Resort
- Blackwater Falls State Park
- Early Mountain Winery
- University of Virginia
- Canaan Valley Resort & Conference Center
- Devils Backbone Brewing Co Basecamp
- Wintergreen Resort
- Canaan Valley Ski Resort
- Glass House Winery
- James Madison University
- Cardinal Point Winery
- White Grass
- Virginia Horse Center
- Shenandoah River Outfitters
- The Rotunda
- White Oak Lavender Farm & The Purple WOLF Vineyard
- Frontier Culture Museum
- John Paul Jones Arena
- Grand Caverns
- Allegheny Springs





