Vacation rentals with lake access in Wintergreen Resort

The SnowHouse HotTub Dogs OK Firepit Creek PacMan

Escape to our peaceful 3BR/4 Bath mountain cabin with newly added HOT TUB nestled in the trees along a beautiful creek—just 2 minutes from the skiing and close to hiking trails. Sleeps 10-12 with a spacious layout, huge covered back porch, cozy firepit, and fun Pac-Man arcade machine. Enjoy a brand-new kitchen with 2 dishwashers, full laundry, and 2 living rooms. Pet-friendly, perfect for families or groups seeking comfort, nature, and connection. 3 pools, 3 golf courses, tennis, pickle, archery

Designer Home: A+ Views HotTub Pool GameRoom Grill

5min drive to ski. Sweeping views year round. Contemporary décor with rustic style. Retreats, romantic weekends or adventurous getaways. Close to wineries, breweries, farmers market, and hiking. ★Sleep 16: K,K,K,Q,Qx2,bunkx2,sofa bed ★3,500sqft on 3 floors ★Hot tub ★Bluetooth sound system ★Vaulted ceiling, gas fireplace, 55” TV ★Movie room: 65” TV, pool table, wet bar, wine fridge ★Dining table for 10 ★Workspace ★Roku TV every bedroom ★Park 6 cars Seasonal outdoor pools/tennis access included.

Cozy Lux Condo at Wintergreen Resort

The perfect little getaway nestled into the hillside and centrally located within Wintergreen Resort. Our place serves as a launch pad to explore the numerous, year round activities and attractions in the area or a quiet retreat designed for wine, movies, and a fire. With a full kitchen, large flat screen tvs, WiFi, fireplace, washer/dryer, and other everyday comforts you will feel right at home. A queen size blow up mattress is available for extra sleeping options in addition to the couch.

Tiny Luxury Retreat: Lake, Hikes, Brews & Vines

Welcome to our luxurious tiny house nestled in the heart of Nelson County, Virginia. This enchanting retreat, surrounded by the majestic Blue Ridge Mountains, offers an unparalleled experience in a landscape dotted with wineries, breweries, distilleries, and sprawling farmland. This luxury tiny house was built in 2022 and is available for couples, solo travelers, or a small family wanting to explore this beautiful stretch of the Blue Ridge Mountains. FREE Electric Vehicle Charger on-site.

Luxe Yurt w/Hot Tub in the Heart of the Blue Ridge

Experience glamping, Blue Ridge style. Our luxury yurt is located at the top of a small hill, in the center of a 70 acre farmstead surrounded by natural beauty. Night Archer Farm is located off a quiet country road in Afton, Nelson County. It is private, but not remote. You are close to the Brew Ridge trail, wineries, breweries, skiing at Wintergreen, Blue Mountain Brewery, Devil's Backbone, golf, hiking, or driving the Blue Ridge Parkway. Hike directly from the Yurt up into the mountains!

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!

151Escape | 5☆ Group Fun! Game Room/Bar/Deck/4kTVs

Enjoy mountain adventures with friends & family at this beautiful & newly renovated 5 bedroom mountain house ideally located in Virginia Wine Country at Wintergreen Resort’s Stoney Creek valley area. This amazing home features: - 75” & 55” 4k TVs - Fully equipped, live edge wet bar & bar countertop - Professional Ping Pong table - Deck with views, firepit & grill Just minutes from skiing, golf, hiking, wineries, breweries, apple-picking and other adventures the area offers all year long!

Solar-powered Guesthouse at Peak Time Property

This cozy guesthouse is a perfect getaway. It has SPECTACULAR views of the Priest and Three Ridges. Located in Massies Mill, it is a 20-30 minute drive to the Appalachian Trail, Wintergreen, breweries, wineries, and distilleries. It is also practically around the corner from Pharsalia Events. There are several convenience stores close by, but the closest grocery store is an 18 minute drive. Situated on 26 acres, there is more than a mile of marked trails available to walk as you wish.

Mid-Century Escape • Sleeps 12 • Breweries

Just minutes from Wintergreen, come home to a place made for group getaways—soak in the hot tub, let the kids take over the game room, and gather after a day on the trails or at nearby wineries. Designed for easy, memorable mountain stays. ⭐ Why Guests Love It ⭐ • 🛁 Private hot tub & fire table • 🎮 Game room with Nintendo Switch, Xbox & Arcade • 🏔️ Quick access to trails & dining • 🍷 Wineries, breweries & Sherando Lake nearby • 🏡 Sleeps 12 with a full kitchen & gathering space

180 Degree Views, Dogs love it too!

⭐⭐⭐⭐⭐ Guest Favorite “One look at the view and you’ll be instantly transported to your happy place. Even my 5-year-old was impressed.” Welcome to Mountain Dreams—your cozy 2 BR, two-level getaway at one of Wintergreen’s highest points. With stunning views and a cozy atmosphere, you'll soak up panoramic mountain views at The Ledges. Escape to our serene retreat, nestled in nature, offering a peaceful environment for relaxation. Just a 3-minute drive to the Mountain Inn.

WonderfulViews/WalktoResort&Hiking/SpaciousCondo

Book your fall and winter get away now! Welcome to Sample’s Summit! It doesn’t get better! This two story, mountain condo is situated right on Eagle’s Swoop… ski in/ski out and within walking distance to some of the best hiking trails and lookouts on the mountain! Enjoy gorgeous views, wake up early & catch an amazing sunrise! We are centrally located and just a short walk to the Mountain Inn, all summertime events, the Market, restaurants, shops and entertainment.

Lakefront Cabin w Stunning Curated Decor & Hot Tub

✨ A Marvelous Night for a Moondance Awaits ✨ Welcome to Moondance—a lakeside log cabin with serious style and mountain soul. Designer interiors, cozy fireplaces, an après-ski game room, and dreamy views set the stage. Whether you're sipping wine on the deck or roasting s’mores under string lights, this is where memories are made. Minutes to wineries, Wintergreen, and the Blue Ridge Parkway. Relax, reconnect, and maybe do nothing at all. We support that.