Chalet holiday rentals in Augusta County

Find and book unique chalets on Airbnb

Top-rated chalet rentals in Augusta County

Guests agree: These chalets are highly rated for location, cleanliness and more.

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Top Guest favourite

Chalet in Wintergreen Resort

5 out of 5 average rating, 37 reviews

Family Fun+Wellness: HotTub Sauna Massage Chair

Escape to Chateau Greenstone, the Wintergreen retreat where wellness & family fun shine. Something for EVERYONE: adults unwind in the Zen Den mini-spa w/ massage chair, red-light therapy, hot tub, sauna, fire pit & Vista Balcony. Plus Spiral Slide! 3 game areas (shuffleboard, bumper pool, ping pong, foosball, darts, pinball, arcade, kids’ cubby) plus heated outdoor TV/game lounge. 4 outdoor areas (2 covered), 9 huge TVs! Expansive view Nov-April, filtered mountain view May-Oct. Sleeps 18 cozily!

Guest favourite

A firepit area features several Adirondack chairs arranged around a sandy circle. Natural rock formations and a lush tree line create a serene backdrop, framed by expansive mountain views in the distance.

Chalet in Afton

4.99 out of 5 average rating, 155 reviews

Elk Mountain Overlook: Breathtaking Views

Mountaintop overlook with jaw dropping views and camp themed interior design. Perched upon Elk Mountain just off the Blue Ridge Parkway this petite chalet is under 30 min from Charlottesville, 10 min to 151 vineyards/breweries/cideries, and 10 min to Waynesboro. Relax in this natural retreat featuring 2 king bedrooms, 2 person soaker tub, double headed shower, and ample kitchen w/many extras. Take in the views from the large deck, firepit, under porch swing, or mountainside adirondack chairs.

Guest favourite

Chalet in Wintergreen Resort

4.89 out of 5 average rating, 35 reviews

Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking

2min drive to ski Wintergreen. Modern mountain vibe in this 4-season chalet nestled in the treetops. Hot tub, chef's kitchen and two spacious living rooms. This home invites indoor-outdoor living with a large deck with seasonal mountain view. Walking distance to trails, slopes, and restaurants. Sleeps 12: Q, Q, Q + bunk: 2x single + trundle, bunk: 2x single EV Charger Treetop, seasonal mountain views Fireplace Large deck w/ gas grill 3 Roku TVs Dog fee $187. Seasonal pools/tennis access.

Top Guest favourite

A spacious deck offers a wooden dining table set for eight, accompanied by a cozy bench. A Big Green Egg grill sits nearby, surrounded by trees and mountains. The scene reflects a tranquil outdoor setting, ideal for enjoying meals or gatherings amidst nature.

Chalet in Wintergreen Resort

5 out of 5 average rating, 87 reviews

Mountain Views, Hiking, Ski-Out @ Tyro

Welcome to Tequila Sunrise! Located slope-side at Tequila and Lower Tyro, our home offers a true ski-in/ski-out experience—step outside and you're on the slopes! Inside, you'll find an open floor plan featuring a fully stocked kitchen, a cozy family room that seats eight, and a huge wall of windows to watch stunning sunrises and skiers. In warmer months, enjoy the double-level deck, perfect for relaxing with family and friends amidst beautiful views. Your unforgettable getaway awaits!

A welcoming living space features a wooden accent wall with a mounted television and greenery. A comfortable gray armchair and a light gray sofa are arranged around a cozy fireplace. A staircase leads to the upper level, and a dining area is visible in the background.

Chalet in Roseland

4.64 out of 5 average rating, 138 reviews

Sleepy Bear Chalet

Escape to the mountains and enjoy your peace and quiet from the chaos of everyday life. Relax by the fire at night and sip your coffee in the morning while gazing out at the mountains. Our cozy home is only a 4 minute walk to Wintergreen Ski Resort where you can skii all day & then come back at night to stay in our 3 bedroom cozy chalet. Our stay is not only convenient to the ski resort but also hiking trails, Mountain Inn, special events, restaurants, bar, and convenience store.

Top Guest favourite

A charming two-story cabin is nestled among lush greenery, with a gravel path leading to the entrance. The exterior features muted green siding, a steeply pitched roof, and a welcoming porch with steps. Natural light filters through the large windows, framed by the surrounding trees.

Chalet in Wintergreen Resort

4.94 out of 5 average rating, 68 reviews

5 beds/3 BR/2 BA, Chipmunk Chase at Wintergreen

Enjoy this 3 bed/2 bath home in Wintergreen all year round! Spring & Summer are great for hiking the Appalachian Trail, or visiting pools, nearby lakes & waterfalls. Fall brings beautiful colors along the Blue Ridge Parkway (2 miles) & Skyline Drive/Shenadoah NP (12 miles). Less than 1/2 mile to the WG Ski Slopes! There are many breweries, vineyards, cideries & even some distilleries nearby. Karaoke, Pac-Man, games, books & a gas fire table on the deck available for those cozy nights.

Superhost

The open living area features a dining table with wooden finish surrounded by blue chairs. A comfortable couch is positioned nearby, and a TV sits atop a low table. Natural light floods in through multiple windows, illuminating light-colored walls and a patterned rug.

Chalet in Afton

4.83 out of 5 average rating, 533 reviews

Chalet house next to wineries/breweries!

Barn style chalet in the center of all the wineries, breweries, distilleries, cideries, Shen. National Park, hiking, App.Trail, Blue Ridge Pkwy, Wintergreen Resort. Pets welcome for an added fee ($40) per pet. Located on 151 -"alcohol alley". Literally seconds to Blue Mountain Brewery or Flying Fox Vineyard & a minute or two drive to Veritas, Cardinal Point, Afton Mt, Silverback, Valley Rd & so many more! Fiber internet, disinfected, whole foods delivers groceries here. Great spot!

Superhost

Chalet in Wintergreen Resort

4.8 out of 5 average rating, 5 reviews

Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis

Wintergreen chalet getaway! Double decks w/ hot tub, firepit, gas grill, & seasonal views. 12 min to Devil’s Backbone & Nelson 151 winery/brewery trail. Parking for 5 vehicles and level-2 EV charger. On-site washer/dryer. 1 Gig Wi-Fi. Sleeps 14: K, Q x2, Q, Bunk x3 🎱 Pool table 🕹️ Golden Tee arcade 🍳 Fully equipped kitchen 🌄 Expansive double decks with seasonal views ♨️ Hot tub 🔥 Firepit 🍔 Gas grill 🚗 Parking for 5 vehicles ⚡ Level-2 EV charger 📶 1 Gig high-speed WiFi

Guest favourite

A spacious living area features soft blue armchairs and a comfortable couch facing a wooden coffee table. High ceilings adorned with wooden beams create an open feel, while a staircase leads to the upper level. A stone fireplace and modern kitchen are visible in the background.

Chalet in McGaheysville

4.82 out of 5 average rating, 253 reviews

Mountainside Massanutten Retreat–Steps from Slope

Get away to our 3 bed/2 bath villa perfectly located in Massanutten Resort, nestled in the treetops with views overlooking the tubing hill and just steps from the slopes. Vaulted ceilings, a cozy wood-burning fireplace, and a private deck with propane firepit create the perfect mountain vibe. Updated interiors blend rustic charm with modern comfort, plus a stand-up arcade game for all ages. Ideal for winter adventures, summer fun, or a peaceful getaway.

Top Guest favourite

A modern chalet exterior is showcased with a large deck that features a railing and multiple seating options. Tall glass windows create an open feeling, while surrounding greenery enhances the natural setting of the property.

Chalet in McGaheysville

4.97 out of 5 average rating, 115 reviews

Creek Lodge/Top of the mountain

Our newly renovated home is the perfect getaway for 1-2 families, sleeping 10 comfortably. Located at the top of the mountain, you will be just a stone's throw from Massanutten's amazing year round amenities (pools, slopes, golf courses, golf carts, mini golf, etc). We have televisions in 3 of our 4 bedrooms and a large TV in the living room. Large dining table that seats 8. Two large decks outside. Gas grill, Fire pit, outdoor dining and more!

Top Guest favourite

A chalet is nestled among tall trees, featuring a dramatic angled roof and expansive windows. A wooden deck wraps around the structure, providing an outdoor space that overlooks the natural landscape. Stone accents complement the home’s rustic appearance.

Chalet in Wintergreen Resort

4.98 out of 5 average rating, 107 reviews

410 Fawn Ridge Drive, Roseland Va 22967

This chalet offers a spacious panaromic view, with a high wooden vaulted ceiling. 1900 sq. ft. home. 1st floor master bedroom with king size bed and shower, double sink vanity, large jacuzzi-tub, half bath, and laundry room. Spacious living room with large walk out deck, propane BBQ grill, fire pit and tiki torches. Kitchen offers newer appliances, double sinks, dish washer, oven, microwave and duel drip style Carafe and Keurig coffee maker.

Top Guest favourite

The main living area features a local stone fireplace framed by large windows that allow natural light to fill the space. A comfortable couch and wooden coffee table create a welcoming atmosphere, complemented by decorative pillows and a small potted plant on the table.

Chalet in Wintergreen Resort

4.92 out of 5 average rating, 127 reviews

Cozy Cabin+Walk to Ski *Hot Tub* Mtn Vibe

Renovated 3BR/2.5BA mountain home is just a short walk to ski slopes, hiking trails, and resort amenities. Enjoy a private hot tub, stone fireplace, deck with views, gas fire pit, and grill. Kids will love the bunk room and loft with Buck Hunter arcade & games. Smart TVs with streaming in main living and bunk room. Fully stocked kitchen + washer/dryer. Perfect for ski trips, hiking getaways, winery weekends, or a relaxing mountain escape