Chalet vacation rentals in Augusta County

4.91 out of 5 average rating, 103 reviews

Brown Bear Lodge, walk to the slopes!

Welcome to The Brown Bear Lodge located at Wintergreen Resort nestled in the Blue Ridge Mountains. Enjoy this completely renovated 3 bed 2.5 bath house within walking distance to the main Wintergreen resort areas. All finishes and furnishings were thoughtfully curated to ensure a comfortable and relaxing stay. The main living area and bunk room are equipped with smart TVs logged into streaming services including YoutubeTV. We hope you enjoy your stay at our mountain getaway as much as we do!

4.98 out of 5 average rating, 113 reviews

A fire pit area features multiple lounge chairs arranged in a semi-circle, surrounded by gravel. In the distance, expansive mountain views are visible under a clear blue sky. A staircase leads up to the expansive deck of the home situated above.

Chalet in Afton

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.

Superhost

4.82 out of 5 average rating, 17 reviews

Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking

Modern-meets-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. 2min drive to Wintergreen skiing. Sleeps 12: Q, Q + Bunk (Full/Single), Q, Bunk (2xSinlge+Trundle) EV Charger Treetop, Seasonal Mountain Views Fireplace Large Deck w/ Gas Grill 3 Roku TVs Dog fee $150. Seasonal pool/tennis.

An open living area is featured with vaulted ceilings and a stone fireplace, creating a spacious ambiance. A large circular light fixture hangs above a wooden dining table, surrounded by natural light from expansive windows. A cozy sectional sofa invites relaxation.

5 out of 5 average rating, 40 reviews

Opulent Retreat Amidst Blue Ridge's Serenity

Immerse in the allure of mountain vistas at our luxurious retreat "Whiskey Ridge", nestled in the Wintergreen Resort. Savour the year-round adventures of skiing, hiking, golfing or exploring local wineries & craft beer hubs, just around the corner. A haven for up to 16 guests, our delightful home, complete with a carriage house, offers a comforting stay. Immense relaxation awaits families, friends or small corporate retreats in our fully equipped retreat, a perfect base to unwind this spring!

5 out of 5 average rating, 47 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!

Superhost

Chalet in McGaheysville

4.81 out of 5 average rating, 59 reviews

25% off~Theater~Hot Tub~Slopes

Welcome to this picturesque cabin! Ideal for outdoor enthusiasts and families. Situated in a serene neighborhood, the house is a stone's throw away from some of the most beautiful parks and exciting ski resorts in Virginia. This inviting residence is your perfect getaway, offering a unique blend of comfort, convenience, and adventure. Note: To ensure a peaceful atmosphere, we inquire about your intended use of the property and confirm no gatherings or parties upon booking confirmation.

A spacious wooden deck is surrounded by lush greenery, featuring a dining table with chairs and a gas grill. Two lounge chairs are positioned nearby, and a fire table is present on the deck, offering a cozy setting for relaxation.

4.91 out of 5 average rating, 47 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.

4.99 out of 5 average rating, 79 reviews

Chalet in McGaheysville

Creek Lodge/Top of the mountain

BRAND NEW LISTING @ Massanutten! 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!

Superhost

A bright bedroom features a spacious bed adorned with white linens and decorative pillows. A colorful area rug adds contrast to the light wood flooring. A green armchair and a full-length mirror are positioned nearby, with glimpses of additional living space visible in the background.

Chalet in Afton

4.83 out of 5 average rating, 476 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!

4.97 out of 5 average rating, 63 reviews

Spectacular View Pool Tennis Golf Hike Grill Deck

Cliff-hanging cabin amidst arboreal oasis featuring deck with view of Three Ridges! Enjoy a glass of wine in Great Room w/ wood-burning fireplace. Endless activities: breweries/wineries, hiking, lake, horseback riding, golf, tennis, skiing, pool...Semi ski-in/ski-out, cross street to slopes. ★Sleeps 8: King, King, Queen + 2x Twin ★Great Room w/ wood fireplace ★FAST Wi-Fi ★40" HDTV w/ Netflix, Disney+, Amazon Prime ★Two parking spaces Seasonal outdoor pool/tennis access included.

A two-story home nestled among autumn-colored trees features a welcoming front entrance. A covered porch with steps leads to the door. Leaves carpet the driveway, and the building's exterior showcases a blend of warm tones and large windows that invite natural light.

4.91 out of 5 average rating, 114 reviews

Luxury 7BR/16 pp Wintergreen ski & ping pong/darts

7BR/ 6.5B perfect mountain getaway! Tucked away in the woods & situated on 1/2 acre lot, this peaceful escape is less than 5 min from skiing, hiking, spa, pool, tennis & activity center w/i Wintergreen Resort. This spacious home feat. new ss appl, new furniture, HW flrs, granite cntrs, deck w/new grill, open flr plan, 75” tv, new outdoor furniture, new washer/dryer, darts, games/puzzles & new ping pong table. 6 BRs have en-suite baths & 4 have tvs; very private for large grps.

The chalet's exterior showcases a distinctive A-frame design, complemented by large reflective windows that capture the vibrant colors of surrounding foliage. A wooden deck provides outdoor space, enhancing access to the natural setting. The warm tones of the wood contribute to a harmonious look.