Chalet holiday rentals in Augusta County

4.98 out of 5 average rating, 126 reviews

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.

4.84 out of 5 average rating, 19 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.

4.92 out of 5 average rating, 49 reviews

Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK

Plucked from a German fairytale, this thoughtfully-designed oasis features intricate wainscoting and slate floors. Senses will be amazed with the attention to detail at each turn as you warm yourself at a wood-burning fireplace, a focal point of our living room, or have a fireside chat at the outdoor fire pit. Family and dog-friendly. 2min drive to skiing at Wintergreen Resort. Sleeps 8: Q, full, 2x twin, Q sofa bed, pack 'n play Fire pit Happy dog $150. Outdoor pool/tennis access in season

4.98 out of 5 average rating, 41 reviews

Opulent Retreat- Hot Tub* Fire Pit*Wheelchair Ramp

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!

Top guest favourite

5 out of 5 average rating, 58 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!

4.92 out of 5 average rating, 52 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.

4.83 out of 5 average rating, 494 reviews

Chalet in Afton

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!

4.91 out of 5 average rating, 119 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.

4.97 out of 5 average rating, 90 reviews

Chalet in McGaheysville

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

4.98 out of 5 average rating, 97 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.

4.82 out of 5 average rating, 33 reviews

Chalet in McGaheysville

Snowbird Chalet - A Massanutten Classic

We would love to host you in our stylish mountain lodge within Massanutten Resort. Relax on the wrap around deck or inside on cozy furniture. Large windows with stunning view. There is so much to do nearby and endless fun in the Resort -- skiing, hiking, water park, golfing, swimming, zip line, and many other activities as well as beautiful mountain scenery. Pool table and room for fun with the whole family. Updated kitchen and new floors.