Holiday rentals in Rockfish Gap

Peak Retreat | Luxury A-Frame with Views & Hot Tub

Escape to Peak Retreat, a luxury A-frame perched high above the Blue Ridge Mountains with sweeping panoramic views and a private hot tub. Thoughtfully designed for elevated mountain stays, the home features floor-to-ceiling windows, a chef’s kitchen, cozy fireplace, private cinema lounge, and beautifully designed indoor and outdoor gathering spaces. Whether enjoying sunrise coffee on the deck, evenings by the fire, or exploring nearby wineries and hiking trails, Peak Retreat offers a peaceful an

Family · Location · Condition

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.

Value · Family · Access

Mountain Overlook House - Blue Ridge Parkway

Unique octagonal house with stunning views of the Blue Ridge Mountains of Virginia. Located 2 miles from I-64, 15 minutes to downtown Waynesboro and an easy 25 min drive to Charlottesville and UVA. Open floor plan, perfect for gathering, and long-range 180 degree views from nearly every room. Fully equipped renovated kitchen. Quality linens and bedding. Rustic, yet modern decor. Home features large fireplace, outside fire pit, wifi, and board games galore. Stargazing and birdwatching heaven.

Location · Family · Indoor spaces

The LoriAnn, A Boutique Stay New Sleep Number Bed

This beautifully restored 1940’s home in the City of Waynesboro is just a short drive from the Blue Ridge Parkway. Modern amenities, light complimentary breakfast items and assurance of comfort awaits! Enjoy one of a kind Autographed Movie and TV Memorabilia. The spacious front porch is yours to enjoy including a 100 yr old porch swing that belonged to my Great Grandmother. Along with the Parkway & Skyline Drive, enjoy Restaurants, Breweries, Vineyards, movie theaters and exploring Route 151.

Value · Location · Parks

Gorgeous Modern Mountain Home + Blue Ridge Views

GREENWOOD VISTA - Escape to our modern mountain home nestled along the Blue Ridge mountains. Whether you want to explore Shenandoah National Park, visit wineries, or relax in our hot tub with stunning mountain views, this gorgeous A-Frame home is the perfect place for you. We have thoughtfully appointed our home with everything you need to be comfortable. From a luxurious bedroom suite, fully equipped kitchen, to coffee and wet bar, sauna, outdoor grill, billiard table, and a cozy fire pit.

Family · Value · Check-in

The Vū, Afton w/ 360º Mountain Views

Perched atop a grassy knoll of peaceful meadows with 360º views of the Blue Ridge Mountains, this newly renovated Afton home is the perfect retreat. Located just off the famous Route 151, the house is conveniently situated near everything you could ask for in your mountain getaway. Whether you want to be adventurous and hike or ski, or take in the region's award-winning wineries and breweries, everything is just a few miles away. But when you're here, leaving will be the hardest thing to do!

Family · Location · Sleep quality

The Inn at Blue Mountain Brewery

The Inn at Blue Mountain is a 4,000 square foot Cape Cod-style home on 2 acres of wooded countryside adjacent to the larger grounds of Blue Mountain Brewery. The brewery is easily accessible via a private walkway. In addition to comfortable, well-appointed sleeping quarters, a fully-stocked kitchen, and game room with pool table, the Inn features a welcoming wrap-around porch, large outdoor deck and patio areas, fire pit, hot tub, tiki bar, and gorgeous views of the Blue Ridge Mountains.

Location · Value · Back garden

The Bungalow at Afton Mountain Retreat by Veritas

Welcome to The Bungalow at Afton Mountain Retreat in the heart of Brewery Trail/Route 151, Vineyard country and the foothills of the Blue Ridge Mountains. The Bungalow is located 1/4th mile from Veritas Vineyard. It is within 10 minutes to every brewery, vineyard, distillery and cidery along Route 151 Crozet, 1 mile from the newly opened Blue Ridge Tunnel and 20 minutes to Wintergreen Resort for winter fun! Completely remodeled and ready to spoil the best guests who simply want to unwind.

Location · Family · Condition

Farmhouse on 151 w/ Firepit, Huge Yard, Mtn Views

Our two story, 1904 farmhouse is just off Route 151 and close to wineries, breweries, hiking trails, and the Blue Ridge Parkway. It's only 25 minutes from Wintergreen Resort, and 30 minutes from Charlottesville. We have fast Wi-Fi, a desk, 2 acres to run and play, and plenty of indoor space to relax. Enjoy the view around the large stone fire pit. Bedrooms have recently been updated! We have a gas fireplace with a remote control that is available for use in the cooler months.

Value · Location · Indoor spaces

Lewis Catherine House

Welcome to The Lewis Catherine House — where history meets modern charm! Originally built in 1905 and lovingly restored, this timeless farmhouse offers the perfect blend of vintage character and modern comfort. Nestled on 7 scenic acres along Afton Mountain Road, the home is ideally situated just moments from Veritas Winery and a collection of Virginia’s most celebrated vineyards, breweries, and farm-to-table restaurants. Come sip, stay, and savor your time in wine country.

Location · Family · Condition

Mountain Homestead - Hottub, King, Dogs, Gameroom

Relax atop Afton Mountain while enjoying breathtaking views of the entire Shenandoah Valley. Sip wine on the deck during an amazing sunset, or take in the stunning panorama of flowers and foliage. Cradled by parkway and national forest, and with no neighbors in sight, guests enjoy complete privacy and quiet. You'll feel like you are worlds away from the cares of everyday life while still conveniently located minutes away from Waynesboro, Staunton, and Charlottesville.

Family · Value · Hospitality

The Cottage @ Afton Mountain- Close to Wineries!

Welcome to the Cottage at Afton Mountain! Located in the heart of 151 Wine Country, just one minute from Veritas and the Blue Ridge Tunnel. Nestled on a half acre surrounded by woods and a lovely creek, the cottage offers 3 bedrooms, 2.5 baths, a fully equipped kitchen and cozy living room. The Cottage is a wonderful retreat after a day of hiking the Blue Ridge or exploring the surrounding wineries and breweries. We can't wait for you to visit!

Value · Location · Grill