Vacation rentals in Rockfish Gap

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Top-rated vacation rentals in Rockfish Gap

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Guest favorite

Cottage in Waynesboro

4.92 out of 5 average rating, 198 reviews

The Copper Cottage - near the Appalachian Trail

An antique fully renovated, cozy cottage that blends the character of saw milled wood beams, hand-crafted finishes, & local art with the modern comforts of Wi-Fi, Streaming TV, A/C, and a Jetted shower that might raise your attitude with the altitude! Walk to Historic Waynesboro (<1 mile) and the riverside park, or its restaurants and stores to entertain even the peculiar palate or collector. Fully fenced in back yard, so bring the pups or the kids, but watch for wildlife! Hiking store nearby.

Jan 26 – Feb 2

G$23,119 GYD per night

Guest favorite

Cottage in Afton

4.99 out of 5 average rating, 158 reviews

Oasis in the Blue Ridge -Rt. 151 Brew Ridge Trail

Welcome to the Glass Hollow Cottage! Come make yourself at home and enjoy the rustic charm of our custom hand-built cottage. A perfect getaway for a couple or friends who want a 1-of a-kind destination. Adventure and R & R await you!!! Enjoy the well stocked kitchen & the bright, clean, cheery ambience.... everything you need to feel at home & then some. Prime location: Just minutes to Rt. 151/Brew Ridge Trail, dozens of popular wineries/breweries, Wintergreen Resort & Shenandoah Nat. Park.

Aug 16 – 23

G$33,518 GYD per night

Guest favorite

Tent in Fairfield

4.98 out of 5 average rating, 1060 reviews

Tipi with a great view of the Blue Ridge Mountains

Our small family farm is conveniently located 10 minutes from Interstates 81/64 and historic Lexington, Virginia. The Tipi has amazing views of the Blue Ridge Mountains and all the wonders our little farm and community has to offers. We are convenient to many local attractions like hiking, swimming, brewery and vineyard tours and yet secluded enough to heal your stress, enjoy time with your family or simply a special time away from the grind. Come stay with us! You deserve sincere hospitality!

Jan 20 – 27

G$21,089 GYD per night

Guest favorite

Cabin in Afton

4.94 out of 5 average rating, 410 reviews

Wes Cabin - Great space for a getaway from home!

This cabin sits on a 5 acre lot close to I.64 and Rt.250. It has nice mountain views from private back deck. It is close to (5 mins) the Blue Ridge Parkway and Skyline Drive. Also a short drive to all the local wineries and breweries. A Great location for hikers and cyclists! The Cabin is cozy/rustic with character. It has everything you should need to make your stay comfortable. Due to the coronavirus, we clean, sanitize and disinfect frequently touched hard surfaces between reservations.

Dec 16 – 23

G$27,356 GYD per night

Guest favorite

Guest suite in Waynesboro

4.98 out of 5 average rating, 195 reviews

The LoriAnn, A Boutique Stay New Sleep Number Bed

This beautifully restored 1940’s home is located in the City of Waynesboro just a short drive from the Blue Ridge Parkway. Modern amenities, complimentary breakfast items and assurance of comfort awaits! Enjoy one of a kind Autographed Movie and TV Memorabilia. The spacious front porch is all yours 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.

Oct 14 – 21

G$27,584 GYD per night

Guest favorite

Bungalow in Afton

4.99 out of 5 average rating, 148 reviews

The Bungalow at Afton Mountain Retreat

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.

Nov 5 – 12

G$126,127 GYD per night

Guest favorite

Apartment in Afton

4.87 out of 5 average rating, 260 reviews

Best Spot on the Wine/Brew Trail!

Charming, private, efficiency apartment located in the center of winery/brewery country! This efficiency offers fiber internet (super fast)! Less than a minute to Blue Mountain Brewery, Flying Fox Vineyard, and Valley Road Vineyard. Less than 5 minutes to Veritas Vineyard, Cardinal Point Vineyard, Silver Back Distillery, Afton Mountain Vineyards. 5-10 minutes to Bold Rock Cidery, Devils Backbone Brewery, Brewing Tree Brewery, Mountain Meadery, Hill Top Berry Farm, and so many more.

Aug 3 – 10

G$24,686 GYD per night

Guest favorite

Cottage in Afton

4.91 out of 5 average rating, 480 reviews

Couples Getaway,heart of RT 151,stunning views

The Cottage is conveniently located along the Brew Ridge Trail. Sit on your patio and watch the sun set over Humpback rock and the Blue Ridge Mountains. Amazing location that’s set right in the middle of all the breweries. Spacious 6 acre farm with Route 151 road frontage. This handsome cottage is the perfect romantic get-a-way. Enjoy WiFi, air con, parking, self check-in and all the amenities you need to feel at home. Picturesque mountain views and beautifully landscaped grounds.

Sep 2 – 9

G$24,662 GYD per night

Guest favorite

Cabin in Vesuvius

4.97 out of 5 average rating, 160 reviews

Whimsical Creekside Cabin

Escape to our cabin in the Blue Ridge Mountains! Fall asleep to sounds of Little Mary’s Creek, enjoy your coffee on the wrap around deck, or delight in exploring your own 7 acres in the forest. Our cabin is a cheerful, clean cottage to come home to- or decide to spend your days on property splashing in the creek and sitting out by the fire pit. We invite you to embrace our simpler way of life where we wholeheartedly believe that life is to be enjoyed and not endured.

Sep 27 – Oct 4

G$24,122 GYD per night

Guest favorite

Cabin in Rockbridge Baths

4.97 out of 5 average rating, 268 reviews

Little Cabin in the Woods is quiet and secluded!

Enjoy our rustic, cozy, historic log cabin in the woods on 21 acres with two streams and a little meadow. The logs, from the 1800's, were reconfigured 17 years ago combining a rich history with high speed internet and modern amenities. Sink into the luscious bed with totally organic sheets, mattress topper, and pillows. Take a walk on the original wagon train road down to a stream or bath your senses in the majestic view of Jump Mountain from the meadow.

Oct 9 – 16

G$23,205 GYD per night

Guest favorite

Guest suite in Crozet

4.97 out of 5 average rating, 147 reviews

Guesthouse at Hamilton Oaks

Escape to our guesthouse on a mini working farm. This peaceful setting tucked away on several acres along a creek with nature trails is the perfect mountain getaway. We are conveniently situated near quaint wineries, breweries along with hiking and the Blue Ridge Parkway that is a short hop, jump and a skip away. Every effort has been made to keep this a green haven, chemical and synthetic scent free, so you can leave recharged and rested. Non-smoking

Aug 31 – Sep 7

G$24,787 GYD per night

Guest favorite

Guest suite in Waynesboro

4.98 out of 5 average rating, 122 reviews

Spacious upstairs apartment with sunset views

We are located in Waynesboro next to Ridgeview Park and the South River. The park has tennis courts as well as a children’s playground and an outdoor swimming pool. We are within walking distance of the old downtown area of Waynesboro with restaurants, coffee shops and the Wayne Theater. We are a 10 minute drive to the Blue Ridge Parkway and Shenandoah NP, for wonderful scenery and hiking.

Jun 22 – 29

G$28,262 GYD per night