Vacation rentals in Rockfish Gap

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Top-rated vacation rentals in Rockfish Gap

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Guest favourite

Cottage in Afton

4.97 out of 5 average rating, 182 reviews

Private Forest Cottage near Pippin Hill/Wineries

Completely renovated in 2019, our private forest cabin in the heart of the Blue Ridge mtns and Albemarle wine/brewery country is perfect for getaways, weddings and outdoor enthusiasts. A picturesque oasis with an eco-friendly design (Separett composting toilet!), the cabin has a loft with queen bed and sleeper sofa in living area, 3 porches, private parking, neighborhood swimming pond, hiking trails right out your door, Crozet 10 mins, Wintergreen 30 mins; Cville 20 mins, Shenandoah 15 mins.

Jun. 12 – 19

$203 CAD per night

Guest favourite

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.

Feb. 3 – 10

$180 CAD per night

Guest favourite

Cottage in Afton

4.99 out of 5 average rating, 157 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.

Sep. 24 – Oct. 1

$260 CAD per night

Guest favourite

Cabin in Afton

4.94 out of 5 average rating, 407 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.

Jul. 22 – 29

$199 CAD per night

Guest favourite

Guest suite in Waynesboro

4.98 out of 5 average rating, 193 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.

Mar. 6 – 13

$169 CAD per night

Guest favourite

Cottage in Afton

4.96 out of 5 average rating, 102 reviews

Cozy Cottage w/ Majestic Views of Blue Ridge Mtns

Nestled atop Afton Mountain w/ inspiring views of the Shennandoah Valley, Swannanoa Gatekeeper Cottage is secluded an offers 2 guestrooms w/ a shared bathroom, living room w/ fireplace, kitchen, utility room & screened in porch to enjoy the views all 4 seasons. New modern amenities but w/ old world charm. Directly overlooking the intersection of Skyline Drive, Blue Ridge Parkway & Appalachian Trail @ Exit 99 of I-64 near Waynesboro, wineries/breweries, Wintergreen, UVA, hiking, & shopping.

Sep. 7 – 14

$412 CAD per night

Guest favourite

Bungalow in Afton

4.99 out of 5 average rating, 144 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.

Feb. 17 – 24

$963 CAD per night

Guest favourite

Apartment in Afton

4.87 out of 5 average rating, 257 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.

Mar. 12 – 19

$202 CAD per night

Guest favourite

Cabin in Rockbridge Baths

4.97 out of 5 average rating, 266 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.

Sep. 2 – 9

$177 CAD per night

Guest favourite

Guest suite in Crozet

4.97 out of 5 average rating, 146 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

Dec. 7 – 14

$189 CAD per night

Guest favourite

Cottage in Afton

4.98 out of 5 average rating, 216 reviews

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!

Oct. 4 – 11

$512 CAD per night

Guest favourite

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.

May 28 – Jun. 4

$208 CAD per night