Vacation rentals in Dripping Rock

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Dripping Rock

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

A group of ducks rests on the ground inside a fenced area, surrounded by a natural setting. Some ducks are white, while others display different colors and patterns. A small enclosure is visible in the background, housing a rabbit, with a wooden top providing shelter.

Cabin in Roseland

4.96 out of 5 average rating, 700 reviews

Cozy Mountain Cabin

Snuggled in the Blue Ridge. Secluded from the crowds. Experience your visit in an authentic log cabin. Spacious sleeping loft. Perfect romantic escape, friends getaway, or personal retreat. Workout area/sitting room. Fresh eggs (in season), wine, tea, coffee. 1G Internet, SMART TV. A/C. Less than 2 miles to Devil's Backbone and Bold Rock. Minutes from App. Trail, Wintergreen Resort, breweries, wineries, cideries, restaurants, horseback riding, hiking trails, outdoor concerts, & antique shopping.

Guest favorite

The exterior of the tiny house is illuminated by string lights, creating a warm ambiance at night. A grassy area is dotted with colorful adirondack chairs. Natural stones are arranged throughout the yard, enhancing the outdoor setting.

Guesthouse in Afton

4.92 out of 5 average rating, 580 reviews

Spacious Tiny Home Close to Wine, Beer & Mountains

A six-figure tiny home in the epicenter of VA's Brew Ridge Trail. FORBES listed this model as the most beautiful tiny house in the world. "Big Tiny", built in 2017, is a luxurious retreat that is huge on both character and amenities. This handcrafted home boasts a full-sized kitchen private bedroom, cozy sleeping loft, 2 large screen TVs, and full bath with tub. With a cathedral ceiling and walls of windows, this Escape Traveler XL is the flagship offering of the premiere tiny home builder.

Guest favorite

The log cabin stands surrounded by trees, featuring a metal roof and warmly lit exterior. A gas grill is positioned nearby, complemented by four Adirondack chairs set around a small fire pit, offering a cozy outdoor gathering space.

Cabin in Lyndhurst

4.97 out of 5 average rating, 125 reviews

Cozy Log Cabin

Relax and unwind in this secluded, hand-hewn log cabin with all the modern conveniences. 10 minutes off the Blue Ridge Parkway from mile marker 16, minutes from Shenandoah National Park and the Appalachian Trail, close to 4 breweries, 6 wineries, 3 cideries, and Wintergreen Four-Season Resort. Located on over 300 acres of private land with plenty of room to explore and enjoy the wildlife. Come witness the brilliant night sky lying in an open field with no city lights to diminish the experience.

Top guest favorite

An airy living space is defined by large glass walls allowing natural light and views of the surrounding greenery. A modern light fixture hangs above a dining table, while a cozy seating area includes a fireplace and a media setup across from the expansive windows.

Home in Nellysford

4.97 out of 5 average rating, 147 reviews

Glass House | Mountain & Water Views @ Wintergreen

This custom home at the base of Wintergreen is located 40-minutes from Charlottesville. The waterside setting offers views from living, primary bedrooms, decks and porches, as well as upstairs bedroom and balcony. Large glass walls and sliding doors ensure connection with the landscape. A two-person master-bathroom shower with views of the pond is a key feature of the home's sleek and minimalist design. The home is off of the Rte. 151 beer/wine/distillery trail and nestled beside a golf course.

Superhost

A spacious porch is surrounded by wooden railings, offering views of the forest with trees showcasing fall colors. A wooden staircase leads to the upper level, and leaves are scattered across the floor, suggesting a seasonal atmosphere.

Home in Roseland

4.88 out of 5 average rating, 143 reviews

Summer is in the air! Time to enjoy natures best!

Wintergreen mountain house located yards from the Blue Ridge Parkway & Appalachian Trail! The house is 3 stories with several porches, 3 of them are private. It has a lighted circular driveway. The top floor has two bedrooms & one large bathroom. The main living area is on the second floor with a master bedroom. The bottom floor has another master bedroom, & additional bunk room. The kitchen has a 10-seat kitchen table. After a long day enjoying the outdoors, relax by the fireplace or hot-tub!

Top guest favorite

A snow-covered slope stretches into the distance, featuring parallel ski tracks carved into the pristine white surface. Soft morning light illuminates the fog that blankets the valley, and trees are visible along the horizon, enhancing the serene winter landscape.

Condo in Wintergreen Resort

4.97 out of 5 average rating, 119 reviews

2 bdrm/2 full bath Best Views of Blue Ridge Mtns.

Best View of the Blue Ridge Mountains! Panoramic window views from the great room, dining area and kitchen. If you want to get a closer look step out on the observation deck to see the beautiful mountains and ski slopes (seasonal). Patio furniture is on the deck to enjoy morning sunrises and evening sunsets. All new stainless steel appliances in kitchen, Freshly painted throughout. 2 bedroom 2 bath Lots of activities to do at the Wintergreen Resort all year long. Year round resort activities.

Top guest favorite

Cottage in Afton

4.99 out of 5 average rating, 234 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.

Top guest favorite

Yurt in Afton

5 out of 5 average rating, 914 reviews

Luxe Yurt w/Hot Tub in the Heart of the Blue Ridge

Experience glamping, Blue Ridge style. Our luxury yurt is located at the top of a small hill, in the center of a 70 acre farmstead surrounded by natural beauty. Night Archer Farm is located off a quiet country road in Afton, Nelson County. It is private, but not remote. You are close to the Brew Ridge trail, wineries, breweries, skiing at Wintergreen, Blue Mountain Brewery, Devil's Backbone, golf, hiking, or driving the Blue Ridge Parkway. Hike directly from the Yurt up into the mountains!

Top guest favorite

Farm stay in Afton

4.99 out of 5 average rating, 274 reviews

Afton, Mountain View Mini Farm

Welcome to Mountain View Mini Farm! We are located in the Rockfish Valley(Afton, VA)with amazing views of the Blue Ridge Mountains. Our farm is just minutes to wineries, breweries, cideries, Shenandoah National Park and more! There is so much to do close by, but once you get on the farm, you won't want to leave! We have a total of 5 horses, with 3 being mini rescue horses. There's a fire pit area where you can roast S'mores while you watch the sunset. Be sure to look at bedrm 2 description.

Top guest favorite

A decorative corner features a wooden table topped with a lamp and a stylized bird sculpture. Surrounding greenery includes a bamboo plant and a small potted leaf plant, enhancing the serene feel of the space. A framed picture and a dish holder add personal touches.

Guest suite in Waynesboro

4.98 out of 5 average rating, 294 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.

Top guest favorite

A panoramic view of rolling mountains and lush treetops is seen under a clear blue sky, with sunlight gleaming down. A blanket of fog gently covers the valley below, creating a serene and tranquil atmosphere.

Home in Wintergreen Resort

4.96 out of 5 average rating, 105 reviews

Cliffs Edge- Hike, Play & Splash into Summer!

An open floor plan with high ceilings and large skylights, this amazingly engineered home will stun you with its incredible mountain views! This spacious home, with its cantilevered decks, makes this perfect for any family. The large upstairs loft, adjacent to the upstairs bedrooms, offers movies, games, puzzles, and comfortable seating. Wi-Fi, Netflix, and Samsung Smart hub give plenty of entertainment options. The spacious living area and dining room have abundant seating for all.

Top guest favorite

The image showcases a panoramic view of rolling hills and mountains in the background, covered in lush green foliage. A rustic wooden fence is positioned in the foreground, complementing the natural landscape bathed in bright sunlight, creating a serene outdoor environment.

Condo in Wintergreen Resort

4.94 out of 5 average rating, 250 reviews

Cozy, clean, quiet mountain condo- King bed

Everything you need to make your getaway relaxing and convenient has been thought out in this tastefully decorated condo including new King Bed, Queen sofa pullout bed, plush linens, new spacious couch, 55" & 28" Smart TVs, Roku, WiFi, DVD player & movies, fully equipped kitchen, dining area for 4, wood burning fireplace, and private patio. Non-smoking condo. Please provide all guest names and dog info if applicable upon inquiry or booking. No cats or other animals accepted.