Holiday rentals in Piney River

Ultimate cabin in the mountains

This unique and secluded cabin sits on 75 acres in the Blue Ridge mountains. Enjoy the cozy wood fireplace, hot tub, charcoal grill, and fast, reliable fiberoptic internet if you need to get some work done while you're away. It has a washer and dryer, a full kitchen, and is pet-friendly (no pet fee!), so you can enjoy it with the whole family. There is a 4K 55” smart TV with apps, a Tesla LVL 2 charger, a cabinet full of board games, books, and plenty of items to entertain both kids and adults!

Location · Family · Air conditioning

Stargaze on 12 Acres: Hot Tub 55"TV Fire Pit Grill

Relax with the family on 12 private acres at our peaceful, brand new construction farmhouse. We're just 12 miles to Wintergreen Ski Resort and Stoney Creek Golf, breweries, and wineries. Sleeps 8: K, K, Q + daybed w/ trundle. ★Amazing mountain views ★Hot tub for 6 people ★Outdoor shower ★Rockers, Adirondacks chairs for idle stargazing ★Gas grill ★Teak dining table seats 6 ★Indoor/outdoor gas fireplaces ★View 55” TV from comfy leather sofa/kitchen ★Pack 'n Play/Bassinet/High chair ★Mud room

Location · Family · TV

1860’s Dogtrot Log Cabin: Fire-Pit, Trails, Unique

“Wabi sabi” Historic gem on 65 acres. This hand-hewn, 1860’s Dogtrot was built from the resources right here at Maple Spring: American Chestnut logs, locust roof rafters, and hand-carved Greenstone. The perfect country cabin with those rustic imperfections that give it perfect charm. Lovingly restored with comforts of modern living. Quiet, cozy, and full of the spirit of the history it holds. Stone fireplace, fire-pit, large stone patio. Comfy Queen Beds, High-speed internet, dog-friendly.

Family · Location · Hospitality

Mountain Haven Cottage

Welcome to Mountain Haven, a beautiful new build located in scenic Amherst County, VA. The house is just minutes away from breathtaking hikes, fly fishing, wineries and breweries, and just a short drive from Wintergreen Ski Resort. There is no shortage of things to do in the area year-round. If you’re looking for a quiet, secluded getaway, simply relax in front of the fireplace and take in the stunning mountain view while the stress melts away. Ideal for extended and stays and remote work.

Family · Location · Decor

Cabin Overlooking Vineyards of Lovingston Winery

Step off your spacious front porch to stroll through the vineyards of Lovingston Winery! Bring your friends and spend the weekend in a cozy cabin with modern amenities in the famous Monticello wine region. This 64 acre property includes pre-civil war oak trees, mountain views, and a pond with otters! We encourage you to explore the property and enjoy a glass of Lovingston Wine. There's a chance you could be greeted by a mini horse or two! Sleeps 6 comfortably, cot for 7, extra charge.

Family · Value · Sleep quality

Romantic Cottage Nestled in the Blue Ridge

One night stays now available Sunday - Thursday. 10% DISCOUNT for Military and First Responders! HIGH SPEED INTERNET!! Romantic cottage nestled in the Blue Ridge Mountains with easy access to Wintergreen Ski Resort, Winton Farm for swimming and an 18 hole golf course 10 minutes away! Wineries, breweries, hiking, biking and fishing. The Guest House at Forest Hill features a professionally decorated interior with beautiful views of Mt. Pleasant. Please make sure to read our guide.

Family · Location · Walkability

Solar-powered Guesthouse at Peak Time Property

This cozy guesthouse is a perfect getaway. It has SPECTACULAR views of the Priest and Three Ridges. Located in Massies Mill, it is a 20-30 minute drive to the Appalachian Trail, Wintergreen, breweries, wineries, and distilleries. It is also practically around the corner from Pharsalia Events. There are several convenience stores close by, but the closest grocery store is an 18 minute drive. Situated on 26 acres, there is more than a mile of marked trails available to walk as you wish.

Family · Location · Hospitality

Creekside Retreat | Fire Pit + Big Fenced Yard

Wake up to the sound of the creek and end your evenings around the fire-pit in your fully private, fenced yard. Bear Creek is a peaceful, private Blue Ridge retreat designed for couples, families, and pet-friendly getaways. Inside enjoy three comfortable bedrooms, an open living space, and direct access to a gently babbling creek just steps from the backyard. Minutes to Crabtree Falls, the Appalachian Trail, and Nelson County wineries--yet tucked away in a quiet, relaxing setting.

Location · Family · TV

Ms Maria's Place - make yourself at home, relax!

Newly renovated house on a quiet cove road .2 miles off of Rte 29 between Charlottesville and Lynchburg. The property includes high speed 100 Mbps Internet, a 65" Smart TV, gas grill, and a fire pit with outdoor seating. Enjoy visiting the local restaurants, orchards, wineries, and breweries. You will be a short drive from hiking Crabtree Falls, the Blue Ridge Parkway, Humpback Rock, Wintergreen, and James River State Park. The Lovingston Winery is just minutes down the road!

Value · Location · Kitchen

The Sanctuary

Nature lovers paradise! Named "The Sanctuary" for the place you can UNPLUG, unwind & find your peace! Perched up high on nearly 60 acres- you are sure to get fresh air & the rest you are searching for! Only 4 miles to Wintergreen, 6 miles to Sherando lake and backs up to the Blue Ridge Parkway there are plenty of things to do OR just relax and enjoy the crickets & stars! With crazy careers, growing kids & constant hustle- everyone needs a hide out like this every now and then!

Value · Location · Kitchen

Woodson's Mill House

Conveniently located near Charlottesville, Wintergreen, and the Blue Ridge Pkwy, this idyllic Craftsman style home offers the perfect opportunity for couples weekends filled with excursions to local wineries, breweries, and restaurants, or quiet family getaways spent exploring the property's woods, lake, and historic Woodson’s Mill. This property offers the best of both worlds and is centrally located to all that the heart of the Blue Ridge Mountains has to offer.

Location · Family · Accuracy

Luxury Mountain Lodge: Hot Tub & EPIC Views!

Welcome to Harvest Moon Lodge & Retreat, where adventure and serenity meet. Nestled high on 9.2 acres in the heart of the Blue Ridge Mountains, this one-of-a-kind getaway offers breathtaking panoramic views and a perfect blend of luxury, comfort, and entertainment. Whether you’re unwinding on one of the two massive wraparound porches, soaking in the seven-person hot tub, or gathering around the fire pit under a star-filled sky, your mountain retreat awaits.

Value · Location · Parks