Holiday rentals in Piney River

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Top-rated holiday rentals in Piney River

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

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Top guest favourite

The cabin's exterior is surrounded by lush greenery, featuring a spacious porch with seating and a hot tub nearby. The two-story structure is constructed of wood, with large windows allowing natural light to fill the interior. A picnic table is located in the yard.

Holiday home in Lovingston

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!

4.96 out of 5 average rating, 279 reviews

Top guest favourite

Cabin in Roseland

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.

4.96 out of 5 average rating, 774 reviews

Top guest favourite

The unique octagonal house is framed by lush greenery, showcasing its distinctive architecture. A spacious deck offers a vantage point for enjoying unobstructed views of the surrounding landscape. Panoramic windows reflect the natural beauty of the Blue Ridge Mountains, inviting light into the living space.

Home in Afton

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.

4.99 out of 5 average rating, 111 reviews

Guest favourite

Cabin in Amherst

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.

4.98 out of 5 average rating, 46 reviews

Top guest favourite

A charming blue cottage is set against a backdrop of vibrant green trees and a dramatic sky filled with fluffy clouds. A gravel driveway leads to the welcoming front entrance, showcasing the inviting architectural details of the home.

Cottage in Amherst

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.

4.97 out of 5 average rating, 60 reviews

Top guest favourite

A cozy cabin is nestled among trees, featuring a metal roof and a spacious front porch with black rocking chairs. The gravel driveway leads to the entrance, surrounded by neatly trimmed bushes and a lush landscape.

Cabin in Lovingston

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.

5.0 out of 5 average rating, 115 reviews

Top guest favourite

An open living area showcases a leather sofa with decorative pillows, complemented by a patterned area rug. The kitchen is equipped with stainless steel appliances and white cabinetry, while natural light floods the space through large windows, highlighting the wooden beams on the ceiling.

Cottage in Amherst

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.

4.99 out of 5 average rating, 80 reviews

Top guest favourite

Lush green grass stretches across the foreground, leading to a scenic vista dominated by rolling hills and misty mountains. The trees display varying shades of green, indicating the freshness of spring, with a backdrop of soft clouds partially covering the peaks.

Guest house in Massies Mill

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.

4.99 out of 5 average rating, 115 reviews

Top guest favourite

Home in Tyro

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.

4.99 out of 5 average rating, 318 reviews

Top guest favourite

The front exterior of the house is shown, featuring a warm brick facade and a sloping lawn. A welcoming front porch is visible, adorned with a seasonal wreath. Large windows allow for natural light, and a pathway leads to the entrance.

Home in Lovingston

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!

5.0 out of 5 average rating, 221 reviews

Top guest favourite

Cabin in Vesuvius

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!

4.99 out of 5 average rating, 377 reviews

Guest favourite

The Craftsman style home is set on a spacious lawn, framed by mature trees. The exterior features a combination of stone and wood with green shutters. A gravel pathway leads to the entrance, enhancing the inviting outdoor setting surrounded by colorful foliage.

Holiday home in Roseland

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.

4.95 out of 5 average rating, 19 reviews