
Holiday rentals in Piney River
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Top-rated holiday rentals in Piney River
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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!

Romantic Cottage Nestled in the Blue Ridge
One night stays now available Sunday - Wednesday 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, 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 book as that has recommendations for beer, wine, cider, outdoor activities, etc.

Cross Creek Luxury Couples Cabin
Cross Creek Luxury Couples Cabin is a one of a kind, romantic, get-away for two just 3 miles from the Blueridge Parkway. From its uniquely designed suspension over top of a creek, lighted boardwalk path through the woods that ramps up to the cabin amongst the trees giving it a true tree-house feel, 3 spacious decks for lounging and enjoying nature and the sounds of the roaring creek beneath you, to luxurious amenities galore inside and out. All in a secluded, private setting minutes from town!

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.

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

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.

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.

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.

Spring on the farm. No charge for the view!
Dreaming of viewing picturesque mountains, the sunset and a sky full of stars? Itching to hike, bike, fish, winery or brewery hop? Have you always wanted to have cow neighbors? Each is just minutes away on our farm. Our mid century modern mobile home retreat is the perfect way to unwind and enjoy the beauty of nature. Wildlife are often common including the occasional bug! This is a working farm so you may see the farmer and his equipment. All fences are electric, cows or not.

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!

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!

The Bread Barn
Welcome to Seasons' Yield Farm! Your retreat sits atop a working bakery amidst a family farm in the beautiful Shenandoah Valley. Minutes off highway 81, within 20 minutes of Lexington and Staunton. This getaway is perfect for the guest passing through or a family looking for a rural getaway. Enjoy the solitude of the country and the yield of a bakery! Custom made coffees delivered to your doorstep every morning! Check us out at Seasons' Yield Farm. Welcome!
Popular amenities for Piney River holiday rentals
Other great holiday rentals in Piney River

The Colleen Cottage

Luxe Silo w/ River Views <.5 mi to Downtown

Cozy Country small two bedroom home.

The Mountain House at 12 Ridges Vineyard

Sweet Country Retreat

Country retreat w. mountain views + river access

Delightful Farm Stay: Beautiful, Bright, Unique

1860’s Dogtrot at Maple Spring. Cozy and Unique!
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- University of Virginia
- Wintergreen Resort
- Monticello
- Devils Backbone Brewing Co Basecamp
- Glass House Winery
- Cardinal Point Winery
- Natural Bridge State Park
- Blenheim Vineyards
- Virginia Horse Center
- Liberty Mountain Snowflex Centre
- The Rotunda
- Frontier Culture Museum
- John Paul Jones Arena
- James Monroe's Highland
- National D-Day Memorial
- Downtown Mall
- Amazement Square
- White Oak Lavender Farm & The Purple WOLF Vineyard
- Grand Caverns
- IX Art Park
- James River State Park
- White Lotus Eco Spa Retreat
- The Plunge Snow Tubing Park
- Percival's Island Natural Area





