
Holiday houses 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!
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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.
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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!
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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.
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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.
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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.
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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.
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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.
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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.
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Dee's Cozy Haven~Mountain Views, HOT tub
Need a quiet get-away? You've got the it!!! Enjoy the deck, HOT TUB, gorgeous mountain view and lovely night music. This home has a living room, furnished kitchen, bathroom, & bedroom with a queen bed on the main floor, 2 loft floor mattresses; basement has a full bed and bathroom. A gas grill and fire ring are provided. You will have Wifi, Roku TV screens, puzzles, card games, and corn hole. The Blue Ridge Parkway is nearby. This cabin is 15 min from the AT at mile marker 809.1.
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Luxury Cottage | Outdoor Tub + Mountain Views
Soak in a private outdoor bathtub beneath the stars, wake to mountain views from your king bed, and open an entire wall of glass to bring the Blue Ridge Mountains inside. Welcome to The Cottage at Perkins Hollow Retreat! Located in Nelson County, just minutes from the Nelson 151 Brew Trail, award-winning wineries, breweries, hiking, and only 25 minutes from Charlottesville, The Cottage is the perfect destination for a romantic getaway, anniversary, honeymoon, or peaceful retreat.
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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!
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Popular amenities for Piney River holiday rentals
Other great holiday rentals in Piney River

Private, Breathtaking Mountain Views, dogs welcome
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The Cottage at Roseland Fields
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1860’s Dogtrot Log Cabin: Fire-Pit, Trails, Unique
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Private Pond & Music Lounge @ Luxe Creekside Cabin
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Country retreat w. mountain views + river access
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Tye River Farm Blue Ridge - Longer Stay Specials
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Blue Ridge Treehouse
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Woodson's Mill House
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Destinations to explore
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- University of Virginia
- Monticello
- Wintergreen Resort
- Devils Backbone Brewing Co Basecamp
- Glass House Winery
- Cardinal Point Winery
- Blenheim Vineyards
- Natural Bridge State Park
- Virginia Horse Center
- The Rotunda
- Liberty Mountain Snowflex Centre
- Downtown Mall
- National D-Day Memorial
- Frontier Culture Museum
- White Oak Lavender Farm & The Purple WOLF Vineyard
- James Monroe's Highland
- John Paul Jones Arena
- Grand Caverns
- IX Art Park
- James River State Park
- Appomattox Court House National Historical Park
- Percival's Island Natural Area
- The Plunge Snow Tubing Park
- Douthat State Park





