
Holiday rentals in Piney Mountain
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Top-rated holiday rentals in Piney Mountain
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Spaniel Hill; cozy hilltop home w privacy & views
Cozy hilltop with Views, deck and hot tub. Cottage furnished with original art and antiques collected by us, the cottage is easy to get to but feels like a world away. Recently renovated main level has three cozy bedrooms and 1.5 baths, sleeps 6, and the garden level suite offers one large king bed and a twin bed with full bath and separate sink area, sleeps 3. Close to UVA, Pantops 250 corridor, theDowntown Mall, Gordonsville and Orange to our north. Over 20 highly rated wineries within 20 m
4.92 out of 5 average rating, 317 reviews
Idyllic Cottage Retreat
⭐️ Condé Nast Traveler Approved ⭐️ Cozy cottage nestled on a historic 400-acre Blue Ridge Mountain farm abutting Shenandoah National Park. Every space inside this cozy cottage is creatively styled, with tons of perfectly imperfect charm. Outside, a hammock beneath the elm trees, fire pit and grill, all allow for enjoying the splendor of this peaceful enclave. Excellent day-tripping to many of central Virginia's celebrated wineries and breweries, as well as scenic drives and hiking trails.
4.89 out of 5 average rating, 265 reviews
Living Water Farm, Blue Ridge
Iconic home and Farm in Dyke, Virginia, circa 1891. Situated on the Roach River with views of the Blue Ridge mountains and pastures. Relax on one of the double porches or under on of the shade trees. The stone fireplace warms the heart and soul on a cool evening. Minutes from the Shenandoah National Parkway, the Blue Ridge School and several beautiful wineries. Approx. 12 miles from CHO airport, 20 min from Blue ridge Parkway, 10 min. to Standardsville and 20 miles to Charlottesville.
4.96 out of 5 average rating, 361 reviews
Renew @ Coniferidge.
Constructed in 2017 “ Renew” offers a peaceful, clean and simple space furnished with a comfortable modern mix style. It is situated a short distance from the main home and offers just the privacy you are looking for. This property, located outside beautiful Charlottesville Va. is an easy drive to restaurants, shopping, art, culture, wineries, history, parks and the Uva . Flat Screen Smart TV (use your logins to access your favorite sites ) NO pets - out of consideration of future guests
4.98 out of 5 average rating, 326 reviews
Cozy Farm Apt near Cville•hot tub, sauna, mt views
Come experience a relaxing getaway on our family’s dairy farm in Somerset. In beautiful Orange County, We are close enough to Charlottesville (25 min) for all your shopping and eating needs, but has the privacy, calm and tranquility of the country, with beautiful majestic mountain views! This is a wonderful location for exploring all of wine country, unwinding from the hustle of busy life, and then taking in the sunset in this quiet country setting with rolling hills as your backdrop!
4.98 out of 5 average rating, 226 reviews
Woodwind Cottage
Woodwind Cottage is a brand new, beautifully built cottage with living room, bedroom, bath, kitchen and loft. It has charming architectural details and a covered porch for enjoying the view of the woods. The loft has a fold out sofa for an extra guest or private work space. The home has wifi, smart tv for streaming, and a gas fireplace. Enjoy reading in the oversized window seat, rise early to see deer in the yard or, perhaps, a hot air balloon overhead in the spring and fall.
4.96 out of 5 average rating, 223 reviews
The Brothers Great Room
Your private guest suite is located in Northern Albemarle County Virginia. We cannot allow cats(due to family members with allergies and the extra cleaning required) We are just off of Route 29 with easy access to local venues. The suite is up one flight of stairs. Albemarle County is central to the University of Virginia, Monticello, Montpelier, wineries, craft beer breweries, and wedding venues in the area. Your dogs may run the open areas. Please clean up after your pet.
4.93 out of 5 average rating, 181 reviews
Modernized Cottage - 2 Acre Estate – Near Cville
Unwind in our beautifully renovated modern cottage, nestled on two serene acres of countryside. Surrounded by lush trees, open pastures, and the gentle backdrop of a neighboring farm—just 10 minutes from Charlottesville, & 30 mins to Downtown and UVA. You'll be perfectly positioned at the edge of Virginia wine country, with renowned vineyards and local attractions moments away, all while enjoying the beauty of nature at your doorstep in a stylish and comfortable cottage.
4.9 out of 5 average rating, 372 reviews
CloudPointe Retreat
Rare Appalachian Treehouse Gem! Luxurious, one-of-a-kind retreat for couples. Elevated tiny house among the treetops, private parking, plush bedroom, sleek bathroom, beautiful kitchenette, loveseat, lounge, private double-level decks, fireside lounging (wood provided), gas grill, and patio with a hot tub! Surrounded by nature, with wineries, hikes, restaurants and shopping all nearby. Please come and relax and revel in the beauty of nature! 4WD is highly recommended.
4.98 out of 5 average rating, 135 reviews
Country Retreat for Family & Friends
Welcome to the beautiful countryside around historic Charlottesville! "The Tree" House so named for its massively gorgeous oak, stands at what once was the site of a pre-Civil War cabin. This home welcomes visitors old and young alike and groups large or small! Explore the spacious outdoors that include hiking trails, a quaint pond with a floating dock, a fire pit and tire swing and a large field for lacrosse, soccer, football, frisbee - you name it!
4.99 out of 5 average rating, 137 reviews
The Loft at Minor Mill - Private loft apartment.
Our place is a newly constructed barn loft in our 1960's barn. Enjoy beautiful views of the surrounding countryside from large windows and a private balcony. The barn is surrounded by our horse pastures and neighboring fields. Self check in with the key lockbox. This loft is separate from the main house where we live. Private parking and entrance for our guests directly outside of barn loft (this is separate from the main house driveway).
4.98 out of 5 average rating, 634 reviews
Spacious home with vintage character
3 BR shabby chic home sleeps 6 at base price. (Up to 9 at $30/night per extra guest). We've divided our enormous old house just outside of Charlottesville into two completely self-contained solar powered homes. EV charging available at no extra charge. 12 min to downtown, 15 min to Monticello or UVA. Convenient to the region's best wineries and right off one of the most beautiful scenic byways in Virginia. Sunny walkout deck with grill.
4.94 out of 5 average rating, 740 reviewsPopular amenities for Piney Mountain holiday rentals
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Rustic Luxury Near C'ville, Montpelier, & Wineries
5.0 out of 5 average rating, 57 reviewsDestinations to explore
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- Shenandoah National Park
- Luray Caverns
- Bryce Resort
- Lake Anna State Park
- Early Mountain Winery
- University of Virginia
- Monticello
- Devils Backbone Brewing Co Basecamp
- Wintergreen Resort
- Glass House Winery
- James Madison University
- Cardinal Point Winery
- Blenheim Vineyards
- Shenandoah River Outfitters
- Prince Michel Winery
- The Rotunda
- Downtown Mall
- White Oak Lavender Farm & The Purple WOLF Vineyard
- Frontier Culture Museum
- John Paul Jones Arena
- IX Art Park
- Grand Caverns
- James Monroe's Highland
- James River State Park





