Holiday rentals in Shipman

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!

Three Springs with EV charging station

Beautiful 3-bedroom mountain home designed for a relaxing Blue Ridge escape—perfect for couples, friends, or families. Enjoy high-speed internet, two large-screen TVs, a whirlpool tub, and a huge deck made for morning coffee, grilling, and sunset views. Tucked into a quiet cove with hiking nearby, frequent wildlife sightings, and peaceful nights under the stars. Ideally set for exploring Nelson’s Craft Beverage Trail. Larger groups can book Three Springs Plus. EV charging available for $10/day.

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.

WOODLAND HIDEAWAY

A private apartment in the hills of Nelson County is located in an addition to the owner's rustic home. The property is surrounded by forest and stream with a mountain view. The Blue Ridge Mountains, the James River, Wintergreen, Infinity Downs , and Charlottesville are all within easy driving distance. A great rural location, perfect for nature lovers and birdwatchers. The owners are a resource for information on the area and can provide recommendations on attractions and activities.

Charming 1930’s Soapstone Workers' Bungalow

Charming Renovated 1930's Soapstone Workers' Bungalow Relaxing, peaceful getaway in gorgeous Nelson County. Adjacent to a large hay field which leads down to a private branch of the Rucker's Run with excellent fishing. The cottage is at the end of a quiet country lane with few nearby houses. The newly renovated home was initially built to house workers from a soapstone quarry located on the property. During the remodel, we even found rationing coupons from 1945 hidden in the walls!

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!

Country retreat w. mountain views + river access

Discover our completely renovated country retreat, Fleetwood Meadows! Nestled in the heart of Virginia, this cozy home offers breathtaking mountain views. Our 50 acre property features exclusive river frontage along the serene Tye River. Perfect for a peaceful getaway or outdoor adventure, our home provides a tranquil escape with the beauty of the Blue Ridge Mountains as your backdrop. Explore nearby wineries/breweries, hiking trails, and the scenic charm of Nelson County!

HeartRock Home Stay or Retreat

Welcome to HeartRock. Enjoy our ready made late 21st century rustic homestead. The space is old and humble yet full of life! Surrounded by edible, medicinal, and floral gardens will have you catching the breath you’ve been waiting for. No kidding! Plus the quite afternoon atmosphere tends to hold sunsets and starry nights where by chance your pace has simply slowed down. Lastly we are anywhere from 15-30 mins away from vineyards breweries hiking and the Rockfish River.

The Treetops Lodge

Escape to Treetops Lodge, your private mountain retreat on 12 wooded acres. Perfect for families and groups, the lodge features 3 bedrooms, a bunk room, loft, office, and a spacious gathering area with breathtaking mountain views. Sip coffee on the deck, relax by the fire pit, or hike to seasonal waterfalls located right on the property. Experience the perfect mix of comfort, nature, and mountain adventure. Close to multiple wineries, breweries, cideries and skiing.

Secluded Cabin Pool + Trails & Firepit 12 ppl

Escape to a secluded mountain retreat in Lovingston, VA with 3BR + Loft, a spacious living area, and a private pool. Set beside 800 acres of hiking trails, this rustic yet comfortable home offers a Weber grill, fire pit, Sonos sound system, and fast WiFi. Relax by the pool, gather around the fire, or explore nearby wineries, breweries, and Charlottesville. Perfect for families, groups, and nature lovers seeking peace and adventure in the Blue Ridge.

The Refuge at Laurel

Enjoy a cozy mountain cabin getaway located in the heart of Nelson County. Perfect for couples, friends, or singles, the Refuge at Laurel is 25 minutes from Charlottesville and a short drive to the wineries, breweries, distilleries, and orchards on Route 151. Take a hike through the mountains on the many trails bordering the George Washington National Forest. Or, work from the home office with included fiber Internet.