Vacation rentals 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!

Mountain Hideaway Cottage

Perfect for friends and families. Tucked away on its own 9-acre private mountain land with stream access yet less than 2 miles to Devil's Backbone brewery and Bold Rock. Sip morning coffee on the generous screened porch or talk into the night around the fire pit. Custom kitchen fully stocked for cooking. Linens, towels, paper products, coffee, tea, spices, etc. provided. Minutes to Blue Ridge Parkway, App. Trail, Wintergreen Resort and Spa, Nelson 151 trail. Gas fireplace. 1G WiFi & SMART TV.

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.

Lovingston Get-Away Lovingston, VA

Guesthouse for ADULTS ONLY/ NO kids/pets located in Lovingston, VA. There are wineries, breweries, and distilleries. We have the Wintergreen Ski Resort. The Music Festival in October. Crabtree Falls and Humpback Rock for hiking. In Nelson Co., the Blue Ridge Parkway and Skyland Drive began. Nearby is UVa's Rotunda, Monticello, Appomattox, DC, Schuyler (the Waltons). Nelson hosts peach and apple festivals each year. The beautiful foliage to be seen in the fall and winter snowy mountains.

Private Pool Opens April 1 - All Year Hot Tub

Experience the Blue Ridge Mountains and country life of central Virginia and enjoy everything Nelson County has to offer. The Cottage on the Knoll is a comfortable 3br/2bth that’s centrally located in Nelson County, offering the perfect mix of modern comfort and country charm. The Nelson 29 and Nelson 151 craft beverage trails await you, while plenty of hiking, fishing, and mountain views will appease any outdoor recreation lover or nature enthusiast, making it the perfect getaway.

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!

The Colleen Cottage

Relax with the whole family at this peaceful place to stay. Big yard for kids to play and patio to sit, chat, and relax. Located a minute off 29. Saunders brothers orchard, Drumhellers orchard, and Seaman’s orchard are very close by! Breweries and wineries also very close by. Lovingston Winery is only 2.6 miles away! 5 minutes away from Lovingston. 17 miles from Crabtree falls. 24 miles from Wintergreen resort. 40 minutes from Charlottesville and 30 minutes from Lynchburg.

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 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 Be Kind House

An entire charming little country house centrally located in beautiful Nelson County, VA. Convenient to local area winery's and brewery's. This property has US 29 easy access. Come stay and see what Nelson County has to offer with the 151 Wine and Brewery Trail, hiking, music festivals and much more. This property is 23 miles South of Charlottesville and 41 miles North of Lynchburg. Only 12 miles to historical Walton's Mountain.