Vacation rentals in Lovingston

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Top-rated vacation rentals in Lovingston

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Guest favorite

The cabin exterior is illuminated by warm lights, showcasing a hot tub on a wooden deck surrounded by snow-covered ground. Tall trees stand in the background under a twilight sky, enhancing the serene ambiance of the secluded mountain setting.

Vacation home in Lovingston

4.97 out of 5 average rating, 197 reviews

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!

Guest favorite

A well-lit bathroom features a spacious whirlpool tub surrounded by natural light from two windows. Decorative plants add a touch of greenery, while a stylish metal stand holds a glass jar and flowers. Soft towels hang nearby for convenience.

Home in Lovingston

4.93 out of 5 average rating, 151 reviews

Three Springs with EV charging station

Beautiful 3-bedroom home outfitted to accommodate a variety of visitors with high-speed internet, 2 large screen TVs, whirlpool tub, hiking, wildlife, and a huge deck. Nestled in a quiet cove in the beautiful Blue Ridge Mountains. Located on Nelson's Craft Beverage Trail and a short drive to Charlottesville, Lynchburg, Staunton, Wintergreen, and Skyline Drive. Close to Oak Ridge for music festivals/events. Larger parties, see the Three Springs Plus listing. EV charging is available for $10/day.

Top guest favorite

A group of ducks rests on the ground inside a fenced area, surrounded by a natural setting. Some ducks are white, while others display different colors and patterns. A small enclosure is visible in the background, housing a rabbit, with a wooden top providing shelter.

Cabin in Roseland

4.96 out of 5 average rating, 700 reviews

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.

Guest favorite

Apartment in Lovingston

4.89 out of 5 average rating, 137 reviews

Lovingston Get-Away Lovingston, VA

Guesthouse for ADULTS ONLY and located in Lovingston, VA. There are wineries, breweries, and distilleries. We have the Wintergreen Ski Resort. The Lockn' Festival each August. Crabtree Falls and Humpback Rock for hiking. In Nelson Co., the Blue Ridge Parkway and Skyland Drive began. Nearby we have UVa's Rotunda, Montecillo, Appomattox, DC, Schuyler (the Waltons). Nelson hosts peach and apple festivals each year. The beautiful foliage to be seen in the fall and the snowy mountains in the winter.

Top guest favorite

A tranquil wooded area is depicted, featuring a hammock draped between trees, surrounded by blooming yellow and purple flowers. Soft green foliage creates a serene backdrop, inviting relaxation in a natural setting.

Cabin in Schuyler

4.99 out of 5 average rating, 201 reviews

Cozy cabin for 2 w/mountain views & trails

Cozy cabin in the woods with beautiful mountain views from covered back deck! Perfect for nature lovers, couples, singles. Ideal for a peaceful escape or visiting local wine/brew trail. While remote, also a convenient base to visit area attractions, hikes & easy drive to C'ville. Relax on the covered back deck watching the sunset and wildlife. Over 2 miles of wooded trails on property for guest use. 15-20 min walk through woods trails (part of this walk is on a hill) to access Rockfish River.

Top guest favorite

A serene stream meanders through a lush green landscape, bordered by smooth stones and dense foliage. Sunlight filters through the trees, creating dappled reflections on the water's surface, enhancing the tranquil setting.

Cottage in Tyro

5 out of 5 average rating, 252 reviews

Bear Creek Inn

You will be renting the 2 bedroom cottage, optional 3rd bedroom, very large, fenced yard for your pet. Relax at this quiet, peaceful place with year round trout stream. Minutes from the breweries and wineries on Nelson 151. Plenty of outdoor activities to enjoy. The George Washington National Forest is across the street for exploring, hiking and hunting. The house is only 4 miles from Crabtree Falls and several minutes from the Appalachian Trail access. Wintergreen Resort is 12 miles away.

Top guest favorite

A winding creek flows gently through a forested area, flanked by lush green trees and undergrowth. Sunlight filters through the leaves, casting dappled shadows on the water's surface. The natural landscape reflects a serene and unspoiled environment.

Guest suite in Shipman

4.99 out of 5 average rating, 119 reviews

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.

Top guest favorite

The cottage is positioned among greenery, featuring a warm exterior and multiple windows that invite natural light. In the foreground, white flowers bloom beside a stone wall, while a glimpse of the surrounding mountains can be seen in the background, under a clear blue sky.

Home in Lovingston

4.96 out of 5 average rating, 210 reviews

Cottage on the Knoll ~ Prvt Pool & Hot Tub OPEN

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.

Top guest favorite

Home in Lovingston

5 out of 5 average rating, 182 reviews

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!

Guest favorite

The exterior of the farmhouse is highlighted, showcasing a charming structure with a red metal roof. Lush green bushes frame the gravel driveway, and trees provide shade in the background, enhancing the peaceful rural setting.

Guest suite in Roseland

4.91 out of 5 average rating, 123 reviews

Dogwood Suite at Open Heart Inn

Welcome to your country retreat! This unique section of the farmhouse was originally built in 1840, and features a cozy, king-sized bed. Relax on your private front porch, enjoy the views from the back patio, explore our 10 acres of farmland, take in the dogwoods and beautiful flowers, and get away from it all! Minutes from the Appalachian Trail, Devil's Backbone, and much more-- we are perfectly located to explore the trails, breweries, and wineries of scenic Nelson County.

Superhost

A geometric home nestled in the woods features large windows that illuminate the interior. Outdoor seating is arranged around a firepit, creating a cozy gathering spot amidst the surrounding greenery.

Cabin in Shipman

4.88 out of 5 average rating, 147 reviews

Acute Lodge: Boho, Romantic Getaway in Nelson Co.

Acute Lodge delivers a trendy, boho getaway in the popular destination of Nelson County. This geometric home offers privacy in the woods on just under 13 acres, but is within a 20 minute drive to breweries and 25-30 minutes to the popular Nelson 151 destination. With plenty of amenities (including fiber internet), Acute Lodge is the ultimate restorative getaway perfect for couples, friends, or even small families. Your pup is also welcome to join with an added pet fee.

Guest favorite

The exterior of a lakeside log cabin showcases a large, sloped roof with wooden beams and expansive windows. A spacious deck is visible, featuring various seating options. The structure combines natural stone and wood elements, reflecting a rustic yet modern aesthetic.

Cabin in Faber

4.97 out of 5 average rating, 121 reviews

Luxury Lakefront Cabin w/Fire Pit & Stunning Decor

✨ A Marvelous Night for a Moondance Awaits ✨ Welcome to Moondance—a lakeside log cabin with serious style and mountain soul. Designer interiors, cozy fireplaces, an après-ski game room, and dreamy views set the stage. Whether you're sipping wine on the deck or roasting s’mores under string lights, this is where memories are made. Minutes to wineries, Wintergreen, and the Blue Ridge Parkway. Relax, reconnect, and maybe do nothing at all. We support that.