Vacation rentals in Lovingston

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Top-rated vacation rentals in Lovingston

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Top guest favourite
The cabin's exterior is surrounded by lush greenery, featuring a spacious porch with seating and a hot tub nearby. The two-story structure is constructed of wood, with large windows allowing natural light to fill the interior. A picnic table is located in the yard.
Vacation home in Lovingston
4.96 out of 5 average rating, 235 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!

Top guest favourite
A gravel driveway leads towards a charming home framed by lush greenery and mountain views. Soft clouds drift across a blue sky, while manicured lawns and landscaping create a welcoming entrance.
Home in Lovingston
4.94 out of 5 average rating, 155 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 favourite
A charming cottage is nestled among lush green grass and surrounded by trees. Its metal roof and white siding are complemented by well-maintained shrubbery. Dappled sunlight filters through the tree branches, creating a serene outdoor ambiance.
Cottage in Covesville
5 out of 5 average rating, 150 reviews

Historic cottage with stunning mountain views

Welcome to Rose Cottage in picturesque Albemarle County, where you'll enjoy expansive 360-degree views of the mountains surrounding historic Cove Lawn Farm. Relax in the tranquil rural setting or stroll more than two miles of comfortable walking paths that wind through 25 acres of stream-lined hayfields. From Rose Cottage, you're just minutes from the best local cideries, distilleries, and wineries including Pippin Hill Farm & Vineyards. Easy 20-minute drive to UVa and 22 minutes to Monticello.

Superhost
A geometric home is nestled in a wooded area, featuring a striking blue exterior and numerous large windows that enhance its unique architecture. Surrounding trees create a natural and serene environment, while soft evening light illuminates the main entrance.
Cabin in Shipman
4.83 out of 5 average rating, 161 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 added pet fee. No cats, subject to fine.

Top guest favourite
The gravel pathway leads to a charming log cabin, framed by tall trees and surrounded by greenery. A sign reading 'COZY MOUNTAIN CABIN' is positioned near the path, inviting visitors to explore this secluded retreat in the Blue Ridge.
Cabin in Roseland
4.96 out of 5 average rating, 744 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.

Top guest favourite
A cozy cabin is nestled among trees, featuring a metal roof and a spacious front porch with black rocking chairs. The gravel driveway leads to the entrance, surrounded by neatly trimmed bushes and a lush landscape.
Cabin in Lovingston
5 out of 5 average rating, 108 reviews

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.

Top guest favourite
A private balcony features wooden railings, with a light dusting of snow on the ledge. Lush pine trees stand prominently in the background, contrasting against a clear blue sky and hints of distant landscape, contributing to a serene outdoor viewing experience.
Condo in Wintergreen Resort
4.97 out of 5 average rating, 160 reviews

2-min drive to slopes, stair-free/free firewood!

Peaceful, recently renovated mountain-top retreat. Relax or work from home. End your day with a hike or spa treatment around the corner—linger with a glass of wine at sunset. It’s all only a 2 minute walk from the front door. Welcome to our mountain home! 2-3 min drive from ski lifts/resort, hiking Free firewood (seasonal) Family games & smart TVs (no cable) for movie night (must sign into your own subscriptions) Smartlock entry Stair-free entry *outdoor HOA pools CLOSED for season

Guest favourite
A wooden deck is elevated and features a vibrant red umbrella. Surrounding the deck are leafy green plants and a small seating area with pink chairs. A lattice design is present under the deck, adding texture to the space.
Apartment in Lovingston
4.89 out of 5 average rating, 149 reviews

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.

Top guest favourite
The exterior of a rustic wooden cabin is framed by lush greenery, featuring a small deck with steps leading to the entrance. Planters with flowers and foliage adorn the area, creating a serene setting surrounded by trees.
Guest suite in Shipman
4.99 out of 5 average rating, 129 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 favourite
The front exterior of the house is shown, featuring a warm brick facade and a sloping lawn. A welcoming front porch is visible, adorned with a seasonal wreath. Large windows allow for natural light, and a pathway leads to the entrance.
Home in Lovingston
5 out of 5 average rating, 201 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 favourite
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
4.89 out of 5 average rating, 152 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.

Top guest favourite
Guesthouse in Schuyler
4.92 out of 5 average rating, 403 reviews

Homestead at HeartRock

Welcome to HeartRock Homestead. Our sweet spot offers rustic charm and modern comfort. Come for a private grownup nature camp! A getaway for couples, friends and families. Really, there is something for everyone. AND we have great check in and check out times to maximize your stay! Have you ever heard the whippoorwill sing while watching the stars or grazed organic cut flowers amongst the morning dew or felt a seasoned sunset kiss your heart? We hope to see you soon!

Popular amenities for Lovingston vacation rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Nelson County
  5. Lovingston