Vacation rentals in Howardsville

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Top-rated vacation rentals in Howardsville

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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
5.0 out of 5 average rating, 169 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.

Top guest favorite
A charming three-bedroom home is surrounded by lush gardens filled with colorful flowers and vibrant greenery. Towering hills rise in the background, while a variety of trees and shrubs add to the scenic landscape of the property.
Home in Lovingston
4.94 out of 5 average rating, 161 reviews

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.

Superhost
The kitchen features a central island with two stylish bar stools and a walnut butcher block countertop. Major appliances are present, along with a dining area featuring a round table and four chairs. Natural light fills the space through the windows and the door leading outside.
Home in Faber
4.93 out of 5 average rating, 103 reviews

Hillside Haven: Modern Retreat, Mountain Views

Hillside Haven is conveniently located in Faber, VA with easy access to the Nelson 151 corridor, Charlottesville, and the quaint town of Scottsville. Enjoy the mountain view from the spacious deck or firepit (both with plenty of seating for your whole group), or head out to explore local hiking trails, breweries, or wineries. This space was recently updated and has all of the modern amenities you need for your next getaway. DOG FRIENDLY with an additional fee/stay. No cats, fines may apply.

Top guest favorite
The image features a charming two-story home surrounded by lush greenery and flowering trees. A circular driveway leads to the entrance, with manicured lawns enhancing the exterior. The backdrop includes rolling hills and bright blue skies, creating a serene and inviting setting.
Home in North Garden
4.97 out of 5 average rating, 398 reviews

Lux Country Retreat minutes from Charlottesville!

Located just off route 29 this private luxury retreat with surrounding 2 acre fenced yard is one mile from Pippin Hill Farm & Vineyard and only 15 minutes from UVA/Charlottesville. You will find this home spacious, bright and airy, perfect for entertaining groups or families. The house is completely equipped with everything you may need to host the perfect getaway! Nearby attractions: Pippin Hill, Albemarle Ciderworks, Ragged Branch Distillery, Potter's Craft Cider and Charlottesville!

Guest favorite
A covered patio area features two reclining chairs, providing a comfortable space to relax. A charcoal grill is positioned under the awning, while potted plants add a touch of greenery. The backdrop showcases a lush woodland setting, enhancing the outdoor experience.
Guest suite in Howardsville
4.91 out of 5 average rating, 170 reviews

La-de-da studio near James River and Wineries

Welcome to La-de-da! We are located in beautiful, rural Howardsville, Virginia with convenient access to all the recreational amenities the James River has to offer. We are a VERY scenic 35 minutes to Wintergreen, all the wineries, breweries, distilleries and orchards in the region and great hiking trails! We are far enough outside of the cities of Charlottesville and Scottsville to provide peace and quiet, but just a scenic 20 minute drive to Scottsville and 40 minutes to Charlottesville.

Top guest favorite
The living room features two elegant sofas flanking a glass coffee table on a natural fiber rug. A tall floor lamp provides light, while decorative artwork and a potted plant add a touch of warmth. Windows with bamboo shades allow natural light to filter in.
Cottage in Scottsville
5.0 out of 5 average rating, 114 reviews

The Butler’s Cottage At Chester

Situated on one of the six historic properties in Scottsville, Chester and its seven-acre setting evokes a feeling of serenity and charm for all those who visit. As you approach, the first sight of the white wooden fence says you are here. Skirting the fence, you get your first views of the grounds and the original Greek Revival style Manor House. The main house, built in 1847 and later expanded, still exudes the charm which would have greeted guests arriving in carriages 175 years ago.

Top guest favorite
A charming blue house is set on a green lot, framed by trees and bushes. The exterior features a welcoming front porch with steps leading up, and a gravel driveway accommodates multiple vehicles. Bright sunlight highlights the tidy, clean environment.
Bungalow in Scottsville
4.98 out of 5 average rating, 224 reviews

Scottsville Downtown Bungalow

Stay in downtown Scottsville. I try to accommodate early check ins or late check outs if requested. The house is neat and clean with central heat and air on a quiet side street. Have fun on the river tubing & kayaking. Walk to Van Clief Nature area, hiking trails, river, brewery & restaurants. It's about 20 miles from UVA and Yogaville & only a short drive to several wineries in the area. The covered front porch has a patio set for 4. Due to allergies, I am unable to accommodate pets.

Guest favorite
A two-story home is nestled among lush greenery, featuring a wooden exterior and a sloped roof. A small structure resembling a playhouse is positioned to the left. The surrounding lawn is neatly mowed, and a deck is visible on the upper level with outdoor seating.
Guest suite in Howardsville
4.9 out of 5 average rating, 169 reviews

Whisper Creek Lodge! Lower Level Suite!

Whisper Creek! Located in the foothills of the Shenandoah Mountains. This Lower Level Suite will provide you and friends with the perfect place for back woods peace and quiet. Located one hour from UVA, Wintergreen, numerous Craft Beer Pubs and Wineries. This includes numerous choices for hiking. If canoeing and kayaking is your interest, I am located a short distance from several launch sites. I am willing to shuttle vehicles and assist in getting you where you wanna be.

Top guest favorite
A living area features a rustic slate fireplace prominently set against a neutral wall. The inviting seating arrangement is centered around the fireplace, with a light-colored sofa and a modern floor lamp nearby. Natural light flows through the front door, illuminating the wooden floors.
Home in Schuyler
4.93 out of 5 average rating, 188 reviews

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.

Top guest favorite
A tiny house is set against a backdrop of colorful sunset skies. The exterior features blue siding with softly glowing lights around the entrance. Lawn chairs are positioned in front, inviting relaxation. Trees and greenery surround the area, enhancing the serene atmosphere.
Tiny home in Scottsville
4.99 out of 5 average rating, 520 reviews

Rare Find: Private Animal Sanctuary & Tiny Cottage

For animal lovers seeking an exclusive and unique getaway, this boutique Airbnb in Scottsville offers a tranquil escape where guests can unwind in nature and connect with the sanctuary’s resident animals. Recognized by Northern Virginia Magazine, Trips 101, and Trips to Discover as one of Virginia’s most distinctive stays, this thoughtfully curated retreat features cozy furnishings, charming handcrafted details, and an expansive window that showcases views of the animals.

Guest favorite
A welcoming front porch is lined with rocking chairs and a small table, inviting relaxation. The white railing encircles the porch, while a door with a wreath adds a charming touch. A grassy yard and tree foliage enhance the serene outdoor setting.
Home in Shipman
4.85 out of 5 average rating, 172 reviews

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.

Guest favorite
A panoramic view reveals rolling hills and a vibrant landscape adorned with autumn foliage. Lush green fields stretch towards the horizon, bordered by trees displaying a spectrum of fall colors under a clear blue sky.
Home in Charlottesville
4.95 out of 5 average rating, 144 reviews

Scenic Private Farm House Great for Large Groups

CHURCH FIELD HOUSE. Large 5 bedroom, 4 bath house with sweeping 360 degree views featuring beautiful pastoral and mountain landscapes on a 250 year old family farm in the Southern Albemarle Historic District. Enjoy large windows in almost every room with unobstructed western views. Large outdoor deck and a separate fire pit area are favorite places to view spectacular sunsets over the Blue Ridge Mountains.

Popular amenities for Howardsville vacation rentals