Vacation rentals in Howardsville

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Top-rated vacation rentals in Howardsville

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Guest favorite

Cabin in Schuyler

4.98 out of 5 average rating, 157 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.

Sep 5 – 12

G$29,654 GYD per night

Guest favorite

Guest suite in Howardsville

4.9 out of 5 average rating, 119 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.

Jun 24 – Jul 1

G$18,005 GYD per night

Superhost

Cabin in Buckingham

4.91 out of 5 average rating, 172 reviews

Lotus View Retreat in Yogaville / Cabin

Beautiful Log Cabin with a separate bedroom with queen-size bed, and a sleeping/meditation loft, full kitchen, full bath, a semi-wraparound deck and a covered porch. The cabin deck is excellent for star gazing on the clear night sky There is a laundry machine available for stays longer than 5 days. The oven is temporarily out-of-service but if you need access to one please let me know and we can arrange for that. The stovetop has a substitute double burner hot plate for the time being.

Jun 26 – Jul 3

G$24,224 GYD per night

Guest favorite

Cottage in Afton

4.91 out of 5 average rating, 480 reviews

Couples Getaway,heart of RT 151,stunning views

The Cottage is conveniently located along the Brew Ridge Trail. Sit on your patio and watch the sun set over Humpback rock and the Blue Ridge Mountains. Amazing location that’s set right in the middle of all the breweries. Spacious 6 acre farm with Route 151 road frontage. This handsome cottage is the perfect romantic get-a-way. Enjoy WiFi, air con, parking, self check-in and all the amenities you need to feel at home. Picturesque mountain views and beautifully landscaped grounds.

Jan 20 – 27

G$23,989 GYD per night

Guest favorite

Home in Lovingston

5.0 out of 5 average rating, 138 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!

May 19 – 26

G$29,630 GYD per night

Guest favorite

Guest suite in Howardsville

4.87 out of 5 average rating, 117 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.

Jun 3 – 10

G$30,723 GYD per night

Guest favorite

Guesthouse in Schuyler

4.9 out of 5 average rating, 355 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!

Mar 5 – 12

G$27,721 GYD per night

Guest favorite

Tiny home in Scottsville

4.99 out of 5 average rating, 343 reviews

Rare Find: Private Animal Sanctuary & Tiny Cottage

Voted one of the coolest Airbnbs in Virginia by Trips to Discover! Voted one of the top 12 tiny houses in Virginia by Trip101! Peaceful, safe, and magical are just a few words guests use to describe our farm. It's the perfect retreat to relax and reconnect with yourself and nature. Enjoy exploring the farm, spending time with our animals, and stargazing by the firepit. We invite you to soak in all the richness the farm and animals have to offer. We’re also 420 friendly.

Aug 9 – 16

G$25,293 GYD per night

Guest favorite

Cabin in Vesuvius

4.97 out of 5 average rating, 158 reviews

Whimsical Creekside Cabin

Escape to our cabin in the Blue Ridge Mountains! Fall asleep to sounds of Little Mary’s Creek, enjoy your coffee on the wrap around deck, or delight in exploring your own 7 acres in the forest. Our cabin is a cheerful, clean cottage to come home to- or decide to spend your days on property splashing in the creek and sitting out by the fire pit. We invite you to embrace our simpler way of life where we wholeheartedly believe that life is to be enjoyed and not endured.

Sep 27 – Oct 4

G$24,296 GYD per night

Guest favorite

Cabin in Faber

4.98 out of 5 average rating, 138 reviews

Buck Creek Cabin In The Woods~Adorable and Private

~Buck Creek Cabin is very private, cozy and clean ~Delicious spring-fed drinking water ~Located within a wooded area on 33 rural acres ~Walking paths through woods and meadow ~Ample deck and porch for dining, relaxing and viewing the moon ~Access to stone-accented designer gardens ~Secluded and quiet setting, perfect for wildlife sightings ~Very near breweries, wineries, and distilleries ~Half hour from Charlottesville, the AT, Blue Ridge Parkway, Wintergreen resort.

May 20 – 27

G$29,708 GYD per night

Guest favorite

Tiny home in Scottsville

4.9 out of 5 average rating, 192 reviews

Convenient Rustic Cabin near Wineries

I’m located 6 miles from Scottsville, 15 miles from Charlottesville, 25-30 minute drive. A pasture of cattle is not too far away you can hear the mooing at times and see sightings of deer quite often. It’s a private and quiet location. Two large rivers, James and Rivanna offer recreational activities. Rustic cabin, country located. Clean and cozy with a well stocked kitchen with all your cooking needs. If not, leave suggestions on what is missed. Thank you.

Sep 21 – 28

G$19,263 GYD per night

Guest favorite

Farm stay in Esmont

4.92 out of 5 average rating, 137 reviews

Small cozy Cabin in the foothills! Dogs welcome!

Peace and tranquility is what you will find in this guest cabin for two nestled in the rolling hills of Esmont. The 60+ acre farm is teeming with wildlife. Spend your morning walking over two miles of private trails (when open) throughout the property and enjoy evenings sitting around the fire pit. Hate cleaning fees? Me too, so I've decided to eliminate it for my rental.....just please clean up after yourselves. Dog friendly with a $50 NON-REFUNDABLE deposit.

Jun 28 – Jul 5

G$21,822 GYD per night