Vacation rentals in Wingina

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Top-rated vacation rentals in Wingina

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Guest favorite

Apartment in Concord

4.99 out of 5 average rating, 287 reviews

The Treehouse Private Apt 15 min to Lynchburg

Welcome to the Treehouse, a quiet place to rest on your travels. Located just off US-460, this private apt sits 15 min outside Lynchburg, VA in a peaceful, country setting. Guests can enjoy the fire pit, wooded lot, tree swing, & large backyard. Stocked w/ games, toys, baby gate, crib, etc for families. Perfect for getaways, vacation, LU intensive classes, or overnight stays. 15 min to Liberty Univ, 15 min to Appomattox Courthouse, 16 min to downtown Lynchburg, 1 hr to hike the Blue Ridge Mtns.

Jul 8 – 15

G$21,076 GYD per night

Guest favorite

Cabin in Schuyler

4.98 out of 5 average rating, 158 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.

Feb 14 – 21

G$29,358 GYD per night

Guest favorite

Tent in Fairfield

4.98 out of 5 average rating, 1059 reviews

Tipi with a great view of the Blue Ridge Mountains

Our small family farm is conveniently located 10 minutes from Interstates 81/64 and historic Lexington, Virginia. The Tipi has amazing views of the Blue Ridge Mountains and all the wonders our little farm and community has to offers. We are convenient to many local attractions like hiking, swimming, brewery and vineyard tours and yet secluded enough to heal your stress, enjoy time with your family or simply a special time away from the grind. Come stay with us! You deserve sincere hospitality!

Dec 5 – 12

G$21,076 GYD per night

Guest favorite

Guest suite in Howardsville

4.9 out of 5 average rating, 120 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 2 – 9

G$17,965 GYD per night

Guest favorite

Guesthouse in Amherst

4.89 out of 5 average rating, 157 reviews

Poolhouse Paradise

**Pool closes Monday, September 4th** Relax and enjoy all that central VA has to offer with Winton's newly renovated poolhouse as home base! Play 18 holes, explore the grounds, or cruise around in a golf cart (message us when you book and we’ll send you rental rates) and take in the mountain views. From hiking to apple picking, there's something for everyone year-round! Upstairs you'll find a comfortable space with a spacious living room, two bedrooms, a full bath, and small kitchen.

Nov 20 – 27

G$20,182 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!

Jul 23 – 30

G$35,344 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!

Nov 13 – 20

G$24,657 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.

Nov 1 – 8

G$30,656 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.

Mar 7 – 14

G$25,237 GYD per night

Guest favorite

Cabin in Vesuvius

4.97 out of 5 average rating, 159 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$24,107 GYD per night

Guest favorite

Cabin in Rockbridge Baths

4.97 out of 5 average rating, 268 reviews

Little Cabin in the Woods is quiet and secluded!

Enjoy our rustic, cozy, historic log cabin in the woods on 21 acres with two streams and a little meadow. The logs, from the 1800's, were reconfigured 17 years ago combining a rich history with high speed internet and modern amenities. Sink into the luscious bed with totally organic sheets, mattress topper, and pillows. Take a walk on the original wagon train road down to a stream or bath your senses in the majestic view of Jump Mountain from the meadow.

Oct 11 – 18

G$23,191 GYD per night

Guest favorite

Home in Amherst

4.97 out of 5 average rating, 394 reviews

The Vixen House

This cozy and comfortable home is located within the charming Town of Amherst in a quiet neighborhood very close to Sweet Briar College. It is only a short drive from Lynchburg yet is also convenient to other area attractions, such as the Blue Ridge Parkway, Appalachian Trail, Mt. Pleasant Scenic Area, Wintergreen Resort, and an assortment of local restaurants, wineries, and breweries, including the Rt. 151 "Brew Ridge Trail."

Aug 31 – Sep 7

G$19,286 GYD per night