
Holiday rentals in Wingina
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Top-rated holiday rentals in Wingina
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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.

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.

Stylish*Updated*Central*Walk to Slopes*Dogs OK!
Step into the allure of our fantastic Wintergreen, just a leisurely 4min stroll away from the heart of Wintergreen's mtn action! Tucked away in a serene and tranquil nook of the mountain, our meticulously curated property combines serene relaxation with unfettered access to the thrilling outdoor adventures that await nearby. The closest hiking trail is within 200 yds! Whether you're a couple seeking a romantic retreat or a small, fun family, our home is eager to embrace your mountain dreams!

Pear Blossom Cottage - A Tiny House Retreat
Come enjoy the quietness and beauty of the countryside in this lovely and comfortable Tiny House. Minimalist living in a secluded and quiet country setting, but with all the comforts. Enjoy a full-size shower and regular toilet in this tiny place - no roughing it here. There is everything you might want for an enjoyable stay: Relax outside around the fire-pit, play games inside, take a walk in the country or read on the wonderful king-sized mattress in the loft. You'll be refreshed.

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.

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.

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!

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.

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.

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. There is something for everyone! 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 felt grazed organic cut flowers amongst the morning dew? Or felt a seasoned sunset kiss your heart? We hope to see you soon!

2 King/1 Twin Near Downtown & UVA
⭐️Two bedroom lower-level apartment (2 king beds, 1 twin XL, 1 toddler bed, 1 pack-n-play) in a quiet neighborhood near downtown! ⭐️Our guests rave about the excellent value, amenities, & cleanliness! 📍1 mile from UVA Hospital and Downtown Mall 📍1.6 miles from UVA ⭐️No smoking! ⭐️Please read note about the slope to the entrance 🟢The person booking must be present during the stay

The Carriage House at Stagebridge Farm
Take in the beauty of nearby Blue Ridge Mountains from this private guest suite in Lovingston, Virginia. Recently constructed, the Carriage House is bright and airy, and is conveniently located close to nearby wineries, cideries and the Virginia Distillery Company. The suite includes a King-sized bed, and a futon, fast wi-fi, and amenities to make your stay relaxing and enjoyable.
Popular amenities for Wingina holiday rentals
Other great holiday rentals in Wingina

5 min toSki! Valley View DogOK 50"TV Gas Fireplace

Sweet Country Retreat

4 Queen Beds~Private Bath~Walk to Cafe's

The Advantage: Comfort & Convenience Near Downtown

Sleepy Fox Cottage

Pet-friendly Cabin Retreat in Nelson County

Charming Retreat: *Central* | Cozy 1-Bedroom!

Stylish 2BR 1.5BA Townhome 9 min to LU
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- Downtown Mall
- James Monroe's Highland
- Frontier Culture Museum
- Blenheim Vineyards
- Amazement Square
- Wintergreen Resort
- Liberty Mountain Snowflex Centre
- Cardinal Point Winery
- Glass House Winery
- University of Virginia
- National D-Day Memorial
- John Paul Jones Arena
- Monticello
- White Lotus Eco Spa Retreat
- Devils Backbone Brewing Co Basecamp
- The Rotunda
- Virginia Horse Center
- Grand Caverns
- Natural Bridge State Park
- IX Art Park
- James River State Park
- Appomattox Court House National Historical Park
- Percival's Island Natural Area




