Holiday rentals in Wingina

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Top-rated holiday rentals in Wingina

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Top guest favourite
A rustic cabin nestled among lush greenery is depicted, featuring a wood-paneled exterior and a metal roof. A picnic table is situated nearby, surrounded by garden paths and natural landscaping, with mountains visible in the background under a blue sky.
Cabin in Schuyler
4.99 out of 5 average rating, 230 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.

Top guest favourite
A cozy living room features comfortable seating on a sofa and armchair, complemented by a round coffee table. A smart TV is positioned above a fireplace with subtle artwork on the wall. Natural light filters through large windows, enhancing the inviting atmosphere.
Apartment in Wintergreen Resort
4.99 out of 5 average rating, 104 reviews

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!

Superhost
The tiny house is positioned on a gravel path, surrounded by a lush green lawn and young trees. Open fields extend into the background, showcasing distant trees under a partly cloudy sky. The setting provides a serene and spacious rural atmosphere.
Bungalow in Concord
4.86 out of 5 average rating, 111 reviews

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.

Guest favourite
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, 162 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 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
A comfortable living area showcases a dark sofa adorned with textured pillows and a soft throw. A light wood coffee table sits centrally, accompanied by a cozy chair with a light cushion. Decorative wall art and a subtle light source create a relaxed ambience.
Guest suite in Lynchburg
4.94 out of 5 average rating, 178 reviews

Cozy, Beautiful 1br- Private entry - 10 min to LU!

Only 10 minutes from Liberty University and 20 minutes from Downtown Lynchburg! After a day of adventuring, come unwind in our cozy bungalow! With over 800sqft, this newly renovated basement unit is spacious, beautiful, clean and cozy. We are serious about coffee, so we’ve outfitted a great coffee bar. Make yourself a cup using our Nespresso, or go traditional with a Chemex and ground beans. As a courtesy, we provide some light breakfast options - cereal and oatmeal packets.

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, 202 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!

Top guest favourite
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
4.89 out of 5 average rating, 159 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 favourite
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, 482 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.

Top guest favourite
Guest house in Schuyler
4.92 out of 5 average rating, 404 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. 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!

Top guest favourite
A charming brick home is set within a grassy yard, framed by mature trees and seasonal foliage. The front porch features a welcoming entrance, and the large windows provide natural light. Decorative grasses gently sway in the breeze, enhancing the peaceful ambiance.
Home in Amherst
4.97 out of 5 average rating, 479 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."

Top guest favourite
Flat in Charlottesville
4.97 out of 5 average rating, 432 reviews

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

Popular amenities for Wingina holiday rentals

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