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Condo holiday rentals in Shenandoah Mountain

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Top-rated condo rentals in Shenandoah Mountain

Guests agree: These condos are highly rated for location, cleanliness and more.

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Top Guest favourite
A glass of white wine is positioned in the foreground, capturing the warm hues of a sunset. The sun's golden rays reflect off the wine, while silhouettes of trees and distant mountains create a tranquil backdrop in the evening sky.
Condo in Wintergreen Resort
4.99 out of 5 average rating, 271 reviews

Panoramic Sunsets, Mountain Views, Private Deck.

Wake up above the mountains and end your day with unforgettable sunset views some of the best on the mountain. Sunset Vista Villa is a cozy retreat designed for slowing down, morning coffee on the deck, evenings by the fire. With two private bedrooms, each with its own en-suite bathroom, its perfect for couples or friends. Easy entry with just a few steps, yet elevated views make this stay both convenient and special. Ask us about early check-in or late check-out to enjoy even more of the view

Top Guest favourite
The living area features large sliding glass doors that open to a stunning view of the mountains. A modern dining table is positioned nearby, illuminated by a pendant light. Comfortable seating is arranged around the room, enhancing the inviting atmosphere.
Condo in Wintergreen Resort
4.98 out of 5 average rating, 127 reviews

Luxury Condo in the Sky! Finest in Wintergreen!

Welcome to our recently renovated luxury condo in the sky! Perched on the edge of the Wintergreen ridgeline, we are just a stone’s throw from nature’s bounty. Our condo offers the perfect blend of relaxation and access to recreation. Hit the ski slopes, take a hike, or explore the bountiful brew and wine scene and then come enjoy the view. The horizon is 75 miles distant from our balcony on a clear day! We love hosting families with kids or couples coming to enjoy all that Wintergreen offers!

Guest favourite
A multi-story condo is surrounded by lush greenery and tall trees, showcasing a charming architectural style with a gabled roof. The building features large windows, and a spacious deck is visible on the front. A paved drive leads up to the entrance, with mountains in the background.
Condo in Davis
4.92 out of 5 average rating, 166 reviews

Mountain view retreat #1

Get comfortable with mountain views and fresh, clean air at 3,200' altitude, close to Canaan Valley/Blackwater Falls State Parks. Also, Dolly Sods, Seneca Rocks and Spruce Knob (highest point of WV). Lots of hiking/biking trails. Unique shopping in Davis and Thomas with a variety of restaurants. Fast food? An adventurous, scenic drive goes to Parsons, with the only McDonald's and traffic light in the county. Relax on the back deck to view the horse pasture and the small private airport.

Top Guest favourite
A bright bedroom features a spacious bed flanked by two bedside tables with lamps. A framed cityscape artwork adorns the wall above the bed. Dark curtains frame the window, and a patterned rug covers the hardwood floor, creating a cozy yet modern ambiance.
Condo in Charlottesville
4.91 out of 5 average rating, 183 reviews

The Townie 3 BD/2BA Historic Downtown Building

Three bedroom/ two bathroom apartment in a 1940s building located in the heart of Charlottesville, just off the Downtown Mall. Brightly lit large space with charm and comfort, including full kitchen, wifi, living room w/ smart TV, hardwood floors throughout, blackout curtains, laundry in unit. Your group will enjoy easy access to everything - walk score 100! Three queen beds + living room sofa + air mattress. Pet friendly with extra fee. Each bedroom has blackout curtains for comfort.

Top Guest favourite
A spacious living area features polished wood flooring and soft, neutral walls. A comfortable seating arrangement is complemented by a decorative area rug. A dining table with several chairs is positioned nearby, alongside a vibrant plant in a yellow pot, enhancing the overall decor.
Condo in Lexington
4.99 out of 5 average rating, 134 reviews

Steps from WLU & VMI Loft with Private Parking

This stylish downtown apartment combines historic charm with modern comfort, with exposed brick from its 1920s origins as the Lexington Motor Company. Large windows brighten the space and frame views of downtown and the Blue Ridge Mountains. With two king bedrooms, 2 full baths, a full kitchen and 1 private parking space, it’s designed for comfort and convenience. Elevator access makes it ideal for guests with accessibility needs. We happily welcome your four-legged friends with a pet fee!

Superhost
A cozy living area is highlighted by a stone fireplace with decorative snowshoes mounted above it. A flat-screen TV is positioned on a wooden console, while a comfortable brown lounge chair and ottoman provide a relaxing seating option. Natural light filters through sheer curtains.
Condo in Davis
4.84 out of 5 average rating, 146 reviews

Walk to Dolly Sods, balcony & grill. Jacuzzi tub!

Grab your skis or board from your private locker and walk to lifts - 70 steps or less! We are just a few miles drive to Canaan Valley Ski Resort & White-grass! Afterwards, you will enjoy the views 3rd floor views by the gas fireplace! Nicely updated with stone fireplace, copper counter tops, new appliances, and jacuzzi tub. We offer High Speed Internet. AT&T has service coverage but if you have Verizon or another carrier I would check before you come. this area is remote so prepare!

Top Guest favourite
A scenic view of rolling hills is captured at sunset, with soft hues of orange, pink, and purple coloring the sky. In the foreground, a glass of clear liquid rests on a wooden railing, enhancing the tranquil atmosphere.
Condo in Wintergreen Resort
4.99 out of 5 average rating, 183 reviews

3 BR 3 BA, 2 story condo in Highlands

Newly renovated condo! You can't beat the view from up here. Top floor/vaulted ceilings, next to the Highlands Lift. Just steps from the expert slopes and on the Wintergreen shuttle route. Enjoy hiking, skiing, snowboarding, tubing, outdoor pool time or a local brewery. This condo has 2 master's with king beds, 1 bunk bed (twin over full), a single twin bed and a pull out twin sleeper sofa. The king beds have new high quality mattresses and luxury bedding and a 60" HDTV in living room

Superhost
A private furnished patio features a cozy seating area with light-colored cushions on a dark frame sofa. A wooden coffee table sits in front, accented by a woven rug. The surrounding greenery adds a natural backdrop, creating a peaceful setting for relaxation.
Condo in Wintergreen Resort
4.93 out of 5 average rating, 203 reviews

1 bedroom condo, close to hikes & breweries & pool

Cozy 1BR Wintergreen condo 🌳 🌄 Close to scenic hikes, local breweries and wineries. The resort village, and mountain-top market, just minutes away. Enjoy a fully stocked kitchen, premium coffee and teas, cooking oils and spices. Relax after a day outdoors and enjoy a smart TV, fast WiFi and games. Comfortable queen bed in the bedroom plus new queen sleeper sofa in the living room. Private furnished patio with peaceful wooded views and or cool off in the heated community pool.

Guest favourite
Two beds are positioned beside each other, each dressed in neutral linens. A decorative headboard featuring intricate patterns is displayed behind the beds. A lamp with a floral design sits on a nightstand, and a potted plant adds a touch of greenery in the corner.
Condo in Staunton
4.83 out of 5 average rating, 452 reviews

Third & Thornrose, Staunton Condominium

Our guests stay upstairs in our 1929 American Foursquare house. Central air; separate entrance, wooden floors. Daily, weekly or monthly rates. Small, fully-equipped kitchen with stove and refrigerator, small dining room. The bathroom has a tub and shower. Television with Netflix. Wifi and off-street parking. Two bedrooms (queen-sized bed, two XL twin beds), living room. Short walk to Gypsy Hill Park, 1 mile to historic downtown (Trolley). Small town, Big Magic!

Top Guest favourite
A light-filled living area features a spacious sectional sofa paired with two side chairs. A wooden coffee table is centrally positioned on a soft area rug. Large sliding doors lead to an exterior space, while a smart TV is mounted against the wall.
Condo in Bridgewater
4.98 out of 5 average rating, 150 reviews

3 BR, 3 bath, BWC, EMU, JMU, 1-81 *WIFI* Buc-ee’s

Kitchen * Wi-fi * Free Parking * Air Conditioning. This beautiful townhouse is located in the heart of the Shenandoah Valley in the quaint, small town of Bridgewater, Virginia. It is located very near Bridgewater College and the Bridgewater Retirement Home. It is also within a few minutes of EMU (Eastern Mennonite University), JMU (James Madison University). and Dynamic Aviation and has easy access to I-81.

Guest favourite
A cozy living area features soft sofas arranged around a wooden coffee table. A stone fireplace occupies one wall, with a fire burning brightly. Large windows provide natural light and a view of the surrounding landscape.
Condo in Wintergreen Resort
4.87 out of 5 average rating, 131 reviews

Cozy Condo on the mountain at Wintergreen!

You don’t want to miss these views! Come enjoy the breathtaking fall foliage in cozy comfort. Our 2 bedroom condo offers central access to dozens of wineries, breweries, and restaurants as well as being in short driving distance to Charlottesville and Shenandoah national park! Miles of available hikes await for you in the resort or venture further out to explore the mountain and waterfalls nearby!

Top Guest favourite
The image showcases a heated pool surrounded by a spacious stone patio. Two lounge chairs are positioned nearby, with landscaped greenery and trees in the background. A separate hot tub area is visible, complemented by a gazebo structure, all beneath a clear blue sky.
Condo in Dunmore
4.99 out of 5 average rating, 150 reviews

King Bed Slope Side Retreat in Village Central

You will love the easy access to the slopes - Just steps from the Ballhooter Lift and situated in the village's premier property Heated Pool/2 Hot Tubs/Dry Sauna/Gym/Outdoor Gas Fire Pit Village pathway views Convenient, walkable access to all village amenities including a variety of shops, dining options, and bars. Ski Storage Locker room with private locker Outdoor Patio

Popular amenities for Shenandoah Mountain condo rentals