Condo vacation rentals in Shenandoah

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Top-rated condo rentals in Shenandoah

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Top guest favorite

A spacious great room is featured, furnished with a comfortable brown leather sofa and accent chairs. Large panoramic windows provide expansive views of the Blue Ridge Mountains, while a dining area with a table for six is positioned nearby. Warm wood flooring enhances the inviting space.

Condo in Wintergreen Resort

4.98 out of 5 average rating, 121 reviews

2 bdrm/2 full bath Best Views of Blue Ridge Mtns.

Best View of the Blue Ridge Mountains! Panoramic window views from the great room, dining area and kitchen. If you want to get a closer look step out on the observation deck to see the beautiful mountains and ski slopes (seasonal). Patio furniture is on the deck to enjoy morning sunrises and evening sunsets. All new stainless steel appliances in kitchen, Freshly painted throughout. 2 bedroom 2 bath Lots of activities to do at the Wintergreen Resort all year long. Year round resort activities.

Top guest favorite

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

4.97 out of 5 average rating, 106 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!

Top guest favorite

Condo in Davis

4.95 out of 5 average rating, 144 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.

Superhost

A panoramic view of rolling green mountains under a clear blue sky extends into the distance. Soft clouds add depth to the horizon, highlighting the natural beauty of the landscape.

Condo in Wintergreen Resort

4.85 out of 5 average rating, 144 reviews

Ski-in/out Birds Eye View Fireplace DogOK King Bed

Ski-in/out! Amazing views from two levels with two fireplaces, 3 bedrooms, and 3 bathrooms. Dog friendly! Spend your days hiking 30+ miles of trails, completing the ninja warrior course, soaring down a zip line at ~40mph, tubing down a hill longer than 3 football fields, playing volleyball/kayaking in the lake or ski out/ski in the patio door to the best ski area in the region! Bring your friends/family to enjoy special home away from home. Seasonal pools and tennis. Dog fee $150/stay.

Top guest favorite

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, 165 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

Guest favorite

A light-filled living area features a comfortable sectional sofa adorned with neutral tones and decorative cushions. The circular area rug in soft blue anchors the space, complemented by abstract art pieces on the wall and a modern mirror reflecting natural light.

Condo in Centreville

4.91 out of 5 average rating, 117 reviews

Peaceful patio condo

Stylish 1 bedroom condo on ground level with 1 designated parking space directly in front. This home provides a perfect setting for both luxurious and comfortable living. Bright southern exposure, No steps from parking, 2 smart TV, high speed internet, queen size bed, the patio opens to private green nature. Plenty of guest parking as well. Long paved walking trail passing by, Walk to Giant, Starbucks, and Restaurants. Less than 2 miles from Spa World. And 10 min drive to King Spa.

Top guest favorite

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

5 out of 5 average rating, 250 reviews

Sunset Vista Mountain Views “Skies for Miles”

Welcome to Sunset Vista Villa, where you enjoy, “Skies for Miles.” This beautiful, 2 bedroom, 2 bath, first-floor-unit with second story mountain views, is near all amenities the Wintergreen Resort has to offer. It comfortably sleeps five and with its western vistas, sunsets are a thing to behold! Whether you spend your days hiking, skiing or enjoying the wineries and breweries, SVV will enhance your stay. Book today & come enjoy the Wintergreen Resort and Blue Ridge Mountains!

Guest favorite

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

4.96 out of 5 average rating, 157 reviews

1 bedroom condo, hiking, breweries, wineries

Enjoy the mountains in the spring & summer enjoy hiking or a swim in the heapool! 1BR 1BA centrally located in Wintergreen 5 minute walk to Wintergreen resort Close to many hiking trails Enjoy the many breweries & wineries in the area Mountaintop Market is across the street 1 Bedroom 1 Bath & New queen sleeper sofa Stocked kitchen, cookware, spices & cooking oils Premium coffee & assorted tea Private furnished patio Wood burning fireplace, all you need for a quiet getaway

Top guest favorite

A cozy loft bedroom features a spacious bed with light bedding. A bedside table with a lamp is present, and a decorative pillow with 'welcome to our cabin' is displayed. Natural light filters through a triangular window, highlighting the wooden beams of the ceiling.

Condo in Basye

4.98 out of 5 average rating, 131 reviews

Dog Friendly 3BR/2BA with Loft and Mountain Views

Escape to our renovated condo with stunning mountain views near Bryce Resort! This 3BR/2BA condo is perfect for families seeking adventure or relaxation in the Shenandoah Valley. Pet-friendly (dogs only due to owner's allergies), stocked with kitchen supplies, and walkable to the grocery store. Our condo sleeps 6 (max per county code). No parties and no smoking. Loft acts as an approved, legal third bedroom per Shenandoah County. Book now for an unforgettable family getaway!!

Top guest favorite

A modern living room features a sleek stone fireplace with a wood mantel and a mounted television above. A cozy fire burns in the fireplace. A large coffee table made of natural wood rests in front, with decorative items placed on it. Natural light streams through nearby windows.

Condo in Wintergreen Resort

4.96 out of 5 average rating, 114 reviews

Mountaintop Overlook: Warm Fires • Golden Views

Breathe in the Crisp Air, Cozy Up by the Fire, Take in Golden Views. The Mountain Top Overlook @ Wintergreen Resort is a cozy and clean two bedroom(king size beds), two full bathroom condo with a living room sleeper sofa. This condo accommodates 6 guests. It boasts panoramic window views of the Blue Ridge Mountains, while being located in sought after Wintergreen Resort. Ground level with easy access off the deck to a grassy area overlooking the valley.

Top guest favorite

Two red adirondack chairs are positioned on a porch, facing a vibrant sunrise over the mountains. A small side table accompanies the chairs, with distant views of rolling hills and valleys visible under a colorful sky.

Condo in Wintergreen Resort

4.98 out of 5 average rating, 250 reviews

Best View in the Blue Ridge from Biscuit's Porch

One of the best sunrise views in the Blue Ridge Mountains! Spend your days hiking over 30+ miles of trails (including the Appalachian Trail), driving the Blue Ridge Parkway, kayaking in the lake in the summer, skiing one of the regions best mountains in the winter, or exploring Virginia's brewery and wine country. Whichever you chose, we're certain you'll enjoy your time at Biscuit's Porch. We're excited to help you have the best Blue Ridge Getaway!

Guest favorite

The indoor pool area is spacious, featuring a turquoise water surface under a high, light green ceiling with exposed beams. Sunlight filters through large windows, illuminating several lounge chairs arranged along the side. A bar counter is visible at one end of the pool.

Condo in Basye

4.79 out of 5 average rating, 135 reviews

Multi-Level Mountain Stay w/ Pool

Relax and recharge in this 2-bedroom multi-level condo at Chalet High, just 2 miles from Bryce Resort in Virginia’s scenic Shenandoah Valley. Featuring a full kitchen, fireplace, and private balcony, it’s ideal for families or couples seeking a cozy mountain escape. Enjoy access to an indoor pool, sauna, hot tub, and fitness center. Whether you're hiking, skiing, or simply unwinding, this peaceful retreat offers year-round comfort and convenience.