
Condo vacation rentals in Shenandoah Valley
Find and book unique condos on Airbnb
Top-rated condo rentals in Shenandoah Valley
Guests agree: these condos are highly rated for location, cleanliness, and more.

The Grand Delphey: Downtown Modern Penthouse
Enjoy this stylish condo located in the heart of downtown's Historic District. The condo resides within a beautiful mansion known as the The Grand Delphey with lounge rooms on the first level perfect for photo sessions or gathering. The unit has the ability to rent with 3 other units to SLEEP UP TO 16 PEOPLE! Please let us know if you would like to book the entire mansion for wedding parties or other events. Just steps away from wedding venues, Baker Park, the creek, downtown nightlife & shops!

Bike,Hike,Relax in Lux! at Bryce Resort
*7/20/26- The HOA Pool is closed for repairs* This renovated modern condo offers the latest amenities, including WIFI and Smart TVs. The true charm lies in its outdoor options. Sip a hot drink on the balcony, watch the sunset, or cozy up by the fireplace. In the season, enjoy the Community Pool, explore slopes, lifts, dining, and shops nearby. Golfing, skiing, biking, ziplining, swimming, and canoeing at Lake Laura are a short walk away. Embrace modern comfort and thrilling outdoor adventures!

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!

Downtown Historic Mansion | Private Balcony
Enjoy a stylish experience at this centrally-located refurbished historic mansion. The Don Quixote includes the entire main level of The Gilliam House; the property's renovation received a Merit Award from the Lynchburg Historical Society in 2012. In addition to its two large bedrooms and full kitchen, the space includes exterior balconies which offer panoramic views over downtown Lynchburg. Additional featured include: two king-sized beds, three TVs, 11' windows, and original oak flooring.

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.

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!

The Loft at Lakeside
Welcome to the The loft at Lakeside! The loft is a completely separate space that comes with its own entrance and parking space. The loft consists of a spacious bedroom with a walk-in closet. There is a full bathroom in the bedroom and a half bath near the kitchen. The main space consists of spacious Kitchen that sits right next to the cozy family room, with a large couch. It also has a full laundry room for anyone looking to take home clean clothes after an amazing stay at The Loft.

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.

Cozy Comfort with a View - Wintergreen Resort
Our private, spacious, dog friendly condo is just a 5 minute walk to the main lodge with shops, restaurants, and of course the slopes! Shuttles run during ski season as well. Beautiful hiking trails are just outside the door, and a short drive will get you to the Blue Ridge Parkway, Crabtree Falls, Stoney Creek Golf Course, and the famous Route 151 with Virginia's finest breweries and wineries. There is a community pool available in Wintergreen Resort during the summer months.

Peaceful patio condo
Stylish 1 bedroom condo on ground level with 1 designated parking space directly in front and visitor parking around. 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. Long paved walking trail passing by, Walk to Giant, Starbucks, and Restaurants. Less than 2 miles from Spa World, 10min drive to King Spa.

Sixteen West - Modern Apartment in Richmond
Welcome to Sixteen West! This stylish, modern apartment is nestled in the heart of historic Jackson Ward. Recently renovated, the space features beautiful hardwood flooring, updated lighting fixtures, and a sleek, fully equipped kitchen. You'll be within walking distance of some of Richmond’s best spots, including Tarrant's Café, Quirk Hotel, The National, and more! Please note: This unit requires climbing 2.5 flights of stairs — THERE IS NO ELEVATOR.

Panoramic Sunsets Mountain Views Pool $99 Midweek
SUMMER SPECIAL! Stay 2 nights and get your 3rd night for just $99 when you check in Sunday–Wednesday (select stays, next 60 days). Escape the summer heat and enjoy cooler mountain temperatures, central A/C, a heated outdoor pool, breathtaking sunset views, and two king suites with private en-suite bathrooms. Summer dates are filling fast—book now and experience one of Wintergreen's most sought-after mountain-view condos.
Popular amenities for Shenandoah Valley condo rentals
Weekly condo rentals

Historic Two Bedroom in Old Town Warrenton

Ski-In Ski-Out ~ Mtn Views ~ King Suite

Gem in the Heart of the Fan #3!

Mountain Views

Your Hideaway awaits/1-bedroom downtown pad.

Modern Condo Convenient to LU, Forest & Lynchburg

Woodland Haven in Bryce Resort

Ski in Ski out Condo With Sunrise Balcony
Pet-friendly condo rentals

All-Season 2bd/2ba next to Spa view of Golf Course

Comfortable, well kept, and convenient

Five Minute Walk to Everything!

Eight Minute Walk to Everything

Parkview on the Bluff Studio - Downtown Lynchburg

Quiet Stay + Huge Apt + Hot Tub + Dogs, Walkable

1720 High Ridge at Wintergreen Resort

Tips Up: Cozy Slopeside Retreat w/ Fireplace
Condo rentals with a pool

Where the Trail Ends

Lake Access/2BR/2Bath/kitchen/pool/5m to Wisp

Excellent Rates, Updated, Ski-In/Out, M/L, Extras!

Hilltop Haven - classy comfy mountain condo!

Buena Vista Panoramic Retreat: Million Dollar View

A Cozy, Quiet Getaway

Extremely private, HOA pool/stair-free entry

Ski and Golf Condo Aspen East Condos Unit 212
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