
Condo holiday 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 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.

Cardinal Nest by Lake Laura- 1 BR/1BA
Welcome to The Cardinal Nest! Start your day with a cup of coffee and a private nature show right from your balcony. Spot everything from brilliant Cardinals (our namesake!) to majestic hawks soaring over the valley. This cozy condo is a haven for birdwatching enthusiasts and nature lovers. This unique mountainside escape blends urban comforts with rustic cabin charm. When you are ready to stretch your legs, explore Bryce Resort, Lake Laura, and endless hiking trails in the area.

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!

7 Day Vacation in Massanutten Resort, VA
Make some memories at this unique and family-friendly place. Massanutten Resort, VA is calling your name! Availability fluctuates, so book early! Check-in on Friday, Saturday, or Sunday. Reservation is only confirmed after I checked with the resort, and must be made at least one day in advance. As a four season resort, Massanutten has offered an authentic mountain experience and endless outdoor adventures including ziplining. skiing, hiking, and mountain biking.

Bike,Hike,Relax in Lux! at Bryce Resort
This recently 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!

Ski and Golf Condo Aspen East Condos Unit 212
Newly renovated condo located at Bryce Resort on ski slopes and golf course. This second floor condo faces the golf course with mountain views. Ski in and ski out. Walk to all of Bryce Resort’s amenities including events at the Shenandoah Center. Fully equipped kitchen with Keurig. 2 queen beds and 1 single bed. Wood burning fireplace. Smart TV’s in living room and bedroom. Washer and dryer. Walk-in shower. Wi-fi. Outdoor pool open seasonally.

Mountain View’s, patio sunrises, pet friendly
- One bedroom (+ full-size sofa bed), one bath - Large front patio with beautiful mountain view’s - 5 minutes to Bryce Resort - skiing, snow boarding, tubing, and cozy restaurant with a bar - Shenandoah Valley hiking, caverns, breweries/wineries are a short drive away - Walk to brewery, two restaurants, and a convenience store - Walking distance to Lake Laura - enjoy beautiful views & take a relaxing hike around the lake!

Massanutten Regal Vistas 2BR, 2BA
I have Feb 12 to 15. I do NOT have a Feb 11 start date. There are many types of timeshare units at Massanutten and this one is the newest and highest quality unit. These are five star, gold crown rated units. Feel free to check reviews from other websites. Availability is limited so please ask me about dates BEFORE attempting to make a reservation. In addition to the AirBNB fee, there is a $14.00 daily resort fee.

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.

Massanutten Woodstone 2-BR, 2 Bath
I can offer you reduced prices on a week or two of vacation in a luxurious and spacious GOLD CROWN unit in a four seasons resort. All units have been recently remodeled in 2020, 2021 or 2022. You can expect a clean room that includes all the things you need in the kitchen and bathrooms. The resort has a mandatory $15.50 daily resort fee per unit payable upon check-in.

Luxurious Posh Downtown Condo
The Residences at 218 is Charlottesville's premier, upscale condominium community, located just one block from the Historic Downtown Mall in a beautifully designed glass building offering spectacular 360-degree views of the City and mountains beyond. Unit 606 is a chic luxury condo with incredible views. Come experience the best Charlottesville has to offer!

Cozy condo at Bryce Resort
Enjoy our cozy condo that sits right on the ski slopes at four season Bryce Resort. Perfect little studio style condo with a newly remodeled bathroom. Ski in the winter ( the condo is on the slopes and the lift goes right by the deck). Have dinner at the lodge. Sit by the pool or golf in the summer. Great romantic weekend getaway
Popular amenities for Shenandoah Valley condo rentals
Weekly condo rentals

Woodstone Meadows

2 Bedroom 2 bath Resort Villas in the Virginia Mts

1 bedroom Condo at Massanutten

Massanutten Woodstone Apartment Units, 2BR & 2BA

Serene Mountain Getaway – Near Bryce Resort

Massanutten Woodstone or Summit 4BR, 4BA

Upscale City Living - NEW

Woodstone 1 Bedroom Luxury Mountain Side Villa B
Pet-friendly condo rentals

Farm house suite!

Ski/MTB/Golf Condo (#101) - Walk out to slopes!

Ski-in/Ski-out condo Pet-OK Steps from Wintergreen

Rooftop Retreat with Mtn Views | Downtown Mall

Private 2/2 full baths very bright basement home

Gorgeous, Luxury Condo - Stonefield Steps Away

The Eagle's Nest - Mtn View, Walk to Lake & Dining

Spacious condo on Rivers Edge Farm
Condo rentals with a pool

Shenandoah Crossing, Gordonsville, VA. 2Bd Cabin-BG

Shenandoah Crossing 2 Bedroom Cabin

Aspen East Double Unit-313/314 -*- Ski-In/Ski-Out!

Beautiful 2BD condo in an equestrian themed resort

Aspen’s Slope Side Condo at Bryce Resort

Snowboarding at Massanutten

Massanutten 4 seasons resort 1br1ba Hottub in room

Woodstone Luxury 2 at Massanutten New Years
Destinations to explore
- Western North Carolina Holiday rentals
- Washington Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Charlotte Holiday rentals
- Outer Banks Holiday rentals
- Cape Fear River Holiday rentals
- Jersey City Holiday rentals
- Northeast Ohio Holiday rentals
- Rappahannock River Holiday rentals
- Shenandoah National Park
- Timberline Mountain
- Luray Caverns
- Bryce Resort
- Early Mountain Winery
- Downtown Mall
- White Grass
- James Monroe's Highland
- Wintergreen Resort
- Frontier Culture Museum
- Prince Michel Winery
- Canaan Valley Ski Resort
- Blenheim Vineyards
- Cardinal Point Winery
- Glass House Winery
- University of Virginia
- John Paul Jones Arena
- Shenandoah River Outfitters
- Devils Backbone Brewing Co Basecamp
- Cooter's Place
- James Madison University
- White Lotus Eco Spa Retreat
- Monticello
- The Rotunda




