Shenandoah Valley vacation rentals

We found 4,436 vacation rentals — enter your dates for availability

Vacation rentals with weekly discounts - Shenandoah Valley

Showing deals for:Jul 25 - Aug 1

Image gallery for Whitetail Summit - Shenandoah/hot tub/wineries

Our living room seats 9; our dining room seats 8, plus 2 at the kitchen bar
10 out of 10 rating
Exceptional
(39 reviews)

Whitetail Summit - Shenandoah/hot tub/wineries

Front Royal, VA

10% off
Price is $540
$4,444 total
Whitetail Summit - Shenandoah/hot tub/wineries

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Travel to beautiful Shenandoah Valley

Enjoy the area's wineries, history and live music and make a vacation rental your home during your stay in Shenandoah Valley. Travelers to this scenic city praise the university setting, mountain views and restaurants. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Shenandoah Valley

Are you looking for attractions to see while you're in town? Venture out of your vacation home and experience everything that makes Shenandoah Valley a one-of-a-kind vacation spot. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • A Dream Come True Playground (4.2 mi / 6.7 km)
  • Masanutten Ski Resort (7.6 mi / 12.2 km)
  • White Oak Lavender Farm & The Purple WOLF Vineyard (8.3 mi / 13.3 km)
  • Massanutten Water Park (9.8 mi / 15.8 km)
  • Cross Keys Vineyards (11.1 mi / 17.9 km)
  • The Shenvalee Golf Course (14.4 mi / 23.2 km)

Exploring the mountains and other natural features in Shenandoah Valley

Whether you're an adventurous traveler or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Shenandoah Valley. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Shenandoah National Park (16.1 mi / 25.9 km)
  • Endless Caverns (12.2 mi / 19.7 km)
  • Showalter Orchard & Greenhouse (13.1 mi / 21.1 km)
  • Grand Caverns (15.5 mi / 25 km)
  • Natural Chimneys (15.5 mi / 25 km)
  • New Market Battlefield (15.7 mi / 25.2 km)

Transportation options to and around Shenandoah Valley

Fly into Weyers Cave, VA (SHD-Shenandoah Valley Regional), the closest airport, located 15.4 mi (24.8 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Charlottesville-Albemarle Airport (CHO), which is 32.4 mi (52.2 km) away.

If you're traveling by train, Staunton Station, Charlottesville Station and Culpeper Station are the main stations in the area.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Shenandoah Valley?
Cabins are the most popular style of vacation rental in Shenandoah Valley, according to our data. Even if you’ve got something else in mind, Vrbo has vacation homes in many sizes and shapes. Look over our options to find your perfect fit.
How much does it cost to rent a vacation rental in Shenandoah Valley?
The average price for a vacation rental in Shenandoah Valley is based on several factors, like length of stay, property type and season. Whether you’re thinking about a sprawling villa with lots of space or a quaint cottage for just you and the kids, just add your dates of travel to see some great-value stays.
How much does it cost to rent a beach house in Shenandoah Valley?
The average price for a vacation rental near the beach in Shenandoah Valley depends on when you’re traveling and the size and style of property you want. Find prices easily on Vrbo by entering your dates of travel. Then use the handy filter tool to pick the number of bedrooms and amenities that you require, like air conditioning, WiFi and a pool.
Are there pet-friendly vacation rentals in Shenandoah Valley?
With 401 vacation rentals that welcome pets, your furry little friend can also come along on your Shenandoah Valley vacation. Use our filter tool to search our pet-friendly vacation rentals and find your pawfect vacation home on Vrbo.
Are there large group vacation rentals in Shenandoah Valley?
Pick from 566 vacation rentals in Shenandoah Valley that can sleep 10 or more people. Whether you’re organizing a get-together with extended family or an event like an anniversary, there’s ample room to get your favorite people together under the same roof.
Are there one-bedroom vacation rentals in Shenandoah Valley?
Yes, there are 339 one-bedroom properties in Shenandoah Valley to choose from. A one-bedroom vacation rental is a great choice if it’s just you and your sweetheart or if you’re traveling solo. Throw in more space, convenience and privacy compared to a regular hotel, and you’ve got yourself a memorable getaway.
Can I find two-bedroom vacation rentals in Shenandoah Valley?
Take your pick of 467 two-bedroom properties in Shenandoah Valley. Put your little ones in the second room or maybe fill it with a couple of your nearest and dearest friends. There’s space for whoever’s lucky enough to be coming along.
Are there vacation rentals with WiFi in Shenandoah Valley?
Whether you want to keep up to date with the news, look over emails or post a pic to social media, there are 815 vacation homes with WiFi in Shenandoah Valley. Check the “WiFi” box when searching on Vrbo and stay connected on your getaway.
How can I find vacation rentals with air conditioning in Shenandoah Valley?
You’ll have your pick of 1,785 Vrbo vacation homes with air conditioning in Shenandoah Valley offering that cool, cool breeze and extra element of comfort. Enter your dates of travel and then use our filter tool to search for stays with air conditioning.
How old do you have to be to rent a vacation rental in Shenandoah Valley?
The minimum age allowed can differ across properties on Vrbo, so be sure to check the rules of the vacation rental in Shenandoah Valley you’re considering. But normally, it’s 16, 18 or 21.
How long can I rent a vacation rental in Shenandoah Valley for?
The amount of time you can book a Shenandoah Valley vacation rental for is up to the property. Just tap in your preferred travel dates to find available options offering extended stays. They include the things you need to make your extended getaway more convenient and comfortable, like kitchens and air conditioning. Some vacation homes may also offer weekly or monthly discounts, so you can stay longer for less money.
Does Vrbo offer discounts for vacation homes in Shenandoah Valley?
On Vrbo, we’ve got plenty of incredible bargains and discounts for Shenandoah Valley. Check out our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you’re after a short getaway or a much longer stay, Vrbo has a variety of options for all styles and budgets.

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