Shenandoah vacation rentals

We found 1,385 vacation rentals — enter your dates for availability

Discover a selection of 31 homes, 35 cabins, and other vacation rentals in Shenandoah that are perfect for your trip. Vacation homes offer the amenities you expect for your family, friends, or furry companion, such as a fireplace and garden. At the end of the day, you're sure to find a rental that has what everyone needs, including accessible or non-smoking choices.

Rich history and mountain grandeur in Shenandoah

Nestled between the tree-covered hillsides of the Massanutten Ridge and Blue Ridge Mountains, Shenandoah is a picturesque town, rich in history, and close to the sprawling wilderness of Shenandoah National Park. Shenandoah vacation rentals are conveniently placed for exploring the historic downtown, where visitors will find lovingly restored buildings and specialty shops. The South Fork Shenandoah River flows past the town and provides a cool place to swim, float, and paddle all summer long. In winter, the nearby parks beckon with pristine hiking trails and stunning views through clear, mountain air, and in fall, spectacular copper colors bring a rich warmth to the eye.

Activities and attractions in and around Shenandoah

Are you hoping to discover attractions to see during your stay? Venture out of your vacation home and check out everything that makes Shenandoah a one-of-a-kind vacation spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Massanutten Water Park (7.5 mi / 12.1 km)
  • Masanutten Ski Resort (9.6 mi / 15.4 km)
  • White Oak Lavender Farm & The Purple WOLF Vineyard (14.2 mi / 22.9 km)
  • Yogi Bear's Jellystone Park (18.1 mi / 29.1 km)
  • A Dream Come True Playground (13.5 mi / 21.7 km)
  • Caverns Country Club (14.5 mi / 23.4 km)

Summer camp and winter tubing in Shenandoah

Surrounded by mountain ranges and bordered by a serene river, Shenandoah is a lovely place to settle in for historic exploration and outdoor adventures. In summer, you can sing along with the crowds at musical theater, or treat kids to summer camp so they can learn all about horseback riding, archery, woodworking, and outdoor survival skills. In winter, you can head to a nearby resort for a thrilling day of tubing, skiing, and snowboarding, or slow things down with a leisurely day on ice skates. Shenandoah vacation rentals are close outdoor music festivals and beautiful drives to view the brilliant colors of fall.

Fiery fall colors in Shenandoah

Shenandoah has a humid, subtropical climate, with more mild weather than other parts of Virginia. Winter is snowy and cold, with temperatures in the low to mid 20s. It's a lovely time to experience the magical solitude of the Appalachian Trail, hiking along snow-covered paths and spot tracks for mice, rabbits, bobcats, and foxes. Summer temperatures range in the low to mid 80s, with rather high humidity levels, while fall has beautiful temperatures with warm afternoons and cool evenings, and is stunning with its dazzling display of vivid colors carpeting the hillsides.

Mysterious mountains and a vast river in Shenandoah

The historic town of Shenandoah is tucked along the banks of the South Fork Shenandoah River. Boasting a mountainous backdrop that will provoke wistful looks from everyone who comes here, it's also close to the craggy cliffs and dense forests of Seven Bends State Park and Shenandoah River State Park. Lovers of animals can wander the local hiking trails and perhaps catch a glimpse of white-tailed deer streaking through the trees, or curious gray squirrels scampering from branch to branch. Lovers of fishing may get lucly and pull in bass, musky, carp, and catfish during their stay.

How to get to and around Shenandoah

The nearest airport is in Charlottesville-Albemarle Airport (CHO), located 25.9 mi (41.6 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is 21.3 mi (34.4 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Shenandoah?
The most sought-after types of vacation rentals in Shenandoah are cabins. Hoping for something different? Vrbo offers a variety of options to match the needs of our guests, so you’ll see vacation properties in all sizes, and for all budgets. The perfect fit is ready and waiting for you — lock in yours today.
How much does it cost to rent a vacation rental in Shenandoah?
Several things influence what you’ll pay for your vacation rental in Shenandoah, such as the season, type of property and length of stay. But, all our vacation homes have one thing in common — unbeatable value. Just add your travel dates to find your home away from home.
How much does it cost to rent a beach house in Shenandoah?
The average price for a vacation rental close to the beach in Shenandoah depends on when you’re traveling and the style and size of property you’re searching for. You can quickly and easily find prices on Vrbo by entering your dates of travel. Then use our handy filter tool to pick the number of bedrooms and amenities that you need, like WiFi, air conditioning and a hot tub.
Are there pet-friendly vacation rentals in Shenandoah?
Happily, yes. Choose from 51 stays that allow pets in Shenandoah on Vrbo. Our furry kids also deserve a little time out, so simply use our search function for pet-friendly vacation rentals to book a perfect pad where your puppy dog can get in on the fun.
Can I rent a house with a pool in Shenandoah?
Grab your swimwear and inflatable flamingo, because there are seven houses with a private pool in Shenandoah. Kick back at one of these superb vacation homes and enjoy a pool day every day. Simply enter your dates into Vrbo, then use the “pool” filter to find the perfect place to make a splash!
What are popular rental amenities in Shenandoah?
When it comes to rental amenities that people are looking for in Shenandoah, a nearby river, a barbecue grill and a firepit are the most popular. With Vrbo vacation homes, there are choices to match your taste and style, whether you’re going on a vacation with relatives, friends or even pets.
Are there large group vacation rentals in Shenandoah?
Shenandoah has 16 vacation rentals that can cater to 10 or more guests. These stays come with enough space to enjoy good times with family and friends.
Are there vacation rentals in Shenandoah that welcome kids?
Gather the whole crew for fun-filled adventures in Shenandoah at one of our 51 family-friendly vacation rentals. These stays feature amenities that are suitable for trips with the kids, like laundry facilities, living rooms and entertainment areas. Just check the “Properties good for families” filter and pick your favorite option.
Are there one-bedroom vacation rentals in Shenandoah?
Yes, Shenandoah has five one-bedroom rentals on offer. Often located in well-regarded areas due to their smaller size, a one-bedroom vacation property is ideal if you’re traveling with your partner or a friend. And with comforts like full kitchens and more privacy than a standard hotel, you’ll be able to kick back and relax while exploring this exciting destination.
Can I find two-bedroom vacation rentals in Shenandoah?
Gather your besties and enjoy total privacy and comfort in one of the 14 two-bedroom vacation rentals Shenandoah has to offer.
Are there vacation rentals with WiFi in Shenandoah?
Take your pick of 26 vacation rentals with WiFi in Shenandoah. If you want to disconnect from daily life on your escape, but still need to be connected to the web, these properties have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Shenandoah?
Select your dates and then use the filters to search for vacation rentals with air conditioning in Shenandoah on Vrbo. With 51 air-conditioned properties available here, you can look forward to a comfy and cool stay.
How old do you have to be to rent a vacation rental in Shenandoah?
We recommend checking with the Shenandoah vacation rental you want on Vrbo as the minimum age varies. However, it’s normally 16, 18 or 21.
How long can I rent a vacation rental in Shenandoah for?
It’s up to the Shenandoah property. To see a list of options offering extended stays, just type your travel dates and guest number into Vrbo’s search page. Look forward to having the place to yourself, along with home comforts such as a fully-equipped kitchen and an outdoor space where the little ones can play. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.
Does Vrbo offer discounts for vacation homes in Shenandoah?
Weekend adventure or extended vacation, Vrbo has some bargain deals and special discounts in Shenandoah that’ll suit your style and budget. Take a look at our weekly and monthly discounts on vacation rentals, or see what’s recently been added with one of our newly listed homes. Whatever kind of getaway you’re after, you’ll find the ideal place to stay — without draining your wallet.

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