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Greenwood vacation rentals

We found 213 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Scroll through and select from vacation rentals in Greenwood to find one that's perfect for your trip. Whether you’re staying in a vacation home with friends, family, or even just your pets, you'll find the amenities you need and want, including parking and a TV. Whatever you're looking for, you'll be sure to find a rental for everyone's needs, including a place that is accessible or non-smoking.

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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
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Book a vacation rental for your Greenwood getaway

Enjoy the wineries and other features of Greenwood. This city has something for everyone. 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 Greenwood

Are you searching for attractions to see while you're in town? Venture out of your cozy vacation rental and check out everything that Greenwood has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Veritas Vineyard and Winery (4.7 mi / 7.5 km)
  • Afton Mountain Vineyards (5.5 mi / 8.8 km)
  • Pippin Hill Farm & Vineyards (8.9 mi / 14.2 km)
  • Wintergreen Resort (13.2 mi / 21.2 km)
  • Trump Winery (16.8 mi / 27.1 km)
  • King Family Vineyards (2.4 mi / 3.8 km)

Exploring the natural landscape of Greenwood

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Greenwood is a great spot to appreciate mother nature. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Shenandoah National Park (17.2 mi / 27.6 km)
  • Rockfish Gap Entrance Shenandoah (4.8 mi / 7.7 km)
  • Blue Ridge Parkway North Entrance (5 mi / 8 km)
  • Carter Mountain Orchard (16.9 mi / 27.1 km)
  • Humpback Rocks (9.6 mi / 15.4 km)
  • Doyles River Falls (13.4 mi / 21.6 km)

How to get to and around Greenwood

Fly into Weyers Cave, VA (SHD-Shenandoah Valley Regional), the closest airport, located 16.1 mi (25.9 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Charlottesville-Albemarle Airport (CHO), which is 18.7 mi (30.1 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Greenwood?

Based on our research, houses are the most popular vacation rental type in Greenwood. But as you'd expect, everyone's idea of an epic stay isn't the same. Vrbo has vacation homes of all sizes, shapes and budgets, so you're sure to discover your ideal fit.

How much does it cost to rent a vacation rental in Greenwood?

Several things can influence how much you pay for a vacation rental in Greenwood, including the length of stay, type of property and season. Still, all of our vacation homes have one thing in common — incredible value. Simply enter your travel dates to find your dream escape.

How much does it cost to rent a beach house in Greenwood?

Prices for beach houses in Greenwood vary depending on the size and type of the property and when you plan to travel. Simply enter your dates of travel into Vrbo and the number of guests to view your vacation rental options and prices. From there you can use our filters to narrow your search results by ratings, amenities, nearby activities and more.

Are there pet-friendly vacation rentals in Greenwood?

Pack a tug toy and treats for your canine companion because Greenwood has four properties that throw open their doors to pets. Let your furriest pal join in on the family trip at one of our pet-friendly vacation rentals on Vrbo. Simply enter your destination and travel dates, then check our "Pets allowed" filter box.

What are popular rental amenities in Greenwood?

A chef, a barbecue grill and a sauna head the list of most popular rental amenities in Greenwood. Whether you're taking a trip by yourself, with your spouse or a bunch of friends, Vrbo can help you find a vacation home that matches your style with all the conveniences you're looking for.

Are there large group vacation rentals in Greenwood?

Yes, you can choose one of three vacation homes in Greenwood that can accommodate a group of five or more guests. From family trips to events like a friend's birthday, these stays have ample room to chill out with the people that matter the most.

Are there vacation rentals in Greenwood that welcome kids?

Greenwood has four family-friendly vacation homes. And finding a stay that welcomes little ones is easy with Vrbo's "Properties good for families" filter. As well as having the entire place to yourselves, you'll have access to perks and conveniences like multiple bedrooms, full kitchens and private pools.

What are the top attractions for families in Greenwood?

Keep your kids busy at these top family-friendly attractions in Greenwood:

  • Waynesboro Heritage Museum
  • Zeus Digital Theater
  • Shenandoah Valley Art Center

How can I find vacation rentals with air conditioning in Greenwood?

Greenwood has four vacation rentals where you'll be able to kick back in air-conditioned comfort. To locate a property on Vrbo offering this amenity, enter your dates of travel and use the filters to select the "air conditioning" box.

How old do you have to be to rent a vacation rental in Greenwood?

The minimum age requirements can differ between properties on Vrbo, so be sure to look at the rules of the vacation rental in Greenwood you're interested in. But normally, it's 16, 18 or 21.

How long can I rent a vacation rental in Greenwood for?

The length of time you can rent a vacation rental in Greenwood is down to the property. Just enter your selected dates to see a list of options offering extended stays. With plenty of features such as kitchens and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to discover the perfect place to call your home away from home in Greenwood.