Discover a selection of 86 holiday rentals in Greenwood, VA, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at £ 53 per night, and houses and flats & apartments are popular options for a stay in Greenwood. Either way, you'll find a rental for everyone's needs.
Destination guide

Find the perfect holiday rental for your Greenwood getaway

Enjoy the wineries and other features of Greenwood. This city has something for everyone. Monticello and Scott Stadium are just a couple of the must-see attractions in the area. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.


Sightseeing in and around Greenwood

Do you want to discover attractions to see while you're in the area? Venture out of your holiday home and experience everything that makes Greenwood a one-of-a-kind holiday spot. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Pollak Vineyards (1 mi / 1.5 km)
  • Valley Road Vineyards (2.9 mi / 4.6 km)
  • King Family Vineyards (2.9 mi / 4.7 km)
  • Veritas Vineyard and Winery (4 mi / 6.4 km)
  • Cardinal Point Vineyard and Winery (4.2 mi / 6.8 km)
  • Wildlife Center of Virginia (7.6 mi / 12.2 km)
Natural features

Exploring the natural landscape of Greenwood

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Greenwood is a great place to get outside. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Rockfish Gap Entrance Shenandoah (4.4 mi / 7.1 km)
  • Blue Ridge Parkway North Entrance (4.5 mi / 7.3 km)
  • Viette's Gardens (11.1 mi / 17.8 km)
  • Doyles River Falls (14.4 mi / 23.1 km)
  • Sherando Lake Recreation Area (15.2 mi / 24.4 km)
  • Grand Caverns (15.4 mi / 24.8 km)
How to get there

Transport options to and around Greenwood

The nearest airport is in Weyers Cave, VA (SHD-Shenandoah Valley Regional), located 16.8 mi (27.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Charlottesville, VA (CHO-Charlottesville-Albemarle), which is 19.2 mi (31 km) away.

Can I find a vacation rental around Greenwood?

Yes, our 2020 property listings offer a large selection of 86 vacation rentals near Greenwood. From 61 houses to 9 flats & apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Greenwood for a holiday or a weekend are on Vrbo.

What is the best area to stay when traveling to Greenwood?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Greenwood:

  • Deer Springs: 155 vacation rentals
  • Venable: 26 vacation rentals
  • North Downtown: 71 vacation rentals
  • Fifeville: 42 vacation rentals
  • Pedlars Edge: 121 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Greenwood?

Vrbo UK offers a large selection of vacation rentals near lovely places in Greenwood. From Vrbo UK travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Pollak Vineyards: 596 vacation rentals
  • Rotunda: 268 vacation rentals
  • Raven's Roost Overlook: 459 vacation rentals
  • Pippin Hill Farm & Vineyards: 606 vacation rentals
  • Staunton Station: 387 vacation rentals

But there are many other points of interest around Greenwood listed on Vrbo UK where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Greenwood?

Yes, of course. Vrbo UK has 61 Houses in Greenwood. Our other popular types of vacation rentals in Greenwood include:

  • Flats: 9 rentals available
  • Cabins: 14 rentals available
  • Cottages: 14 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Studios and more.

Can I find a vacation rental with pool in Greenwood?

Yes, you can select your preferred vacation rental with pool among our 13 vacation rentals with pool available in Greenwood. Please use our search bar to access the selection of vacation rentals available.