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.

How many holiday rentals are available around Greenwood?

Our 2019 accommodation listings offer a large selection of 70 holiday lettings around Greenwood. From 44 Houses to 8 Flats, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

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

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday accommodations for a long holiday or just a weekend break in Greenwood:

  • Venable: 34 holiday homes
  • Belmont: 54 holiday homes
  • Barracks Rugby: 23 holiday homes
  • Chestnut Springs: 158 holiday homes
  • North Downtown: 62 holiday homes

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

What are the most popular points of interest and landmarks to stay near when travelling to Greenwood?

HomeAway offers a large selection of holiday accommodations near great places in Greenwood. From HomeAway travellers, the most popular points of interest to stay near are:

  • Pollak Vineyards: 582 holiday lettings
  • Rotunda: 274 holiday lettings
  • Staunton Station: 361 holiday lettings
  • Charlottesville Ice Park: 292 holiday lettings
  • Swannanoa Palace: 465 holiday lettings

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

Can I rent Houses in Greenwood?

Yes, of course. HomeAway offers 44 Houses in Greenwood. Our other popular types of Greenwood holiday rentals include:

  • Flats: 8 self catering accommodations
  • Cabins: 5 self catering accommodations
  • Cottages: 5 self catering accommodations

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

Can I find a holiday accommodation with pool in Greenwood?

Yes, you can select your preferred holiday accommodation with pool among our 12 holiday homes with pool available in Greenwood. Please use our search bar to access the selection of holiday rentals available.