Where to stay near Wintergreen?

Our 2020 accommodation listings offer a large selection of 408 holiday rentals near Wintergreen. From 233 Houses to 36 Cabins, find unique holiday homes for you to enjoy a memorable stay with your family and friends. The best place to stay near Wintergreen for a long holiday or a weekend break is on HomeAway.

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

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

  • Chestnut Springs: 163 holiday homes
  • Pedlars Edge: 125 holiday homes
  • Laurel Ridge: 139 holiday homes
  • Deer Springs: 159 holiday homes
  • Treeloft: 153 holiday homes

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

What are the most popular points of interest and landmarks to stay near when travelling to Wintergreen? offers a large selection of holiday homes near great places in Wintergreen. From travellers, the most popular points of interest to stay near are:

  • Raven's Roost Overlook: 467 holiday rentals
  • Barren Ridge Vineyards: 451 holiday rentals
  • R.R. Smith Center for History & Art: 391 holiday rentals
  • Gypsy Hill Park: 389 holiday rentals
  • James River State Park: 62 holiday rentals

But there are many other points of interest around Wintergreen listed on 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 Wintergreen?

Yes, of course. offers 233 Houses in Wintergreen. Our other popular types of Wintergreen holiday rentals include:

  • Cabins: 36 holiday houses
  • Condos/Apartments: 153 holiday houses
  • Cottages: 36 holiday houses

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

Can I find a holiday accommodation with pool in Wintergreen?

Yes, you can select your preferred holiday accommodation with pool among our 237 holiday homes with pool available in Wintergreen. Please use our search bar to access the selection of holiday rentals available.