Discover a selection of 500 vacation rentals in Woodstock, VA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at null per night, and cabins and houses are popular options for a stay in Woodstock. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Woodstock
Destination guide

The friendly area of Woodstock awaits your stay

Experience the unique character of Woodstock with a stay in a vacation home rental. Well known for its restaurants, shopping and hiking, this welcoming city won't disappoint. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.


Activities and attractions in Woodstock

Do you want to discover attractions to see during your stay? Venture out of your cozy vacation rental and check out everything that makes Woodstock a one-of-a-kind vacation spot. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Shenandoah County Fairgrounds (1.6 mi / 2.5 km)
  • Shenandoah Vineyards (3.5 mi / 5.7 km)
  • North Mountain Vineyard and Winery (4.7 mi / 7.5 km)
  • Wolf Gap Vineyard (7.2 mi / 11.6 km)
  • Cave Ridge Vineyard (9 mi / 14.5 km)
  • Kindred Pointe Winery (9.3 mi / 15 km)
Natural features

Exploring the natural landscape of Woodstock

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Woodstock is a great spot to appreciate mother nature. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Luray Caverns (15.9 mi / 25.6 km)
  • W.O. Riley Park (1.1 mi / 1.8 km)
  • Natural Art Garden Center (6.9 mi / 11.1 km)
  • Hupp's Hill Civil War Park (12.3 mi / 19.8 km)
  • Shenandoah River State Park (12.6 mi / 20.3 km)
  • Shenandoah Caverns (14.3 mi / 23 km)
How to get there

Traveling to and around Woodstock

The nearest airport is in Weyers Cave, VA (SHD-Shenandoah Valley Regional), located 47.8 mi (76.9 km) from the city center.

How many vacation rentals are available around Woodstock, VA?

Our 2022 property listings offer a large selection of 594 vacation rentals around Woodstock. From 311 cabin rentals to 502 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Cabins in Woodstock?

Yes, of course. Vrbo has 311 Cabins in Woodstock. Our other popular types of vacation rentals in Woodstock include:

  • Houses: 502 rentals available
  • Cottages: 295 rentals available
  • Bungalows: 295 rentals available

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

Can I find a vacation rental with pool in Woodstock?

Yes, you can select your preferred vacation rental with pool among our 61 vacation rentals with pool available in Woodstock. Please use our search bar to access the selection of vacation rentals available.