Discover a selection of 500 vacation rentals in South Woodstock 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 private pools. Prices start at $169 per night, and houses and condos are popular options for a stay in South Woodstock. Either way, you'll find a rental for everyone's needs.
Top rated rentals — South Woodstock
Destination guide

Head to the friendly city of South Woodstock

Learn about the unique charm of South Woodstock with a stay in a private vacation home. Travelers like the bars, restaurants and horseback riding in this welcoming and romantic city. Killington Resort and Okemo Mountain Resort are just a couple of the must-sees in the area. Many of our vacation rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.


Activities and attractions in South Woodstock

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

  • Killington Resort (12.7 mi / 20.5 km)
  • Okemo Mountain Resort (13.3 mi / 21.4 km)
  • Union Arena Community Center (3.9 mi / 6.2 km)
  • Suicide Six Ski Area (7.6 mi / 12.2 km)
  • Sugarbush Farm (8.8 mi / 14.2 km)
  • Quechee Ski Hill (9.2 mi / 14.8 km)
Natural features

Exploring the natural features in South Woodstock

Whether you're an outdoor enthusiast or just want to appreciate the scenery, South Woodstock is a great place to get outside. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Billings Park and Trail (5.2 mi / 8.4 km)
  • Mount Tom Peak (5.3 mi / 8.5 km)
  • Marsh-Billings-Rockefeller National Historical Park (5.5 mi / 8.8 km)
  • Coolidge State Park (6.7 mi / 10.9 km)
  • Path of Life Garden (8.6 mi / 13.8 km)
  • Camp Plymouth State Park (8.7 mi / 14 km)
How to get there

How to get to and around South Woodstock

The nearest airport is in Lebanon, NH (LEB-Lebanon Municipal), located 13.5 mi (21.8 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Springfield, VT (VSF-Hartness State), which is 14.9 mi (24 km) away.

How many vacation rentals are available around South Woodstock?

Our 2021 property listings offer a large selection of 532 vacation rentals around South Woodstock. From 280 house rentals to 184 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in South Woodstock?

Yes, of course. Vrbo has 280 Houses in South Woodstock. Our other popular types of vacation rentals in South Woodstock include:

  • Condos/Apartments: 184 rentals available
  • Cabins: 47 rentals available
  • Villas: 4 rentals available

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

Can I find a vacation rental with pool in South Woodstock?

Yes, you can select your preferred vacation rental with pool among our 242 vacation rentals with pool available in South Woodstock. Please use our search bar to access the selection of vacation rentals available.