Discover a selection of 124 vacation rentals in Madison, 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 $125 per night, and cabins and houses are popular options for a stay in Madison. Either way, you'll find a rental for everyone's needs.
AsyncDestinationUrgency
Top rated rentals — Madison
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
Destination guide

Why people love visiting rustic Madison

Enjoy the history and other features of Madison. This relaxing and scenic city entices travelers with its hiking and mountain views. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities

Activities and attractions in and around Madison

Are you looking for things to do while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Madison a fun spot to vacation. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Early Mountain Vineyards (3.4 mi / 5.5 km)
  • Reynard Florence Vineyard (14.9 mi / 23.9 km)
  • Kilaurwen Winery (15.4 mi / 24.8 km)
  • Wisteria Farm and Vineyard (15.4 mi / 24.8 km)
  • Jordan Hollow Stables (16.1 mi / 25.9 km)
  • Horton Vineyards (16.3 mi / 26.3 km)
Natural features

Exploring the natural features in Madison

Whether you're looking for adventure or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Madison. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Luray Caverns (20.9 mi / 33.7 km)
  • Bearfence Mountain (9.8 mi / 15.8 km)
  • Dark Hollow Falls (10.7 mi / 17.2 km)
  • Swift Run Gap Entrance Shenandoah (13.6 mi / 22 km)
  • Stony Man (14.4 mi / 23.2 km)
  • Thorton Gap Entrance Shenandoah (18.3 mi / 29.4 km)
How to get there

Transportation to and around Madison

The nearest airport is in Charlottesville, VA (CHO-Charlottesville-Albemarle), located 19.6 mi (31.5 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is 33.9 mi (54.5 km) away.

How many vacation rentals are available around Madison, VA?

Our 2021 property listings offer a large selection of 124 vacation rentals around Madison. From 47 cabin rentals to 97 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 Madison?

Yes, of course. Vrbo has 47 Cabins in Madison. Our other popular types of vacation rentals in Madison include:

  • Houses: 97 rentals available
  • Cottages: 46 rentals available
  • Bungalows: 46 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 Madison?

Yes, you can select your preferred vacation rental with pool among our 24 vacation rentals with pool available in Madison. Please use our search bar to access the selection of vacation rentals available.