Discover a selection of 121 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 kitchens and WiFi. Prices start at $138 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.
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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 2020 property listings offer a large selection of 121 vacation rentals around Madison. From 45 cabin rentals to 45 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to Madison?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Madison:

  • Belmont: 59 vacation rentals
  • North Downtown: 65 vacation rentals
  • Venable: 33 vacation rentals
  • Fry's Spring: 25 vacation rentals
  • Woolen Mills: 42 vacation rentals

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

What are the popular point of interests near where I can stay when traveling to Madison?

Vrbo offers a large selection of vacation rentals near lovely places in Madison. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Early Mountain Vineyards: 180 vacation rentals
  • Sweely Estate Winery: 180 vacation rentals
  • Luray Caverns: 532 vacation rentals
  • Shenandoah Caverns: 338 vacation rentals
  • Downtown Mall: 285 vacation rentals

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

Can I rent Cabins in Madison?

Yes, of course. Vrbo has 45 Cabins in Madison. Our other popular types of vacation rentals in Madison include:

  • Houses: 45 rentals available
  • Cottages: 45 rentals available
  • Bungalows: 45 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 33 vacation rentals with pool available in Madison. Please use our search bar to access the selection of vacation rentals available.