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Madison vacation rentals

We found 64 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 16 homes and other vacation rentals in Madison that are perfect for your trip. Whether you're staying in a vacation rental with friends, family, or just with your pet, you'll find the best amenities for hanging out with the people that matter most, including WiFi and parking. You'll be able to choose a rental for everyone's needs, including places that are non-smoking or accessible.

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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. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Madison

Are you hoping to find things to do in the area? Venture out of your cozy vacation rental and check out everything that makes Madison a fun spot to vacation. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Early Mountain Vineyards (3.5 mi / 5.6 km)
  • Barboursville Vineyards (15.3 mi / 24.6 km)
  • Keswick Vineyards and Winery (20.9 mi / 33.6 km)
  • Yogi Bear's Jellystone Park (21.5 mi / 34.5 km)
  • Massanutten Water Park (24.3 mi / 39.2 km)
  • Horton Vineyards (15 mi / 24.1 km)

Exploring the natural landscape of Madison

Whether you're an active traveler or just want to appreciate the scenery, Madison is a great place to get out in nature. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Shenandoah National Park (23.7 mi / 38.1 km)
  • Old Rag Mountain (12.2 mi / 19.7 km)
  • Dark Hollow Falls (13.1 mi / 21.1 km)
  • Rose River Falls (13.3 mi / 21.3 km)
  • Swift Run Gap Entrance Shenandoah (15.7 mi / 25.2 km)
  • Stony Man (16.3 mi / 26.3 km)

How to get to and around Madison

Fly into Charlottesville-Albemarle Airport (CHO), the closest airport, located 19.5 mi (31.5 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is 35.7 mi (57.5 km) away.

Frequently asked questions

What is the best area to stay in Madison when booking a vacation rental?

Graves Mill is one of the most sought-after neighborhoods where you'll find a vacation home in Madison. Have a look at our collection of relaxing stays and then get ready to experience the best of this destination.

What is the most popular type of vacation rental accommodation in Madison?

Chateaus are the most popular type of vacation rental in Madison, according to our data. Even if you've got something different in mind, Vrbo has vacation homes in a variety of sizes and shapes. Browse our many options to find your ideal fit.

How much does it cost to rent a vacation rental in Madison?

Season, property type and length of stay are some of the things that can influence the price of a vacation home. Simply add your travel dates to find your ideal fit. From comfy cabins to expansive luxury villas, all Vrbo vacation rentals offer amazing value.

How much does it cost to rent a beach house in Madison?

The average price for a vacation home close to the beach in Madison depends on when you'll be there and the type and size of property you want. You can easily and quickly find prices on Vrbo by entering your destination and travel dates. Then use our filters to choose the number of bedrooms and amenities that you prefer, like a pool, WiFi and air conditioning.

Are there pet-friendly vacation rentals in Madison?

Pack up a suitcase for the pooch in your life because Madison has two stays that roll out the welcome mat to pets. Let your four-legged friend join in with the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your destination and dates, then check our "Pets allowed" filter box.

What are popular rental amenities in Madison?

Mountain views, a fireplace and a garden top the list of most popular rental amenities in Madison. Whether you're taking to the road as a party of one, with your other half or a group of best friends, Vrbo will help you find a vacation rental that matches your tastes with all the features you're looking for.

Are there vacation rentals in Madison that welcome kids?

Gather your whole crew for an epic adventure in Madison at one of our two family-friendly vacation homes. These stays come with amenities that are just perfect for getaways with the kids, such as dining rooms, bunk beds and entertainment units. Just click on the "Properties good for families" filter box and pick your favorite option.

Are there vacation rentals with WiFi in Madison?

You'll have a choice of two vacation rentals with WiFi in Madison. If you want to disconnect from daily life during your break, but still want to be connected to the web, these getaways are just what you need. Narrow your search by applying the WiFi filter on Vrbo.

How can I find vacation rentals with air conditioning in Madison?

Madison has two vacation rentals where you can chill out in air-conditioned comfort. To book a stay on Vrbo that has this amenity, enter your preferred travel dates and use the handy filters to select the "air conditioning" box.

How old do you have to be to rent a vacation rental in Madison?

The minimum age is usually 16, 18 or 21. It can differ from one property to another on Vrbo, so look at the rules of your chosen Madison stay before booking your trip.

How long can I rent a vacation rental in Madison for?

It's down to the Madison property. To see a list of options offering extended stays, simply type your dates and number of guests into the Vrbo search page. Look forward to having the entire place to yourself, along with home comforts such as a fully-equipped kitchen and an outdoor space where the kids can burn off energy. Keep your eyes peeled for any long-term stays that offer discounted weekly or monthly prices.

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