Photo by Phil Martin

Madison holiday homes

We found 64 holiday 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 holiday rentals in Madison that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll find the best amenities for hanging out with the people that matter most, including air conditioning and Wi-Fi. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Why people love visiting rustic Madison

Enjoy the history and other features of Madison. This relaxing and scenic city entices travellers with its hiking and mountain views. A holiday 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 attractions to visit while you're in town? Venture out of your holiday home and check out everything that makes Madison a fun place to get away to. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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 traveller or just want to appreciate the scenery, Madison is a great place to get outside. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • 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, VA (CHO-Charlottesville-Albemarle), the closest airport, located 19.5 mi (31.5 km) from the city centre. If you can't find a flight that works for your travel itinerary, 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 holiday home?

Graves Mill is one of the most sought-after neighbourhoods where you'll find a holiday 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 holiday home accommodation in Madison?

Chateaus are the most popular type of holiday home in Madison, according to our data. Even if you've got something different in mind, Bookabach has holiday 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 holiday home in Madison?

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

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

The average price for a holiday 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 Bookabach 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 holiday homes 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 holiday homes on Bookabach. Simply enter your destination and dates, then check our "Pets allowed" filter box.

What are popular home amenities in Madison?

Mountain views, a fireplace and a garden top the list of most popular home 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, Bookabach will help you find a holiday home that matches your tastes with all the features you're looking for.

Are there holiday homes in Madison that welcome kids?

Gather your whole crew for an epic adventure in Madison at one of our two family-friendly holiday 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 favourite option.

Are there holiday homes with WiFi in Madison?

You'll have a choice of two holiday homes 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 Bookabach.

How can I find holiday homes with air conditioning in Madison?

Madison has two holiday homes where you can chill out in air-conditioned comfort. To book a stay on Bookabach 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 holiday home in Madison?

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

How long can I rent a holiday home 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 Bookabach 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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