Madison holiday lettings

We found 10 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Madison to find one that's perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the amenities that you need and want, such as air conditioning and a TV. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

Find out more about Madison

Find out more about Madison

Head to the friendly city of Madison

Learn about the unique charm of Madison with a stay in a holiday home rental. Well known for its restaurants, football games and camping, this welcoming city won't disappoint. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Madison

Do you want to find attractions to visit in the city? Venture out of your holiday home and experience everything that makes Madison a one-of-a-kind holiday spot. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Wild Adventures (18.1 mi / 29.2 km)
  • Kinderlou Forest Golf Club (23.7 mi / 38.1 km)
  • Francis Lake Golf Club (19.3 mi / 31 km)
  • Taylor County Sports Complex (25.6 mi / 41.2 km)

Exploring the natural landscape of Madison

Whether you're an active traveller or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Madison. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Yogi Bear's Jellystone Park (5.7 mi / 9.2 km)
  • Cherry Lake (10.2 mi / 16.4 km)
  • Suwannee River State Park (16 mi / 25.8 km)
  • Lake Frances Recreation Area (0.3 mi / 0.5 km)
  • Gibson Park (19.1 mi / 30.8 km)
  • Allen Mill Pond Spring (23.5 mi / 37.8 km)

Transport to and around Madison

The nearest airport is in Valdosta, GA (VLD-Valdosta Regional), located 23.3 mi (37.5 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Thomasville, GA (TVI-Thomasville Regional), which is 40.6 mi (65.4 km) away.

If you prefer train travel, you can make your way to Madison Station.

Frequently asked questions

What is the best area to stay in Madison when booking a holiday rental?
When considering a holiday rental in Madison, Florida, a great area to stay is the vibrant downtown district. This charming neighbourhood offers a delightful mix of historic architecture and modern amenities, making it an appealing choice for visitors. With a variety of properties available, ranging from quaint cottages to more spacious rentals, you are likely to find something that suits your needs.

In downtown Madison, you can easily explore local attractions such as the beautiful Madison County Courthouse, which showcases stunning architectural details and serves as a lovely backdrop for photographs. Additionally, the nearby Madison Blue Spring State Park is a must-visit for nature enthusiasts, offering opportunities for swimming, picnicking, and hiking in a picturesque setting.

Another excellent area to consider is the outskirts of Madison, where you can enjoy a more serene environment while still being close to the action. This region is great for those seeking a peaceful retreat, with properties often set on larger lots surrounded by nature. Visitors can take advantage of nearby attractions such as the historic site of the Four Freedoms Monument or venture a bit further to explore the scenic Suwannee River.
How much does it cost to rent a holiday home in Madison?
Prices for holiday rentals in Madison vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Madison to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Madison holiday house rentals?
You can find great discounts on house rentals in Madison on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of holiday rental accomodation in Madison?
In Madison, a variety of holiday rental accommodations are available, with mobile homes, holiday houses, cottages, and condos being the most common types. Many of these rentals are situated in peaceful neighbourhoods, offering a relaxed atmosphere for visitors. Typically, guests can expect amenities such as fully equipped kitchens, comfortable living areas, and outdoor spaces for dining or lounging. For those looking for a home-like experience, the holiday houses and cottages often feature multiple bedrooms and private gardens, making them well-suited for families or larger groups.
Are there any family house rentals in Madison?
In Madison, Florida, there are several family-friendly house rentals available, making it an appealing destination for those looking to enjoy some quality time together. The area is known for its charming, small-town atmosphere, with properties often featuring spacious living rooms, fully equipped kitchens for preparing family meals, and outdoor areas where children can play.
Can I rent a holiday home with a pool or hot tub in Madison?
In Madison, Florida, there are several holiday homes available for rent that include pools and hot tubs, making it a delightful destination for travellers seeking relaxation. The area offers a mix of properties, ranging from charming single-family homes to larger estates, often located in tranquil neighbourhoods.
Can I find long-stay holiday rentals in Madison?
A long-stay holiday rental in Madison is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Madison?
In Madison, Florida, there are several pet-friendly house rentals available that cater to travellers looking to enjoy the area's charm. Many of these properties come equipped with essential amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces ideal for pets.
Are there any remote work holiday rentals in Madison?
In Madison, Florida, there are several remote work holiday rentals available, making it a great choice for those looking to combine work and leisure. Properties in this area typically offer amenities such as reliable Wi-Fi, dedicated desks, and laptop workspace, ensuring a comfortable environment for productivity. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Madison holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Madison with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Madison?
In Madison, holiday rentals frequently feature a variety of amenities that enhance the guest experience. Most properties include a well-equipped kitchen, complete with cookware, dishware, and utensils, allowing guests to prepare their own meals. Additionally, you'll find essential appliances such as microwaves, refrigerators, and stovetops in many rentals. These amenities make it convenient for travellers to enjoy a home-cooked meal after exploring the local attractions.
How early should I book a Madison holiday rental?
Book your Madison holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Madison home rental booking on Vrbo?
To find Madison holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Madison holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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