Madison holiday rentals

We found 14 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.

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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:

  • 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)
  • Suwannee River State Park (16 mi / 25.8 km)
  • Lake Frances Recreation Area (0.3 mi / 0.5 km)
  • Cherry Lake (10.2 mi / 16.4 km)
  • Barber Park (25.7 mi / 41.3 km)
  • Gibson Park (19.1 mi / 30.8 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 popular area to stay is near the historic downtown district. This charming neighbourhood is not only picturesque but also offers a delightful mix of local shops, eateries, and cultural attractions. Staying here gives you easy access to the iconic Madison County Courthouse and the nearby Four Freedoms Park, where you can enjoy leisurely walks and scenic views.Additionally, the downtown area boasts a range of properties, from quaint cottages to more modern accommodations, suiting various preferences and budgets. Another appealing option is the area surrounding the lush and expansive Lake Frances. This tranquil setting not only provides beautiful views but also offers opportunities for outdoor activities like fishing and picnicking.
What is the most popular type of holiday rental accomodation in Madison?
In Madison, the most popular types of holiday rental accommodations include mobile homes, cottages, condos, and holiday houses, with several options available in each category. These rentals are typically situated in tranquil neighbourhoods, providing a peaceful retreat for visitors. Expect mobile homes and cottages to feature essential amenities like kitchen facilities, comfortable living spaces, and outdoor areas for relaxation. Condos often come with additional perks such as shared pools and fitness centres, while holiday houses tend to offer more space, multiple bedrooms, and private gardens, great for families or groups looking for a home away from home.
Are there any family house rentals in Madison?
In Madison, Florida, there are several family-friendly house rentals available, providing a great base for exploring the charming town and its surroundings. Visitors can find properties in neighbourhoods that offer spacious living areas, full kitchens for preparing family meals, and outdoor spaces for children to play. Many homes also come equipped with amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay.The local area is known for its picturesque parks and natural beauty, making it an ideal spot for families seeking outdoor activities. Nearby attractions include the scenic Madison Blue Spring State Park, where families can enjoy swimming and picnicking.
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 come with pools or hot tubs. This quaint town offers a variety of properties that cater to those looking to relax and enjoy some leisure time. Many rentals feature private swimming pools, outdoor patios, and amenities that make for a comfortable stay, such as fully equipped kitchens and spacious living areas.The local area is known for its charming atmosphere and proximity to natural attractions, making it a peaceful retreat for families or groups.
Are there any remote work holiday rentals in Madison?
In Madison, Florida, there are several remote work holiday rentals available, with around 12 options to choose from. Many of these properties are well-equipped to cater to the needs of remote workers, offering amenities such as free Wi-Fi in rooms and reliable internet services. Comfortable living spaces are often complemented by dedicated work areas, allowing for a productive environment.The town itself is known for its charming historic district and proximity to outdoor activities, including fishing and hiking. Travellers can also enjoy local parks and community events, providing a nice balance of work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Madison?
In Madison, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals during their stay. Many properties also feature coffee and tea makers for a comforting start to the day. Outdoor spaces such as decks or patios are common, providing a pleasant area to relax in the fresh air. Dining areas are typically included, making it easy for families or groups to share meals together. Additionally, onsite parking is available at most rentals, ensuring convenience for those travelling by car.
When is the best time to visit Madison for a holiday rental?
The best time to visit Madison, Florida, for a holiday rental is during September, as it marks the end of the peak travel season, which runs from July to September. This month offers a delightful blend of warm temperatures and fewer crowds, making it an ideal time for those looking to enjoy outdoor activities and explore the local charm without the hustle and bustle.In September, visitors can expect pleasant temperatures ranging from the mid-teens to low 30s Celsius. The warm weather encourages outdoor exploration, whether you're strolling through the picturesque parks, fishing on the scenic lakes, or simply enjoying the vibrant flora that flourishes in this part of Florida.For those looking for more budget-friendly options, December is a great choice. While it may be considered the low season, this month offers a quieter atmosphere, allowing you to enjoy the tranquillity of Madison. You can take leisurely walks through the charming town, visit local shops, and savour seasonal events without the rush of peak tourist crowds.Ultimately, the best time for you to book a holiday rental in Madison depends on your preferences. If you enjoy a lively option with plenty of activities, September is perfect. However, if you prefer a more relaxed experience with the charm of the off-season, consider December for a peaceful getaway.
What are the top attractions in Madison?
In Madison, Florida, visitors can explore several attractions that highlight the area's natural beauty and historical significance. The Madison Blue Spring State Park is a popular spot, offering picturesque spring views, swimming opportunities, and hiking trails. This park is a great place for outdoor activities and enjoying the local wildlife.The historic downtown area features charming buildings and quaint shops, where visitors can learn about the town's rich history. The Four Freedoms Park, located nearby, provides a lovely setting with picnic areas and scenic views, making it ideal for relaxation.For those interested in history, the North Florida Community College has a small museum that showcases local heritage. Additionally, the nearby Suwannee River offers opportunities for canoeing and fishing, making it a great spot for nature enthusiasts.
Are all fees included in the Madison holiday homes prices shown on Stayz?
Stayz 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.
Are there any Madison holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Madison holiday homes?
You can find great discounts on holiday homes in Madison on Stayz, 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.
Can I change or cancel my Madison holiday home booking on Stayz?
To find Madison holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Madison?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Madison holiday home?
Book your Madison holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Madison?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Madison to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.