Madison holiday lettings

We found 92 holiday rentals — enter your dates for availability

Discover a selection of 41 homes, 19 apartments and other holiday rentals in Madison that are perfect for your trip. Holiday rentals provide the amenities that you need and want for your stay with friends, family or just your pet, such as air conditioning and cable TV. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Madison

Showing deals for:10 Jul - 17 Jul

Image gallery for Newly renovated, walkable, historic 4-bedroom house in bustling Madison.

Exterior
10 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)

Newly renovated, walkable, historic 4-bedroom house in bustling Madison.

Madison

8% off
Price is £1,767
for 7 nights, 1 home
£252 per night
includes taxes & fees
Newly renovated, walkable, historic 4-bedroom house in bustling Madison.

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, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Delight in the riverfront landscape of Madison

The area's history and festivals are just some of the reasons to come on holiday to Madison. This city's casino gaming, riverfront and shopping draw many visitors. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Madison

Are you hoping to find attractions to see while you're in town? Venture out of your holiday home and experience everything that makes Madison a one-of-a-kind holiday spot. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • The Ridge Winery Tasting Room (20.3 mi / 32.7 km)
  • Sunrise Falls Golf Course (2.2 mi / 3.5 km)
  • Westwood Golf Course (23 mi / 37 km)
  • Belterra Golf Course (23.6 mi / 38 km)
  • Thomas Family Winery (0.1 mi / 0.2 km)
  • Lanthier Winery (0.4 mi / 0.7 km)

Exploring the natural landscape of Madison

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Madison is a great place to get outside. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • General Butler State Resort Park (12.9 mi / 20.8 km)
  • Hardy Lake (17.2 mi / 27.7 km)
  • Muscatatuck County Park (22.8 mi / 36.7 km)
  • Ohio River Valley (25.6 mi / 41.2 km)
  • Muscatatuck National Wildlife Refuge (26.7 mi / 43 km)
  • Krueger Lake (6.4 mi / 10.3 km)

Transport options to and around Madison

Fly into Louisville International Airport (SDF), the closest airport, located 42.7 mi (68.8 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into Cincinnati-Northern Kentucky Int'l Airport (CVG), which is 44.7 mi (71.9 km) away.

Frequently asked questions

What is the best area to stay in Madison when booking a holiday rental?
When considering a holiday rental in Madison, Indiana, the Downtown area is one of the best choices. This vibrant neighbourhood is steeped in history and charm, showcasing beautifully preserved 19th-century architecture that creates a picturesque backdrop for your stay. In Downtown Madison, you'll find a variety of properties, including charming bed and breakfasts, historic inns, and modern apartments, suiting different tastes and budgets.

One of the top attractions in this area is the Lanier Mansion State Historic Site, which offers visitors a glimpse into the opulent lifestyle of the 19th century with its stunning architecture and picturesque gardens. Additionally, the Riverfront Park provides a lovely space for leisurely walks along the Ohio River, complete with picnic areas and scenic views, making it a great spot to unwind.

Another appealing neighbourhood is the historic district, which boasts an array of quaint shops, cafes, and art galleries. Here, you can immerse yourself in local culture while enjoying the friendly atmosphere.
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, holiday houses are the most popular type of holiday rental, with around 144 available throughout the area. These properties typically offer spacious living areas, multiple bedrooms, fully equipped kitchens, and outdoor spaces great for socialising or relaxing after a day of exploring. Many are situated near the scenic waterfront, providing easy access to recreational activities.

Apartments also feature prominently, with about 60 units scattered across the town, often in convenient locations close to local shops and restaurants. These apartments generally include essential amenities such as kitchens, comfortable seating areas, and sometimes balconies for enjoying the surroundings.

For those seeking a more rustic experience, there are approximately 36 cabins and 12 cottages available, ideal for a tranquil getaway. These rentals often come with unique character, outdoor fire pits, and proximity to nature, making them great for a peaceful retreat.
Are there any family house rentals in Madison?
In Madison, Indiana, there are some family-friendly house rentals available, with around 28 options to choose from. This charming town, known for its historic architecture and beautiful riverfront, offers a variety of accommodations suitable for families. Many of these properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces great for children to play.

Visitors can explore nearby attractions such as the scenic Clifty Falls State Park, which is great for hiking and enjoying nature, or take a leisurely stroll along the Ohio River.
Can I rent a holiday home with a pool or hot tub in Madison?
In Madison, Indiana, there are several holiday homes available for rent that feature pools and hot tubs, making it an appealing destination for travellers looking to relax by the water. The picturesque town, located along the Ohio River, offers a variety of neighbourhoods where these properties can be found, often providing a mix of modern amenities and charming historic character.

Many of the rentals come with private pools, hot tubs, spacious outdoor areas, and fully equipped kitchens, great for families or groups seeking comfort and convenience during their stay. Travellers can also expect amenities such as Wi-Fi, air conditioning, and outdoor dining spaces, enhancing the overall experience.
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, Indiana, there are several pet-friendly house rentals available, offering a variety of amenities and comfortable accommodations for travellers with pets. Many of these properties come equipped with essentials such as spacious kitchens, outdoor areas, and living spaces designed for relaxation, ensuring a pleasant stay for both guests and their furry companions.

The charming downtown area of Madison features a rich historical backdrop, where visitors can enjoy local shops, cafes, and restaurants that often welcome pets in outdoor seating areas. Additionally, the nearby Clifty Falls State Park provides excellent opportunities for outdoor activities, with trails and scenic views that are great for walks with pets.
Are there any remote work holiday rentals in Madison?
In Madison, Indiana, there is a substantial selection of remote work holiday rentals available, with around 200 options to choose from. This charming town, known for its historic architecture and scenic riverfront, provides an ideal backdrop for both work and leisure. Many of the properties are equipped with essential amenities for remote work, including free Wi-Fi, dedicated laptop workspaces, and comfortable living areas that promote productivity.

Travellers can expect a variety of accommodations, from modern apartments to quaint houses, often featuring fully equipped kitchens for preparing meals and common areas designed for relaxation after a busy day. The picturesque downtown area offers local shops, cafes, and parks, making it easy to take breaks and enjoy the vibrant community. 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, popular holiday rental amenities include kitchens, which allow guests to prepare their own meals, making stays more convenient and enjoyable. Many properties also feature onsite parking, providing easy access for those travelling by car. For a relaxing experience, rentals often come equipped with coffee and tea makers, great for enjoying a warm beverage on the patio or deck. Additionally, outdoor spaces such as decks or patios are common, offering guests a pleasant area to unwind and take in the surrounding scenery.
When is the best time to visit Madison for a holiday rental?
The peak season for visiting Madison, Indiana, spans from May to July, with July being the most popular month for holiday rentals. This vibrant time attracts many travellers eager to enjoy the warm summer days while exploring the charming waterfront and participating in local festivals. With temperatures typically ranging from the mid-teens to low 30s Celsius, the pleasant weather allows for outdoor activities such as boating, fishing, and picnicking by the river.

During these months, visitors can engage in the lively option of the town, with various events and activities that cater to travellers. The beautiful scenery surrounding Lake Michigan and the historic downtown area provides ample opportunities for sightseeing and relaxation.

For those looking for a more budget-friendly option, consider visiting in November. This month offers a quieter experience, where you can appreciate the serenity of Madison as the fall colours fade. It's a great time to explore the local shops and restaurants without the crowds, allowing for a more intimate connection with the town.

Ultimately, the best time to book a holiday rental in Madison depends on your preferences for lively summer adventures or a more serene autumn experience.
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.
What are the top attractions in Madison?
In Madison, Indiana, visitors can enjoy a variety of attractions that highlight the town's rich history and scenic beauty. The Historic District, with its charming 19th-century architecture, offers a delightful backdrop for strolls and is home to the Lanier Mansion State Historic Site, where guests can learn about the region's past. The nearby Madison Riverfront Park features picturesque views of the Ohio River, making it great for picnics or leisurely walks.

For those interested in nature, Clifty Falls State Park provides stunning waterfalls and hiking trails, ideal for outdoor enthusiasts. The park is just a short drive from the town and offers a tranquil escape into nature. Additionally, the Madison Art Club showcases local artists and hosts various exhibits throughout the year, adding a cultural touch to the visitor experience.
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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

More holiday ideas