Madison holiday rentals

We found 93 holiday rentals — enter your dates for availability
Discover a selection of 45 homes, 13 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:18 Dec - 25 Dec

Completely Remolded kitchen Custom built Amish cabinets All new appliances
There is nothing like sitting on the porch and watching the wildlife
The breezeway Is a great place to sit and drink coffee, play a game of checkers
Exterior
Exceptional
(332 reviews)

Sonshine Cabin is your own private park. With wildlife or a hike to the creek.

Madison

8% off
AU$2,089
for 7 nights, 1 cabin
AU$298 per night
includes taxes & fees
Sonshine Cabin is your own private park. With wildlife or a hike to the creek.
Living area
Interior
Dining
Interior
Exceptional
(20 reviews)

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

Madison

8% off
AU$3,321
for 7 nights, 1 home
AU$474 per night
includes taxes & fees
Newly renovated, walkable, historic 4-bedroom house in bustling Madison.
Front wall of windows for River watching in comfortable seating & game table
Out the back door to the upper level deck with AMAZING views & plenty of seating
Newly Remodeled kitchen. Well Stocked. New Appliances
Back deck has lots of seating and unbeatable views!
Exceptional
(28 reviews)

River Living - One Story - 2 bd/2ba - On the River - 2Blks to Main St - VIEWS

Madison

8% off
AU$2,761
for 7 nights, 1 home
AU$394 per night
includes taxes & fees
River Living - One Story - 2 bd/2ba - On the River - 2Blks to Main St - VIEWS
View in Master Bedroom, wake up the a river sunrise
Kitchen
River Sunset from front porch
View from Great room
Exceptional
(68 reviews)

River Views from Every Room! Clean Fun, Secluded, but close to town. Pool table

Madison

8% off
AU$1,818
for 7 nights, 1 home
AU$260 per night
includes taxes & fees
River Views from Every Room! Clean Fun, Secluded, but close to town. Pool table
Private kitchen
Outdoor dining
Living area
Room
Wonderful
(7 reviews)

Charming 2-bedroom house with a river view in wonderful Madison

Madison

6% off
AU$1,395
for 7 nights, 1 home
AU$199 per night
includes taxes & fees
Charming 2-bedroom house with a river view in wonderful Madison
Back bedroom with new comfortable queen bed, Roku TV and ceiling fan
Newly remodeled kitchen
Interior
Enter front foyer and door to home is on left.
Exceptional
(16 reviews)

Riverside Retreat ~ One Story ~ 3bd/2ba ~ Steps to the River & Main St

Madison

8% off
AU$2,761
for 7 nights, 1 home
AU$394 per night
includes taxes & fees
Riverside Retreat ~ One Story ~ 3bd/2ba ~ Steps to the River & Main St
Spacious comfortable living room with office area, free wifi, large Roky TV
Newly remodeled, well stocked kitchen. New Appliances
Foyer - door to home is on right. Home is a duplex - each side is 3bd/2ba
Large, well stocked, remodeled kitchen
Exceptional
(14 reviews)

Riverside Retreat 2 ~ One Story ~ 3bd/2ba ~ Steps to the River & Main St

Madison

8% off
AU$2,761
for 7 nights, 1 home
AU$394 per night
includes taxes & fees
Riverside Retreat 2 ~ One Story ~ 3bd/2ba ~ Steps to the River & Main St
Interior
Interior
Exterior detail
Bathroom
Exceptional
(5 reviews)

Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison

Madison

8% off
AU$1,310
for 7 nights, 1 apartment
AU$187 per night
includes taxes & fees
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison

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Why visit Madison

  • Historic Landmarks: Discover beautifully preserved heritage buildings that reflect the city's rich history.
  • Scenic Parks: Enjoy the natural beauty of local parks, perfect for leisurely walks and outdoor activities.
  • Cultural Experiences: Immerse yourself in local museums showcasing Madison's artistic and historical significance.
  • Picturesque Riverside Views: Stroll along the riverfront for stunning landscapes and tranquil moments.
  • Charming Atmosphere: Experience the friendly, relaxed vibe ideal for unwinding and exploring.

Popular types of accommodation in Madison

Discover Madison, Indiana – a charming city offering a variety of attractions such as local museums, picturesque parks, and delightful dining experiences. When exploring the area, you'll find a range of rental properties in Madison, including private holiday homes, cosy cabins, and modern apartments. Whether browsing rental listings in Madison or seeking a unique holiday rental experience, Madison welcomes you with its blend of history, culture, and comfort.

  • Private Holiday Homes: The top choice in Madison, offering a secluded retreat for families or groups, perfect for a leisurely getaway.
  • Cabins: A rustic escape embraced by nature, ideal for those seeking a cosy and adventurous break.
  • Apartments: A modern and convenient option, offering a comfortable stay for travellers wanting a city experience.
  • Cottages: A charming and intimate dwelling, perfect for a quaint and relaxing holiday.**

Top attractions in Madison

Madison, Indiana, offers a delightful mix of outdoor adventures, scenic beauty, and rich history. Visitors can explore historic houses and significant landmarks, while the nearby national and state parks provide ample opportunities for hiking and enjoying nature. This charming city is perfect for those seeking cultural experiences and picturesque landscapes, making it an ideal destination for a memorable holiday.

  • Schofield House: This historic house offers a glimpse into the past with its charming architecture and rich cultural heritage. Visitors can enjoy guided tours that showcase the unique history and stories of the local community.
  • Clifty Falls State Park: A stunning natural retreat, this state park features breathtaking waterfalls, scenic hiking trails, and opportunities for adventure. It's perfect for outdoor enthusiasts looking to explore the beauty of Indiana's landscapes.
  • Historic District: Wander through the beautifully preserved streets of Madison's Historic District, where Victorian-era buildings and unique shops create a vibrant cultural atmosphere, inviting you to delve into the town's storied past.

Things to do recommended for couples

Madison offers charming riverside walks along the Ohio River, perfect for couples. Explore historic downtown boutiques and enjoy a candlelit dinner at a local restaurant. Don't miss the stunning sunset views from the Clifty Falls State Park, an enchanting setting for a romantic outing.

Things to do recommended for families

Families visiting Madison, Indiana, can explore the fascinating exhibits at the Lanthier Winery, enjoy outdoor fun at the historic waterfront, and discover local wildlife at the Clifty Falls State Park. These engaging activities promise memorable experiences for all ages.

Things to do recommended for groups

Gather your mates and explore the charming streets of Madison, Indiana. Enjoy a guided tour of historic landmarks and savour local delicacies at community gatherings, all designed for an authentic group experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Madison

If you're travelling with a group, family, pets, or planning for an extended stay, be sure to prioritise your filters accordingly. Here are some helpful booking tips for using Stayz.

  • Traveling to Madison with a group: Think about the number of bedrooms required, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for all these options and more on Stayz.
  • Traveling to Madison with young kids: Travelling with young children can present its own set of challenges. It’s important to prioritise their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, it’s wise to think about your closeness to attractions that are family-friendly.
  • Taking your pets with you to Madison: For many, a family holiday feels incomplete without their furry companion by their side. If this resonates with you, be sure to explore Stayz properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Madison: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria.

Where to stay near Madison

Madison, Indiana offers a delightful mix of history and outdoor adventure. Stroll along charming streets lined with heritage buildings and picturesque riverside views. The city’s relaxed, friendly atmosphere invites leisurely walks, local excursions, and serene moments in nature. With a blend of historical appeal and scenic landscapes, Madison is a perfect haven for those seeking both cultural insight and a tranquil retreat.

  • Hanover: Hanover is a charming city located 8km from Madison. Ideal for enthusiasts of the outdoors, it offers a blend of scenic vistas and adventurous pursuits. Visitors can enjoy a variety of activities including exploring the recreational area, spending time at a spacious campground, or playing a round of golf at the local course. The area is enriched by nearby landmarks such as a national state park, a picturesque lake, and a verdant park, making it a perfect destination for those seeking a mix of natural beauty and active exploration.
  • Otto: Otto is a delightful city located 19km from Madison. It is renowned for its outdoor charm and scenic beauty, with an added touch of romance for those seeking a more intimate escape. The city offers a range of attractions including a recreational area, opportunities for body treatments, and a vibrant shopping centre. Nearby, travellers can admire the beauty of a serene lake, explore a national state park, or enjoy the gentle flow of a river, ensuring a varied and appealing travel experience.
  • Bethlehem: Bethlehem is a quaint village situated 23km from Madison. With a strong emphasis on the outdoors and a spirit of adventure, it offers a scenic retreat for those looking to immerse themselves in nature. Activities in the area include exploring a local recreational area, engaging in educational pursuits, or enjoying a round of golf. The village is complemented by nearby attractions such as a national state park, a charming water feature, and a flowing river, all of which contribute to its inviting and serene atmosphere.

Best time to go to Madison

If you're planning a trip to Madison, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in May, July and October, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January31.8°F (-0.1°C)Light RainMostly CloudyModerately LowSlightly Low
February35.2°F (1.8°C)Light RainMostly CloudyModerately LowSlightly Low
March45.1°F (7.3°C)Light RainMostly CloudyAverageSlightly Low
April54.9°F (12.7°C)Light RainMostly SunnyAverageAverage
May64.9°F (18.3°C)Light RainMostly SunnyModerately HighSlightly High
June73.0°F (22.8°C)Light RainMostly SunnyAverageAverage
July76.1°F (24.5°C)Light RainMostly SunnyModerately HighSlightly High
August74.7°F (23.7°C)Light RainMostly SunnyAverageAverage
September68.9°F (20.5°C)Light RainMostly SunnyAverageSlightly High
October57.4°F (14.1°C)Light RainMostly SunnyModerately HighAverage
November45.0°F (7.2°C)Light RainMostly SunnyAverageAverage
December37.8°F (3.2°C)Light RainMostly CloudyModerately LowAverage

Booking with Stayz is a breeze

If you’d like to save on your next break, consider being flexible with your travel dates as prices can fluctuate. Moreover, securing a longer stay can often result in considerable savings. To discover the ideal Stayz property that suits your budget, simply use our filters to search by price, location, and type of holiday rental.

Stayz Trips: Planning made easy

Stayz's cutting-edge Trip Board offers you a dedicated space to plan new journeys, pick up from where you last stopped, or manage your existing arrangements. You can easily locate the properties you've previously saved or booked under Potential, Upcoming, or Current Trips. To explore the Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

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)
  • Thomas Family Winery (0.1 mi / 0.2 km)
  • Lanthier Winery (0.4 mi / 0.7 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)

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)
  • Muscatatuck County Park (22.8 mi / 36.7 km)
  • Ohio River Valley (25.6 mi / 41.2 km)
  • Hardy Lake (17.2 mi / 27.7 km)
  • Muscatatuck National Wildlife Refuge (26.7 mi / 43 km)
  • Morgan Conservation Park (16 mi / 25.8 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.
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.
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 Stayz.
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.
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.
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.

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