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Madison vacation rentals

We found 77 vacation rentals — enter your dates for availability

Discover a selection of 39 homes, 17 apartments, and other vacation rentals in Madison that are perfect for your trip. Vacation rentals provide the amenities you need and want for you and your friends, family, or even pets, like cable TV and a washer and dryer. What you'll find is a rental for everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Madison

Showing deals for:Nov 14 - Nov 21

Image gallery for Cozy Cabin Madison Indiana

Exterior
10 out of 10 rating
Exceptional
(16 reviews)

Cozy Cabin Madison Indiana

Milton, KY

10% off
Price is CA $237
CA $2,109 total
includes taxes & fees
Cozy Cabin Madison Indiana

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

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    More space, more privacy, more amenities — more value

Find out more about Madison

Find out more about Madison

Why visit Madison

  1. Scenic Historic District: Stroll through Madison's picturesque historic district, showcasing beautiful architecture and rich heritage.
  2. Outdoor Adventures: Enjoy outdoor activities in nearby national parks, perfect for hiking, camping, and exploring nature.
  3. Unique Accommodations: Stay in charming cabins or private vacation homes that enhance your experience in Madison.
  4. Friendly Local Vibes: Experience the welcoming atmosphere of the community, making you feel right at home.
  5. Memorable Excursions: Discover the perfect blend of relaxation and adventure in this delightful getaway.

Popular types of accommodation in Madison

If you're exploring vacation rentals in Madison, you're in for a treat! Our most popular accommodations include houses, charming cabins, and comfortable apartments. Whether you're seeking rustic cabins for a peaceful getaway or the best cabins in Madison for family fun, we have options to suit every traveler's needs. Discover the perfect Madison cabin rentals for your next adventure, and enjoy a memorable stay with transparency and savings guaranteed.

  • Houses: The top choice for visitors to Madison, these homes provide a spacious and comfortable atmosphere, perfect for families or groups.
  • Cabins: A close second, cabins offer a delightful escape into nature, ideal for those seeking a rustic experience.
  • Apartments: These versatile accommodations are perfect for solo travellers or couples looking for convenience and a touch of home.
  • Cottages: Our fourth most popular option, cottages provide a quaint and cozy retreat for a peaceful getaway.**

Top attractions in Madison

Madison, Indiana, is a delightful destination for outdoor enthusiasts and adventure seekers, offering stunning scenery and rich culture. Explore the area's national parks, historic houses, and significant historic sites that provide a glimpse into its heritage. For a unique experience, consider staying in amazing cabins that enhance your visit. Whether you're with family or friends, Madison promises memorable adventures and picturesque landscapes.

  1. Clifty Falls State Park: Experience breathtaking waterfalls, rugged landscapes, and a variety of hiking trails. This park offers adventurous outdoor activities amidst stunning natural scenery, making it perfect for nature enthusiasts.
  2. Historic District: Immerse yourself in the rich cultural heritage of Madison. The Historic District features beautifully preserved architecture, charming shops, and local eateries that showcase the town's history and character.
  3. Lanier Mansion: Discover the elegance of this historic house, which reflects the opulence of the 19th century. Guided tours reveal its fascinating history, stunning architecture, and beautiful gardens.

Things to do recommended for couples

For a romantic getaway in Madison, explore the charming Lanthier Winery and Thomas Family Winery, both offering delightful atmospheres with entertainment and lovely vibes. Savor local wines while enjoying each other's company in this picturesque setting, perfect for couples seeking a memorable experience.

Things to do recommended for groups

Groups visiting Madison, Indiana can enjoy a round of golf at the scenic Sunrise Falls Golf Course, perfect for outdoor enthusiasts. For a touch of culture and entertainment, the Hoosier Theater, located 27.4km away, offers a delightful experience for families and couples alike.

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

If you're planning a trip with a group, family, or pets, or if you're considering an extended stay, it's important to prioritize your search effectively. Here are some helpful booking tips for using Vrbo.

  • Traveling to Madison with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Madison with young kids: Traveling with young children can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is a wise choice.
  • Taking your pets with you to Madison: For many, a family vacation isn’t truly complete without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Most 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 vacation rentals offering discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features such as a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Madison

Madison, Indiana, is a charming city ideal for outdoor enthusiasts and history buffs alike. Visitors can explore the scenic historic district, enjoy friendly local vibes, and unwind at nearby campgrounds. The surrounding areas offer a delightful mix of relaxation and adventure, making it a perfect getaway for those seeking unique experiences and memorable excursions. Discover the rich heritage and natural beauty that Madison and its neighbouring regions have to offer!

  • Milton: Milton, located a mere mile from Madison, is a charming city that beckons outdoor enthusiasts and adventure seekers. The area is known for its stunning scenery, making it a perfect spot for activities such as hiking and camping. Popular venues include a recreational area and a casino, providing diverse experiences for visitors. Nature lovers will appreciate the proximity to a national state park, a serene lake, and a winding river, all of which offer excellent opportunities for exploration and relaxation amidst beautiful landscapes.
  • Hanover: Just 8.0km from Madison, Hanover is a delightful city that combines outdoor recreation with cultural experiences. Known for its scenic beauty, this area is perfect for those looking to immerse themselves in nature while enjoying community events and educational opportunities. Visitors can explore recreational areas, catch a show at the local theatre, or simply enjoy the picturesque surroundings. The nearby national state park, lake, and river provide ample options for outdoor adventures, making Hanover a well-rounded destination for all types of travellers.
  • Brooksburg: Situated 11.3km from Madison, Brooksburg is a quaint city that offers a peaceful retreat for those seeking a blend of outdoor activities and historical exploration. This area is renowned for its natural beauty and recreational areas, ideal for hiking and picnicking. Visitors can also discover the local lakes and the nearby national state park, which showcases the region's rich history. With its charming atmosphere and access to historic sites, Brooksburg is a hidden gem for anyone looking to enhance their vacation experience.

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 June to 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 LowAverage
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 SunnyAverageSlightly High
June73.0°F (22.8°C)Light RainMostly SunnyModerately HighSlightly High
July76.1°F (24.5°C)Light RainMostly SunnyModerately HighAverage
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 HighSlightly Low
November45.0°F (7.2°C)Light RainMostly SunnyAverageAverage
December37.8°F (3.2°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming adventure? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, consider booking a longer stay to unlock even greater savings. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of vacation rental. We’re here to help you make the most of your travel experience!

Vrbo Trips: Planning made easy

Vrbo's unique Trip Board offers you a convenient way to plan your journeys, pick up right where you left off, and keep your travel arrangements organized. You can easily access properties you've saved or booked, which are now categorized under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Delight in the riverside landscape of Madison

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

Activities and attractions in Madison

Are you searching for attractions to see while you're in town? Venture out of your vacation home and experience everything that makes Madison a one-of-a-kind vacation spot. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Lanthier Winery (0.4 mi / 0.7 km)
  • Stream Cliff Herb Farm and Winery (16.1 mi / 25.9 km)
  • The Ridge Winery Tasting Room (20.3 mi / 32.7 km)
  • Kentucky Speedway (24.9 mi / 40 km)
  • Thomas Family Winery (0.1 mi / 0.2 km)
  • Westwood Golf Course (23 mi / 37 km)

Exploring the natural landscape of Madison

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Madison is a great spot to appreciate mother nature. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • General Butler State Resort Park (12.9 mi / 20.8 km)
  • Muscatatuck National Wildlife Refuge (26.7 mi / 43 km)
  • Vevay Island (18.3 mi / 29.5 km)
  • Linza Graham Park (21 mi / 33.9 km)
  • Lake Iola Park (21.5 mi / 34.6 km)
  • Muscatatuck County Park (22.8 mi / 36.7 km)

Transportation options to and around Madison

Fly into Louisville Intl. Airport (SDF), the closest airport, located 42.7 mi (68.8 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to 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 vacation rental?
When considering a vacation rental in Madison, Indiana, the Historic District is an excellent choice. This charming area is renowned for its well-preserved 19th-century architecture and vibrant streets lined with boutique shops, cafes, and galleries. Staying here allows you to immerse yourself in the town's rich history while being within walking distance of attractions such as the Lanier Mansion State Historic Site, which offers guided tours of the impressive Greek Revival home, and the scenic riverfront, great for leisurely strolls.

Another appealing neighbourhood is the Riverfront area, which provides stunning views of the Ohio River and easy access to outdoor activities. Here, you can enjoy the picturesque riverwalk, great for cycling or jogging, and nearby parks that are ideal for picnics and relaxation. This area often features a variety of vacation rentals, ensuring you have ample options to choose from.
How much does it cost to rent a vacation home in Madison?
Prices for vacation 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 travelling 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.
Are there any discounts for Madison vacation 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 vacation rental accomodation in Madison?
In Madison, vacation houses are the most popular type of rental, with about 35 available throughout the city. These houses typically offer spacious living areas, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Many of these properties also feature outdoor spaces such as patios or gardens, great for enjoying the pleasant Indiana weather. Additionally, there are around 15 apartments for those seeking a more compact option, which often include amenities like laundry facilities and convenient access to local attractions. Several cabins and cottages are also available, providing a more rustic experience for travellers looking to immerse themselves in nature.
Are there any family house rentals in Madison?
In Madison, Indiana, visitors will find a variety of family-friendly house rentals, with around 34 options available. The charming neighbourhoods throughout the area offer spacious homes that are superb for families. Many properties come equipped with full kitchens, allowing for easy meal preparation, as well as comfortable living spaces where everyone can gather.
Can I rent a vacation home with a pool or hot tub in Madison?
In Madison, Indiana, there are several vacation homes available for rent that come equipped with pools or hot tubs. This picturesque town, located along the Ohio River, offers a charming atmosphere and a variety of options for travellers seeking relaxation. Many of the rentals feature private pools or hot tubs, providing a superb way to unwind after a day of exploring the area's historic sites or enjoying outdoor activities.
Can I find long-stay vacation rentals in Madison?
A long-stay vacation 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, with around 17 options for travellers to choose from. Many of these properties are situated near the picturesque waterfront, offering easy access to the scenic views of the Ohio River. Expect amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, which provide an inviting space for both pets and their owners.
Are there any remote work vacation rentals in Madison?
In Madison, Indiana, there are numerous remote work-friendly vacation rentals available, with around 53 options to choose from. These properties cater specifically to those looking to balance work and leisure, offering amenities such as dedicated workspaces, desks, ergonomic chairs, and high-speed Wi-Fi. Many accommodations also include features like computer monitors and well-equipped office areas, ensuring a productive environment while away from home. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Madison vacation rentals with parking?
Vrbo offers a wide selection of vacation 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, Indiana, vacation rentals commonly feature essential amenities that cater to travellers' needs. Most properties include a fully equipped kitchen, allowing guests to prepare their own meals, alongside a microwave and refrigerator for added convenience. Additionally, cookware, dishware, and utensils are typically provided, making it easy for visitors to enjoy home-cooked meals during their stay.
When is the best time to visit Madison for a vacation rental?
The best time to visit Madison, Indiana, for a vacation rental is during the peak season from May to July. This vibrant period attracts a diverse array of travellers who are eager to experience the town's charming atmosphere and engaging outdoor activities. With warm temperatures averaging around 26°C, it's great for leisurely strolls along the Ohio River and exploring the historic downtown area, filled with unique shops and delightful eateries.

July stands out as the most popular month, drawing visitors for its lively festivals and events, including the famous Madison Regatta, which showcases thrilling hydroplane races. This month is particularly appealing for families and adventure seekers looking to enjoy the warm weather and participate in local celebrations.

For those seeking a more budget-friendly option, consider visiting in November, when the crowds thin out and you can enjoy the serene beauty of the town at a more relaxed pace. This month offers the opportunity to experience Madison's picturesque parks and scenic drive along the river, all while taking in the crisp autumn air and stunning fall colours.
How early should I book a Madison vacation rental?
Book your Madison vacation 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 vacation 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 explore a variety of attractions that highlight the town's rich history and picturesque setting along the Ohio River. The Historic District is a must-visit, featuring beautifully preserved 19th-century buildings, quaint shops, and charming cafes. Here, you can take a leisurely stroll along the riverfront or visit the Lanier Mansion State Historic Site, known for its stunning architecture and lush gardens.
Can I change or cancel my Madison home rental booking on Vrbo?
To find Madison vacation 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 vacation 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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