Top 10 Airbnb Vacation Rentals In Madison, Indiana - Updated 2022

Kaycie Gayle
Kaycie Gayle 

While Madison is a small city, it is the largest contiguous national historic landmark district in the US. This charmingly preserved river settlement from the mid-19th century features beautiful architecturally eminent buildings. It was able to preserve its historic charm while embracing modernity that made it distinct from other places. Some of the attractions you can enjoy here include the Broadway Fountain and the historic Hanover College. There are also trails available such as Chief White Eye Trail, Indiana Wine Trail, and John Hunt Morgan Heritage Trail. Moreover, you can explore scenic routes like Michigan Road Historic Byway and Ohio River Scenic Route. Also, you can learn more about its history by having a self-guided driving tour on its Underground Railroad. If you are planning to visit it anytime soon, read on to find out the top Airbnb vacation rentals in Madison, Indiana.

1. Charming historic home near Madison downtown (from USD 85)

Built in 1863, this beautiful home offers a cozy suite for two guests. It is located one block from Main Street in downtown Madison. During your stay, you’ll have a separate entrance and access to its living room-kitchen, upstairs bath, and back deck. You’ll also be hosted by Tamara who has a SuperHost status on Airbnb. To make your stay special, your host would also provide water, coffee snacks, muffins, or coffee cake that are usually left on the counter for breakfast. This suite includes one bed and one bath, perfectly suited for couples.

Dragonfly Suite
Madison, Indiana, United States
315 reviews Superhost  Wifi Available
Entire rental unit 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the space is neat and comfortable
a very comfortable queen bed bathroom and sitting area up a very steep set of stairs
the bed was super comfy
a beautifully decorated apartment perfect location excellent amenities and very prompt help if needed
room temperature was perfect
very clean and comfortable
very clean with nice thoughtful touches
very nice clean and comfortable suite
always consistent and clean
the unit was very comfortable clean and well stocked
wonderful host who was quick to respond to any questions we had
tammy was a wonderful host
tamara is a great host
great host and really pleasant spot
tamara is a wonderful host with an absolutely adorable space
charming place close to everything
location was great
great location and within walking distance to downtown
the location is great
great location and proximity to town
Read more reviews

2. Cozy and breezy cottage with fully equipped kitchen (from USD 111)

Come on down to this beautiful and unique, remodeled A-Frame home. It is situated in a quiet, upscale neighborhood. The house is furnished with a vaulted ceiling and exposed timbers. It has soaring windows that provide natural light in the room. The rental has a fully equipped kitchen that is stocked up with coffee, creamer, bottled waters, and assorted soft drinks. Entertainment is provided through WiFi and two Roku TVs. During your stay, the entire home is accessible except the upstairs area and garage. This accommodation is just a few minutes away from Clifty Falls State Park and downtown.

The Artist’s A-Frame
Madison, Indiana, United States
302 reviews Superhost  Wifi Available
Entire home 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the beds were very comfortable and we had everything we needed
it was a very clean cozy place to stay on a quiet street in madison
really enjoyed it very clean and comfortable
the house was nice and clean and in a great neighborhood
easy to find and great location house was clean and comfortable appreciated the quick communication from matt
we loved staying at this cute very clean a-frame
matt was a great host and very responsive to our questions
the staff was really nice and we were told the bar food is really good as well
in a great location for both visiting downtown madison and in close proximity to clifty falls state park
it is very close to downtown and all of the neat shops
thank you for the super cute place
the living room was a lovely place to spend time in the sunlight
matt’s place was darling in a nice quiet neighborhood and just a short drive to downtown
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3. Homey third-story loft with spa retreat (from USD 87)

Get away and enjoy the comfort and convenience of this 1800s historic apartment. The spacious third-story loft is furnished with antique furnishings and beautiful woodwork. It can sleep up to four guests with one bedroom, three beds, and one bath. While staying, you can enjoy its spa retreat and private deck. Refrigerator, coffee maker, and microwave are available for your convenience. Meanwhile, entertainment is provided through TV with ROKU. This accommodation is nestled amid Madison’s shopping, dining, and nightlife center. It is also less than two blocks away from the river. It is minutes away from wineries, Paddle Brewery, Hanover College, and Clifty Park.

Historic Madison Spa Retreat perfect location
Madison, Indiana, United States
197 reviews Superhost  Wifi Available
Entire loft 3 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
this unit is very comfortable and has great amenities
we were very comfortable enjoyed the huge jet tub and the private deck
the apartment is spacious has a large bathroom with tub and includes a nice small deck
very clean and well kept
it was clean and cue space
it is clean spacious and historical
you can expect cleanliness and plenty of space to enjoy your stay
this loft was wonderful it was very clean and spacious
laurel is a wonderful host and communication was quick and helpful
laurel was very responsive and asked if we needed anything which was great
host has done a cute job with the third floor space
laurel was very nice a great hostess and was very attentive to my needs
great location for madison
great location to downtown life
best location in madison steps away from all the stores and restaurants
great location and easy access
great great location and amazing place
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4. Airy and spacious two-bedroom home (from USD 110)

Constructed in the late 1800s, this place was originally a shotgun home. It can accommodate four guests with two bedrooms, two beds, and one bath. It is furnished with vintage-style decor. Its fully equipped kitchen comes with appliances, dishes, and cooking utensils. Coffee, tea, and snacks are also available. Essentials such as towels, linens, blow dryer, toiletries, and iron are also provided. You’ll also have access to free on-site parking, WiFi, washer, and dryer. This home is situated in historic downtown and just steps from local restaurants and antique shops. It is also walking distance to Ohio Riverfront and a quick, two-minute drive to Clifty Falls State Park.

Entire House - Madison PerryHill Shotgun Home
Madison, Indiana, United States
162 reviews  Wifi Available
Entire home 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
very clean and adorable house
clean spacious friendly great treats
house was gorgeous so clean and well thought out
everything was clean and nicely updated and it was the perfect size for our family of three
this place was very nice and homey luann was very responsive and helpful when we had questions
super close to cliffy falls
it’s convenient stylish and close to good food
darling little house right on main street
such a cute place to stay we loved it
the location is perfect and we will definitely be back
Read more reviews

5. Tiny, cute suite near Heritage Trail (from USD 106)

Located in the heart of Madison, this tiny house will enable you to maximize your stay in this beautiful river town. The charming rental is just walking distance from the Heritage Trail, quaint shops, local restaurants, and wineries. Also, it is just steps from the Ohio River thus allowing you to enjoy river views. It is equipped with amenities and home essentials to make living comfortable. Outdoor living can be enjoyed with its gas grill, fire pit, and outdoor seating. Plus it also offers private and off-street parking. This house can accommodate two guests.

Madison, Indiana, United States
103 reviews Superhost  Wifi Available
Tiny home 1 Bed 2 Guests 1 Bedroom 1 Bathrooms

Accommodates: 2

Top guest reviews
Amenities & Room:
the furniture was comfortable including the bed
the bed is comfortable and the space is very stylish
it was very clean and stylish as well
nice clean and quiet place to stay
house was very clean modern nice interior
very clean with everything you would need for a good visit
very clean and cute place to stay it was cozy and quiet
the owner of the property has a keen eye for details mike is a model host
the bikes provided by the host are a very fun way to get around as well
a great host with a property in a great location
house was wonderful and location was great
great location right along ohio river close to downtown and clifty falls
this was a perfect location and so charming
the house is a cute and cozy space in a great location to explore madison
a wonderful place to stay and convenient to points of interest in madison
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6. Updated private home with two large bedrooms (from USD 133)

Welcome to this home that is just three blocks away to the riverfront. This completely remodeled home has ceiling beams made from original floor joists. It has two large bedrooms, each with a king-sized bed and bathroom. One room is located downstairs and the other is upstairs. The house also has a unique fireplace and a fully furnished kitchen with coffee and tea supplies. The house can fit up to four guests and is just one block away from Main Street.

The Fireplace House. Near the River and Main St.
Madison, Indiana, United States
124 reviews Superhost  Wifi Available
Entire home 2 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
bathroom products were supplied as well as coffee and extra blankets/pillows for surprise guests
we especially appreciated the well-stocked kitchen and very comfortable beds
very roomy and very comfortable stay
very clean and modern
the house is spotless and beautiful
this place is fantastic clean and comfortable
the house was clean
this place is quite stylish and clean
stew and kim are excellent hosts
great space the owners were very quick to respond with questions
helpful tips from the host
stew and kim are great hosts and there place is immaculate loved it we would definitely stay again
the house was in excellent shape and the hosts were great and very responsive
awesome location right downtown
great location and beautiful home
easy walk to town and only 2 miles from clifty falls
great for walking to the downtown shopping district and restaurants
this fabulous house was a perfect location
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7. Historic abode with river views (from USD 97)

Choose to stay in this Italianate-inspired home that offers a blend of historic character and modern comfort. This house was built in the 1800s and known to locals as the Hunger House as the Hunger family resided here for more than 84 years. It is furnished with hardwood flooring, staircase, and floor-to-ceiling windows. Entertainment is provided through WiFi and Roku TV. It can sleep up to four guests and comes with two bedrooms, one bath, and a modern kitchen. This upstairs unit is spacious and comes with a private entrance. During your stay, you can hang out on its balcony that is offering a lovely view of the Ohio River. Also, you’ll have off-street parking and you are welcome to share lower level porches, shaded back yard area, bikes, gas grill, and other provided amenities.

Rivers Edge-Historic Hunger House-Upstairs-Madison
Madison, Indiana, United States
143 reviews Superhost  Wifi Available
Entire rental unit 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the amenities were great (sharp knives fully stocked kitchen appliances and 2 ( ) coffee makers)
the roku tvs in the bedrooms and livingroom were appreciated
super clean well stocked with coffee and snacks fast wifi and nice entertainment options
cozy comfortable beautiful décor and style airbnb
very clean and well stocked with everything
it is beautiful very clean and tidy
the rooms were very clean modern and comfortable
and it was truly sparkling clean
the apartment was spotlessly clean which is a big deal to me
what wonderful hosts
angela & phillip were so nice and helpful
our host angela met us and made us feel very welcome
great host we had a great time
angela and vicki are great caring friendly host
great location a quick walk to the main drag
this house has a great location to the river
we also loved the location
it’s a great location that is convenient to everywhere particularly downtown madison
this is a beautiful house in a really great location
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8. Clean and cozy second-level suite (from USD 65)

This 1840s historic home retains much of its original charm. It offers a two-bedroom loft rental that can accommodate four guests. It has one queen bed in the first bedroom and two single beds in another bedroom. It also comes with a full private bath that has a large bathtub and shower. While there is no kitchen, you’ll have a small refrigerator with a separate freezer compartment, plus a coffee maker. Coffee, sugar, cream, and an assortment of tea bags are also provided. This rental is nestled on the second story of the host’s home that is situated on a quiet street. While staying, you’ll have access to the property’s back garden which is a charming green space that is part of the Heritage Trail.

The Artist's Loft Private Suite
275 reviews Superhost  Wifi Available
Private room in guest suite 2 Beds 2 Guests 2 Bedrooms 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
( you invite the cat in he is not inside when you arrive) beds sleep well
bathroom is impeccable with a great shower to boot
this listing is technically a “private room” but it feels much more like an “entire space” listing
and the space is super cozy very hospitable charming and comfortable
the loft is very cozy full of beautiful art and books
it was very clean and cozy
the space was clean and comfortable
super clean will stay again
all was super clean and quiet
the place was fabulously clean
the are excellent hosts
robert & michelle are those hosts who share the gift of hospitality
nice private bungalow and friendly and welcoming hosts
the hosts are very helpful and respond quickly
a great place host very helpful
good location for sightseeing downtown
wonderful location in madison and very close to state park and main street
the place is so cute and comfy
very close to walking trails and a cool historic town
their place was comfortable and in a great location for downtown madison
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9. Spacious dwelling near the river

A great place offering several amenities for six guests, this house in historic downtown Madison is nestled near the river. It has been updated while keeping its historic character. It has two bedrooms with four beds and two baths. It also has a fenced-in backyard with a covered back porch, courtyard, and brick sidewalk. Off-street parking is available and can accommodate up to three vehicles. Some conveniences include WiFi and Amazon Fire TV Stick. Complimentary coffee and tea are also provided during your stay. To assist you better, menus and recommendations for local activities and restaurants are available. The house is just a short walk from shops, restaurants, the river walk, and the main street.

The Madison Mulberry in Historic Downtown
Madison, Indiana, United States
48 reviews
Entire house 4 Beds 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
comfortable furniture great location
beds were awesome internet was quick super clean a++++
everything was clean and comfortable
jackie is responsive and keeps the house spotless and well stocked
wonderful beautiful clean and organized space
the house itself was very clean and had everything we needed
had an amazing stay everything was super clean and the bed we slept in was really comfortable
owner is great about responding/answering any questions
jackie was quick to respond to our questions and very helpful
very happy with my first airbnb experience host responded quickly to my questions
jackie was super kind and quick to respond to any inquiries
this is very helpful during these festivals when parking in the street at the front door is difficult
great location just a short walk from main street
the location is perfect
cute townhome within walking distance of everything on main street
it’s quiet comfortable an located within walking distance of downtown
great stay in a prime location with a pristine place
Read more reviews

10. Lovely farmhouse with modern amenities

Live it up in modern luxury while staying in a chic farmhouse. Perfect for couples, this accommodation can comfortably sleep up to two guests. It has one bedroom with one bed and one bath. It also has a full kitchen, living room, and an outdoor sitting area. The house has self-check-in and on-street parking. It is situated near Main Street. Conveniences include WiFi, Roku TV, washer, and dryer. Coffee maker, coffee, cream, and sugar are also provided. On your stay, you’ll have complete access to the entire home.

Chic cottage! Extremely clean!
Madison, Indiana, United States
75 reviews
Entire house 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
nicely decorated and comfortable-including the bed and furniture
very clean when we arrived
very clean and comfortable
very clean and an excellent value
this place was clean and unique decor
the place was sparkling clean and set for comfort
ashely was a great host
the host is responsive accommodating love the self check-in
ashley was very helpful with tips of the town
check-in was a breeze with a key pad and ashley was very accommodating and responsive
ashely was helpful and thoughtful
great location 15 minute walk to center of town
such a cute and cozy place
downtown madison entirely walkable from this great location
great location near downtown and the state park
right next to dining and an easy walk to shops
Read more reviews

Enjoy historic charm and nature

Let Madison’s genteel architecture and scenic routes take you back to yesteryears and rediscover history. Explore and let this gorgeous river city surprise you with its nature and gems waiting to be traversed.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Kaycie is a content writer that specializes in the travel industry. She writes regular blogs and articles for various websites. She is into local tourism and slow travel.

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