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The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St

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A modern kitchen with white cabinetry, a granite island, stainless steel appliances, and a hanging light fixture.
Exterior
A kitchen with a granite countertop, a knife block, and a spice rack.
5 bedrooms, iron/ironing board, WiFi, bed sheets
TV

Reviews

9.8 out of 10
Exceptional

Entire home

5 bedrooms3 bathrooms

Popular amenities

  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning
The current price is $498
$433 nightly
$498 total
Total with taxes and fees
Aug 30 - Aug 31

Explore the area

View in a map
Madison, IN
  • Place, Thomas Family Winery
    ‪5 min walk‬
  • Place, Historic District
    ‪6 min walk‬
  • Place, Lanier Mansion
    ‪13 min walk‬

Room options

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About the neighborhood

Madison

With a stay at this vacation home in Madison, you'll be a 1-minute walk from Ohio River Valley and 6 minutes by foot from Thomas Family Winery. .This vacation home is 0.3 mi (0.4 km) from Ohio River and 0.4 mi (0.7 km) from Historic District.
View more Vacation Homes in MadisonOpens in a new window

What's nearby

  • Thomas Family Winery - 5 min walk - 0.3 miles
  • Historic District - 6 min walk - 0.4 miles
  • Dr. William Hutching's Office & Hosptal - 6 min walk - 0.4 miles
  • Jeremiah Sullivan House - 9 min walk - 0.5 miles
  • Lanier Mansion - 13 min walk - 0.7 miles

Getting around

  • Louisville Intl. Airport (SDF) - 68 min drive

Restaurants

  • ‪Dairy Queen - ‬2 min drive
  • ‪Taco Bell - ‬6 min drive
  • ‪Circle K - ‬5 min drive
  • ‪Moose Lodge - ‬3 min drive
  • ‪Taco Truck - ‬5 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St

Welcome to this historic and beautifully decorated Main St home in Madison, IN that sleeps 8 guests comfortably with 4 bedrooms, 2 full and 2 half baths! Enjoy a fully equipped kitchen, coffee bar, games, fast WiFi, and plenty of space to relax. Steps from shops, dining, bars, the Ohio Riverfront, 6 minutes to Clifty Falls State Park and 12 minutes to Hanover College. Perfect for families, couples, and groups seeking charm, comfort, character, with the best Main St location.

Featuring four beautifully designed bedrooms (2 king beds, 1 queen, and 1 full), and 4 bathrooms, this spacious Main Street home is the perfect retreat for relaxation and exploration. Step inside and you’ll be welcomed by thoughtful décor that blends modern comfort with historic Madison charm. This is a two-story home. There is a king and full bed downstairs and a king and queen bed upstairs, with bathrooms on both levels.

This home offers everything you need for an unforgettable stay. Unwind in the roomy, stylish living areas, or prepare meals with ease in the fully equipped kitchen. Start your morning at the coffee bar, enjoy time together with the family-friendly games, and take advantage of the ample space to spread out and feel at home.

Whether you're strolling along the Ohio Riverfront, visiting local shops and restaurants just steps away, or exploring nearby attractions like Clifty Falls State Park and Hanover College, this centrally located Main Street escape delivers comfort, convenience, and the perfect Madison experience.
We welcome all fur friends for an additional fee! If staying with your pet, please bring some pet waste bags with you. Please note, this home does not have off-street parking, like most homes downtown. Parking is strictly street parking. There is typically ample parking in front of the house on Main St or on the side of the house on East St.

Stairs are required for second level bedrooms. There are two bedrooms (king and full sized bed) on the main level.

*Please note - we do allow early check-in and late checkout when our schedule permits, however there is a $30 flat fee added to your stay prior. Our cleaners work very hard and have many houses to clean. This fee is charged to accommodate rearranging their schedule*
Make yourself comfortable in your air-conditioned vacation home, which features a microwave. The bathroom has a shower and a hair dryer. Conveniences include a washing machine and an iron/ironing board.
Guests will find features like internet access.

Property amenities

Internet

  • Available in the house: WiFi

Food and drink

  • Dishwasher
  • Microwave
  • Oven
  • Stovetop

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • TV

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • One pet total (up to 50 lbs per pet)

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 18

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:
Gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights and lock the doors
Please check the welcome binder on the kitchen island for check-out instructions.
Failure to complete these may result in a negative review from the host.

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
1 total (up to 50 lbs per pet)

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 18 out of 21 reviews
Rating 8 - Good. 3 out of 21 reviews
Rating 6 - Okay. 0 out of 21 reviews
Rating 4 - Poor. 0 out of 21 reviews
Rating 2 - Terrible. 0 out of 21 reviews

9.8/10

Cleanliness

Reviews

Verified

8/10 Good

Cinda A.

Liked: Check-in, communication, location, listing accuracy
This was a beautiful home and family friendly.
Stayed 2 nights in Apr 2026
Verified

10/10 Excellent

Malinda S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great town information left for us which made extra time well spent! Loved the historic info and beauty.
Stayed 7 nights in Apr 2026
Verified

10/10 Excellent

Paul S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property for a group outing. Great location.
Stayed 1 night in Dec 2025
Verified

10/10 Excellent

Joshua H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our family very much enjoyed in this fantastic historic home right in the heart of downtown Madison. You will not be disappointed in lodging here, within walking distance of so many attractions, dining options, and the Ohio River!
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

DeAnna S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We took a girls trip to Madison and this was the perfect house and location. Walking distance to everything, very clean, plenty of space, and the hosts were more than accommodating on everything. Highly recommend this property!
Stayed 1 night in Apr 2026
Verified

10/10 Excellent

Trey T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect house for our group, 3 couples attending the Final 4 in Indy! Great location, amazing history walking around town and great food. With this Amazing home as our base! I highly recommend staying here!
Stayed 5 nights in Apr 2026
Verified

10/10 Excellent

Rebecca M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We LOVED staying at The Main Stay! It is more beautiful than pictures and in a great location. There is plenty of room and amenities. The host was very accommodating and helpful- made some great recommendations! We will definitely consider coming back if have large group!
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

jason t.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Was nice
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

Julie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We so enjoyed staying here. It's a beautiful home, clean, comfortable, and had everything we needed. It was really easy to walk all around Madison. The host was very responsive when we had questions before check in. If we go back to Madison we'll stay here again.
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

Deborah M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an excellent time at The Main Stay for our group of 4. The house is beautifully decorated, spacious, and very comfortable. We appreciated the fully equipped kitchen and coffee bar. The comfortable bedrooms had plenty of space for everyone.
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

Jamie and Kim K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very pleased with this property! It was even better than the pictures. There are two bedrooms on each floor and 1 full and 1 half bathroom on each floor as well. The master bedroom on the 1st floor had a very comfortable foam mattress and my sisters said their beds very also quite comfortable. It is very spacious. We did cook one meal in the kitchen and had everything we needed… new cookware, baking sheets, utensils, salt/pepper and oil. We had a lovely time at The Main Stay and would certainly recommend it!
Stayed 2 nights in Jan 2026