Madison Rentals
- From $132 per night (USD)
VRBO
Extremely clean! Beautiful Home 2 Blocks To Main St & 2 Blocks To The Ohio River
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful Historic home, 2 bedrooms 2 bath house just two blocks to the Ohio River and 2 blocks to down town Madison. Th ...
From $132 per night (USD)VRBO
- From $247 per night (USD)
Expedia
The Nature House is a perfect mix of charm and location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Historic home located in downtown Madison. Walking distance to all the shops, dining, riverfront, and the bridge to KY. ...
From $247 per night (USD)Expedia
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Expedia
Madison Main Row House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the Madison Main Row House circa 1838. This 1900sq ft home puts you right on Main St in walking distance to a ...
Click For PricingExpedia
- From $95 per night (USD)
Expedia
Tiny Too (Tiny house w\/ River View)
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
A Tiny house located in historic Madison, Indiana. Tiny Too is located in the heart of the history of this beautiful ri ...
From $95 per night (USD)Expedia
- From $119 per night (USD)
VRBO
Extremely clean! Dog Freindly Bungalow one block to Main Street
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Cute bungalow has a mixture of old time charm - it was built in 1846! - and new amenities. Easy walk to Main Street, fou ...
From $119 per night (USD)VRBO
- From $109 per night (USD)
Expedia
The Cozy Cottage on Main
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This quaint Cottage is a beautiful and unique two bedroom, one bath cozy home that comes equipped with all the necessiti ...
From $109 per night (USD)Expedia
- From $176 per night (USD)
VRBO
Beautiful and spacious 3BR historic home centrally located in downtown, Madison.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
You will be close to everything when you stay at this centrally-located home. This historical landmark was built by and ...
From $176 per night (USD)VRBO
- From $310 per night (USD)
Expedia
2 King Suites, 2 Queens, 3.5 Ba, River Views, Deck. Bicentennial Park 209
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
General’s Quarters (209) is situated steps from the river with views. This newly renovated 3-level home is a perfect (an ...
From $310 per night (USD)Expedia
- From $119 per night (USD)
VRBO
The Wee House is a shotgun house that is remodeled with a view of the Ohio river
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This small shotgun house has a deck with a view of the Ohio river. It is newly remodeled and within walking distance to ...
From $119 per night (USD)VRBO
- From $103 per night (USD)
VRBO
Great location in historic Madison
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Step into beautiful history, charm and relaxation with our 1800s historic 3rd story Loft and Step out into Madison’s sho ...
From $103 per night (USD)VRBO
- From $165 per night (USD)
VRBO
East Main Lofts - Boho 203
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in the charming downtown of the river-town of Madison, Indiana. This fully renovated historic building brings th ...
From $165 per night (USD)VRBO
- From $206 per night (USD)
VRBO
East Main Lofts - Coastal 201
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nestled in the charming downtown of the river-town of Madison, Indiana. This fully renovated historic building brings th ...
From $206 per night (USD)VRBO
- From $165 per night (USD)
VRBO
East Main Lofts - Haven 202
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nestled in the charming downtown of the river-town of Madison, Indiana. This fully renovated historic building brings th ...
From $165 per night (USD)VRBO
- From $148 per night (USD)
VRBO
East Main Lofts - Farmhouse 204
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nestled in the charming downtown of the river-town of Madison, Indiana. This fully renovated historic building brings th ...
From $148 per night (USD)VRBO
- From $92 per night (USD)
VRBO
Pet friendly Nature Cottage: deck, trails, fire pit, creek, & historic district
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Small cottage surrounded by nature. Bring your pets. Nice deck to relax, walking trails and a creek below the property ...
From $92 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Luxurious 4 Bedroom Home in Heart of Historic Madison's Downtown
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
CONTACT US ABOUT 1, 2, 3 or 4 BEDROOM STAYS. $200/NIGHT FOR 1 BEDROOM. 2 NIGHT MIN. PLEASE SEND INQUIRY FOR PRICING DET ...
From $400 per night (USD)VRBO
- From $143 per night (USD)
VRBO
Spacious Bungalow in Downtown Madison!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
It's time to getaway to Madison!! Located on Main Street in downtown Madison, you are just blocks from the Ohio River, & ...
From $143 per night (USD)VRBO
- From $177 per night (USD)
VRBO
BEAUTIFUL MainStreet Madison Home! Walk to it ALL
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
We are located in historic downtown Madison on Main Street just steps from local restaurants, antique shops & more . Loc ...
From $177 per night (USD)VRBO
- From $65 per night (USD)
VRBO
Located in historic downtown Madison,IN
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Our unique home has been recently renovated and is an easy half block walk from the downtown shopping area which include ...
From $65 per night (USD)VRBO
- From $239 per night (USD)
VRBO
Cozy 4-bedroom house in enjoyable Madison fast reliable WiFi
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Discover this enchanting 4-bedroom gem in Madison(entire home newly renovated). Nestled in a peaceful neighborhood, this ...
From $239 per night (USD)VRBO
- From $201 per night (USD)
VRBO
Historic Row House in the heart of downtown Madison
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
About this space: Modern flair with antique charm sets this home apart! Located on a quiet street in the heart of histor ...
From $201 per night (USD)VRBO
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Expedia
Beautiful historic home located downtown\/walking distance to food & attractions.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Mabel’s place was built in the late 1800s and has been A gym in our community. This home has its own unique character an ...
Click For PricingExpedia
- From $350 per night (USD)
VRBO
Jefferson Off Main: *4 Beds*King Beds*Walk to Main* 3 Full Bath
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the Jefferson Off Main home. We are pleased to offer a spacious, historic home in the heart of downtown Madis ...
From $350 per night (USD)VRBO
- From $268 per night (USD)
Expedia
Indiana Vacation Rental: Walk to Madison Main St!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
A stylish stay awaits at this vacation rental in Madison, Indiana's historic district. The welcoming decor highlights a ...
From $268 per night (USD)Expedia
- From $146 per night (USD)
VRBO
The Lanier Suite 204 at The Chandler Hotel
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Located in the heart of Downtown Madison, The Chandler Hotel has a rich history while boasting sophistication a ...
From $146 per night (USD)VRBO
- From $153 per night (USD)
Expedia
La Belle Rivière Suite 202 at The Chandler Hotel
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Located in the heart of Downtown Madison, The Chandler Hotel has a rich history while boasting sophistication a ...
From $153 per night (USD)Expedia
- From $146 per night (USD)
VRBO
Sunset on Broadway Suite 205 at The Chandler Hotel
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Located in the heart of Downtown Madison, The Chandler Hotel has a rich history while boasting sophistication a ...
From $146 per night (USD)VRBO
- From $146 per night (USD)
Expedia
Midnight on Main Suite 203 at The Chandler Hotel
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Located in the heart of Downtown Madison, The Chandler Hotel has a rich history while boasting sophistication a ...
From $146 per night (USD)Expedia
- From $146 per night (USD)
VRBO
The Stablemans Quarters 206 at The Chandler Hotel
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Located in the heart of Downtown Madison, The Chandler Hotel has a rich history while boasting sophistication a ...
From $146 per night (USD)VRBO
- From $369 per night (USD)
VRBO
3-suite cottage spa (aaaah!) house—amenities galore, in historic Madison Indiana
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The soaking tub downstairs is so spacious, some have called it an indoor pool. Whether that's true or not, it's a beauti ...
From $369 per night (USD)VRBO
- From $111 per night (USD)
VRBO
The Artist’s A-Frame
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Get away and enjoy the comfort and convenience of this unique, newly remodeled A-Frame home nestled in a quiet, ...
From $111 per night (USD)VRBO
- From $175 per night (USD)
VRBO
The Wadsworth in National Historic District of Madison, Indiana.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Wadsworth House was built in the mid-1800s. It is a fully renovated and modern Shotgun house in a quiet part of town ...
From $175 per night (USD)VRBO
- Click For Pricing
Expedia
Walk to Main St- Cozy Beds\/Clean!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
We welcome you to come enjoy all the charm downtown Madison has to offer! This early 1900’s home has been newly updated, ...
Click For PricingExpedia
- From $309 per night (USD)
Expedia
2 King Suites, 2 Queens. 3.5 Ba. Deck, River Views, Bicentennial Park
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
General’s Quarters (207) is steps from the Ohio River and is the perfect historic downtown Madison location. This newly ...
From $309 per night (USD)Expedia
- Click For Pricing
Expedia
Pearl House with a River View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Take it easy at this unique and tranquil getaway. Come and enjoy our 2 story, two bedroom guest house that offers all th ...
Click For PricingExpedia
- From $158 per night (USD)
Expedia
Historic Madison Retreat - 1 Mi to Ohio River
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Your next rejuvenating escape awaits with a stay at ‘Cottage at 1010’, a 2-bedroom, 1-bath vacation rental cottage in Ma ...
From $158 per night (USD)Expedia
- Click For Pricing
Expedia
Cozy boutique hotel in downtown Madison!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Your cozy getaway awaits in Madison, IN at this locally owned, boutique hotel. This second level unit is accessible by s ...
Click For PricingExpedia
- Click For Pricing
Expedia
Cozy 3BR Home in Fountain Square
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
About this space Experience the allure of our 3BR home, perfectly situated near Fountain Square. Every detail is thought ...
Click For PricingExpedia
- From $201 per night (USD)
VRBO
A unique Historical house on Main Street! SINGLE STORY LIVING!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This house is only few blocks away from downtown river walk. This property is unique and a very unique layout. It has al ...
From $201 per night (USD)VRBO
- From $165 per night (USD)
VRBO
East Main Lofts - Minimalist 302
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to The Minimalist Loft — 302, your own third floor studio loft once a former roller rink transformed into a mini ...
From $165 per night (USD)VRBO
- From $395 per night (USD)
VRBO
East Main Lofts -Roller Rink 301
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to The Roller Rink Loft — 301, your third floor retreat once a former roller rink transformed into a stylish mod ...
From $395 per night (USD)VRBO
- From $175 per night (USD)
Expedia
\"Madison Manor I\" by the River: Hot Tub, Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
*HANOVER GRADUATION SPECIAL* May 25 with balloons, cupcakes, and local wine to toast the graduate! This spacious Italian ...
From $175 per night (USD)Expedia
- From $269 per night (USD)
VRBO
\"Madison Manor II\" by the River: Hot Tub, Downtown
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
* HANOVER COLLEGE GRADUATION SPECIAL* May 25 with balloons, cupcakes, and local wine to toast the graduate! This spaciou ...
From $269 per night (USD)VRBO
- From $160 per night (USD)
Expedia
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This historic building was originally one of the city’s horse stables and has recently been converted into apartments. T ...
From $160 per night (USD)Expedia
- Click For Pricing
VRBO
Whole house: BEST location!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
The historic building was originally one if the city’s main livery stables circa 1886. It has been used for several busi ...
Click For PricingVRBO
- From $295 per night (USD)
Expedia
Livery Loft: our other BEST downtown location! Award winning! Come see why.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The historic building was originally one of the city’s main livery stables. Now new furnishings, bathrooms and the gour ...
From $295 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Charming shotgun in the heart of downtown Madison
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This charming, stylish 2-bedroom shotgun house is located on Main Street in historic downtown Madison, IN. You'll be jus ...
From $150 per night (USD)VRBO
- From $150 per night (USD)
VRBO
The Port Side Suite! Walking Distance to Madison Riverfront & Downtown!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Welcome to the Port Side Suite by Parker Places! This luxury suite is recently remodeled and features brand new everythi ...
From $150 per night (USD)VRBO
- From $175 per night (USD)
VRBO
The Regatta Room! Walking Distance to Madison Riverfront & Downtown!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to The Regatta Room by Parker Places! This luxury studio suite is recently remodeled and features brand new ever ...
From $175 per night (USD)VRBO
- Click For Pricing
VRBO
Historic Home! Walking Distance to Shops, Restaurants, Events, & Ohio River
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Historic Madison at the core! This 2 bed, 2 bath federal-style historic home will host your perfect getaway! It boasts n ...
Click For PricingVRBO
- Click For Pricing
VRBO
Grand Fireplace at the Heart of the Home! Updates Galore, but Lots of Old Charm!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Charming shotgun-style home in the heart of Historic Downtown Madison! Enjoy this recently remodeled home in the histori ...
Click For PricingVRBO
- From $174 per night (USD)
Expedia
Lovely 3 bedroom house with beautiful river views.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
UPDATED: This recently renovated home is situated on the riverfront, within easy walking distance to Main Street, and al ...
From $174 per night (USD)Expedia
- From $167 per night (USD)
VRBO
The Cypress Grove Inn ~Madison, IN!<br>*5 Star hosts!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Come enjoy the best of both worlds in our beautiful historic town! Cypress Grove Inn is approximately 1 mile from our be ...
From $167 per night (USD)VRBO
- From $175 per night (USD)
Expedia
Red comfy cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This is Single one story 2 bedroom cottage with King bed in Master Suite and two Twin beds in 2nd Bedroom. Both bedrooms ...
From $175 per night (USD)Expedia
- From $105 per night (USD)
VRBO
The Rustic River Retreat! Located near Historic Madison Indiana.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A perfect getaway in a Brand New home. This Tiny Home was built BIG. It features 1 bedroom with Queen size mattress. The ...
From $105 per night (USD)VRBO
- From $375 per night (USD)
VRBO
The Hacienda. Sprawling Ranch Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful home situated on 3 rolling acres with natural springs. Lots of natural light throughout the Hacienda. Locate ...
From $375 per night (USD)VRBO