Vacation Home Rentals By Owner In Madison, IN

Showing 34 Of 34 Vacation Rentals

$365.13

Auralis: Sleeps 8

Madison, Indiana, United States

Your home away from home in Madison with 3 lovely bedrooms. Each room is thoughtfully designed with a king, full, and queen bed to ensure a comfortable stay for all guests. The house features 2 bathrooms, including a jetted bathtub for ultimate relaxation. Step inside this charming property and experience a welcoming atmosphere that will make you feel right at home. We hope you enjoy what our place and Madison has to offer.

Bed

Bath

Sleeps

Exceptional(22)

$274.09

/ Nightly

Private Vacation Home

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

Madison, Indiana, United States

This home sits in the heart of downtown Madison!! Unobstructed, breathtaking views of the Ohio River & Madison Bridge. 2 bedroom, 2 bath single story home with a well stocked kitchen and comfortable spacious living room.brbrThere is easy access to all things Madison from this beautifully updated, well furnished, centrally located home.brJust feet from the Ohio River with only green space between you and the Riverwalk. Festivals on Vaughn Drive or peaceful walks along the river are right outside your front door.brJust an easy short 2 block walk to Events, Shopping and Restaurants on Main Streetbr200 ft to public boat ramp & ample parking for a boat makes this a boaters dreambrShort drive to Hanover CollegebrThis home is a PRIME LOCATION for all things happening in Madison.brPlease Note - There are security cameras on the exterior of the property. These cameras only view the property entrance/exit points, such as doors and gates.

Bed

Bath

Sleeps

Exceptional(1)

$504.78

/ Nightly

Private Vacation Home

Alterra:Slees 8,Steps to Main St,Serene

Madison, Indiana, United States

Your cozy getaway awaits in Madison at this phenomenal house. With 3 bedrooms including 1 king bed and 2 queen beds, along with 2 bathrooms featuring a shower and bathtub, this space is perfect for a nice and enjoyable stay. We'll be available to answer any questions while you stay at our place.

Bed

Bath

Sleeps

Exceptional(22)

$243.8

/ Nightly

Private Vacation Home

Historic Row House in the heart of downtown Madison

Madison, Indiana, United States

About this space:brModern flair with antique charm sets this home apart! Located on a quiet street in the heart of historic downtown Madison, this fully renovated 1830s Row House has you steps away from everything! Whether it's a festival or fall colors, a boat race or car show on the riverfront, a micro brewery or winery, antiquing or historic tour, hiking Clifty Falls or simply just getting away, we have the location for you. *HVAC system includes whole-house air purifier. Max of 4 guests, adults only.brThe space:brFrom the morning light flooding through the front windows to welcome the day, to the fire bowl in the private courtyard in the back to bring it to a close, this historic home with modern flair provides everything you need to create wonderful memories each day of your stay. The restored, original hardwood floors make it feel like you are walking on history. Curl up on the couch in the living room with a book and enjoy the replicated coal-burning fireplace. A fully equipped kitchen (including Keurig, coffee, tea, water) and washer/dryer unit add all the conveniences of home. *For your safety, a whole-house air purifier that kills 99% of viruses has been installed with the new modern HVAC system controlled by Ecobee. The calendar only opens up three months in advance. If you are interested in extended stays message owner to check availability and special pricing.brGuest access:brEntire home and back courtyard

Bed

Bath

Sleeps

Exceptional(24)

$224.28

/ Nightly

Private Vacation Home

East End River Retreat: Dogs Welcome!

Madison, Indiana, United States

Walk Across Ohio River | Perks for Pups | Golf Cart | Coffee & Tea StationbrbrHistoric sights, good eats, and outdoor fun on the Ohio River await when you stay at this 2-bedroom, 1.5-bath vacation rental in historic Madison, designated as one of the best small cities in America. The cozy bungalow comes with everyday essentials, including a full kitchen, dedicated workspace, and fenced yard for fur babies. Ready to explore Madison has 133 blocks of local shops, cafes, restaurants, and more!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 queen bedbr- Living Room: 1 queen sleeper sofabrbrINDOOR LIVINGbr- 3 Smart TVs, DVD players, DVDsbr- Board games, puzzles, books, CD player, CDsbr- Electric fireplacebr- Dining tablebr- Work desk (bedroom 1)br- Portable deskbrbrOUTDOOR LIVINGbr- Covered back patio, outdoor dining setbr- Fenced-in yard (15'x40')br- Front porch w/ 2 chairsbr- Golf cart (waiver required)brbrKITCHENbr- Dishwasher, refrigerator, stove/oven, microwavebr- Keurig coffee maker, coffee & tea, flavored syrups, cream & sugar, mugs & to-go cupsbr- Spices, toaster, blender, Crockpot, air fryerbr- Cooking & baking basics, dishware & flatware, trash bags & paper towelsbrbrGENERALbr- Central A/C, gas heatingbr- Towels & linens, complimentary toiletries, hair dryer, lap blanketsbr- Washer & dryer, iron & board, hangersbr- One-medium sized dog crate, dog dishes, pet throw blankets, waste bags, welcome treatbr- Free WiFi, keyless entrybrbrFAQbr- 3 exterior security cameras (facing out)br- Pet fee (paid pre-trip)brbrACCESSIBILITYbr- Single-story home, 3 steps down to walkway + 1 additional step to enterbr- 1 interior step to access primary bedroom, bathroom & laundry roombr- Uneven flooring in entrywaybrbrPARKINGbr- Driveway (2 vehicles, behind property)br- Free street parkingbr- Free public parking throughout the citybrbr-- THE LOCATION --brbr- Walking distance downtown (designated as a National Historic Landmark): shops, cafes, restaurants, bars & grills, coffee houses, wineries & breweries, riverwalkbr- 1 mile to Heritage Trail & Madison Riverfront Dog Parkbr- 0.5 miles to Milton-Madison Bridge (Indiana/Kentucky state line)br- 0.6 miles to Ohio River boating accessbr- 5 miles to Clifty Falls State Parkbr- 1 mile to Lumber Mill Antique Mallbr- 27 miles to Belterra Casino Resortbr- 61 miles to Louisville Int'l Airport & 69 miles to Cincinnati/Northern Kentucky Int'l Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking or vapingbr- Pet friendly w/ $75 fee (+ fees & taxes, dogs only, 2 max)br- Please crate dogs when left alone at the house. One medium-sized crate will be providedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- The main point of entry is a side entrance which may be accessed from the front or rear of the propertybr- The designated parking spaces are located at the rear of the property. There are 3 steps down to the paved walkway leading to the side entrance of the house. There is 1 step down halfway to the door on the sidewalk. There is a ramp (leading past the golf cart) that may be used to avoid the 4 steps, but you will walk through large gravel in the yardbr- There is 1 interior step required to reach the primary bedroom, full bathroom, and laundry room. Inside the main entry, there is a cellar door covered by a rug that may cause guests to feel a slight give in the flooring, which is normal for the housebr- A waiver is required prior to using the golf cartbr- Please note that the full bathroom can only be accessed through bedroom 1br- Your safety matters. This property features 3 exterior security cameras. Camera 1 is on the front door facing the street. Camera 2 is a doorbell camera on the main door facing the exterior entry. Camera 3 is on the back corner of the house facing the parking pad. The cameras are outward facing and do not look into interior spaces. The cameras record video when activated by motion

Bed

Bath

Sleeps

Exceptional(15)

$313.95

/ Nightly

Private Vacation Home

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

Madison, Indiana, United States

Located in the Madison Historic District, close to everything when you stay at this centrally-located home. This gorgeous newly renovated home is located just a few blocks of bustling Madison Main St, the perfect place to stay w family/friends. well appointed kitchen, pots/pans/baking dishes/30+spices, cooking utensils, W/D, Free Reliable WiFi, dedicated workspace/desk/office chair, Smart TVs in 5 rooms, premise parking, Infant/Kid Friendly, Pet Friendly, 1 King, 2 Queens & 1 full futon-4th Bed.brbrKitchen: Fully equipped kitchen, 30 spices, olive oil, veg oil, baking powder, baking soda, pots/pans, baking sheets, muffin pan, large variety of utensils, blender, toaster, microwave, stove tea pot, water pitchers for lemonade/tea etc., glass & plastic drink cups, tall & short, 12 person corelle plate set, kids forks/spoons, standard & Keurig coffee makers with a variety of k-cup & ground original coffees/flavored coffees/tea-including tea bags & decaf coffee, flavored & original creamers & sweeteners. brbrBedrooms: 1 king bed, 2 queen beds, and 1 full futon (with thick mattress topper), portable fans on every nightstand, ceiling fans in each bedroom, ear plugs in the nightstands, several pillows to choose from, extra blankets & blackout curtains. Closets have hangers available for your use. 2 Pack n plays are available for your use- 1 is in large bathroom closet and one is in the king bedroom. Pack n play sheets are kept in the large bathroom closet. Smoke detectors & CO2 Detectors.brbrBathrooms: The 3 bathrooms are equipped with everything you need including hair dryers, shampoo/conditioner/body wash, shower/bathtub, forgot something baskets(razors/toothbrush/ear plugs/toothpaste & more), plenty of towels, hand towels, washcloths, makeup removal washcloths & hair dryers in every bathroom. brbrLiving Room: Very Cozy living room also with a smart TV, streaming your personal favorites, ceiling fan, 6 input iphone/android charging station.brbrDining Room: Large dining table perfect for meals, playing cards/games, etc. High chair & infant activity table is kept in the dining room. brbrDedicated Private Work Space: Take advantage of a quiet place to work or read when needed, in our library. Our library houses a variety of media detailing the history of Madison, Indiana, including art festival prints, old post cards, history books, etc. The library also contains the downstairs thermostat. brbrFuton Bedroom/Movie Room: Movie room w a variety of adult & child DVD's, 55 smart TV, children's books/games, infant/toddler activity cube. brLaundry Room: Washer/Dryer, Iron & Ironing Board, Steamer with distilled water available, Broom/Dust Pan.brbrParking: This home has an attached carport to the entry door, additional street parking available as well, brbrMADISON, INDIANA is known as the “City of Music” and keeps a packed event schedule to include hydroplane racing, multiple food, music & fun festivals, art festivals, wineries/breweries, brand new community pool complex that preserved the 1938 “seashore” design while adding more modern features - Crystal Beach Aquatic Park that boasts 2 waterslides, an activity tower for all abilities, diving board, wet deck, lazy river, lap lanes & water fitness classes (daily public swim hours during the season). Accessibility: the pool complex is designed to serve individuals of all abilities. brbrFood & Specialty Shops: You will also enjoy local family owned restaurants with amazing menu’s, coffee shops, creperie, ice cream shop, chocolatier and other specialty shops, in addition to the more familiar chain restaurants & stores up on the hilltop. brbrClifty Falls State Park & Nature Center: offers it’s own educational events/activity hiking trails/family fun events/women’s groups schedule. brbr3 Dog Park Options: Madison also offers the popular Lykos Riverfront Dog Park-fenced in area along the riverfront, that has separate spaces for large and small dogs. Secondly, Oakhill Dog Park on the hilltop-is a newly renovated park and is fenced in area with agility equipment. Third, Madison has Me and My Dog Park that offers private bookable spots available (east side of Madison). www.Bringfido.com brbrLanier Mansion State Historic Site- Known for it breathtaking Greek Revival Architecture and rich history. Tickets and tours available. brbrMadison offers so much more for everyone to enjoy. We are thankful for our guests and hope you enjoy your time in Madison and at our charming house, Mulberry Manor.

Bed

Bath

Sleeps

Exceptional(61)

$504.42

/ Nightly

Private Vacation Home

Luxurious 4 Bedroom Home in Heart of Historic Madison's Downtown

Madison, Indiana, United States

This beautiful historic home is in the heart of downtown Madison, IN. It has been completely renovated with 4 large bedrooms and 3 full bathrooms. It is with-in walking distance of all of the main attractions that Madison has to offer.brbrThis home is perfect for entertaining. The grand 16 foot ceilings catch your eye as you and your friends lounge in the parlor or dining room. Each bedroom offers hard wood floors with lots of room for you to relax in.brbrMadison features more historical blocks than any city in the US. You will be in the heart of Main Street US. All the famous Madison restaurants and bars are only a few steps out the door. Madison host many music festivals each month along with the Chautauqua of Arts in September. You will be foot steps to everything you need.brbrLuxury through this home. Coupled next door to The Blush on Main Boutique and Salon. You can pamper yourself at the Blush Salon or have a private massage brought to you in the home.brbrWe also offer a Gourmet Chef that can cook and entertain you while you relax with your family and friends! This home is like no other and you will love your stay in Madison.

Bed

Bath

Sleeps

Exceptional(12)

$404.53

/ Nightly

Private Vacation Home

Madison Manor I | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8

Madison, Indiana, United States

Madison Manor I is a spacious historic townhouse just 2 blocks from the Ohio River, 5 blocks to the boat ramp, & a short walk to charming downtown Madison. One of the only homes in town with both a hot tub and game room, it sleeps up to 8 and is perfect for families & small groups.brbrEnjoy vintage character, modern comforts, a shared patio with hot tub, fire pit & grill, plus air hockey, pool, ping pong, & more.brbrMadison Manor I adjoins Madison Manor II—book both homes together for larger groups. You may hear guests on the other side. Quiet hours are 10pm-8am. Earplugs and white noise machines are provided for your comfort & convenience.brbr✨ Highlightsbr• 2-story Townhouse • Private entrance • See layout photobr• 3 bedrooms • 2 bathroomsbr• Sleeps 8 (6 guests + 2 small children) · 2 Queens · Twin bunkbed in pass-thru room with open doorways and limited privacy · Toddler mattress · Pack-n-Play br• Ideal for families, groups, and couplesbr• Walk to Downtown Madison & the Ohio Riverbr• Free street parkingbr• Fully equipped kitchen • Washer & dryer in shared laundry roombr• Ultra-fast WiFi • 3 Smart TVsbr• Patio • Hot tub • Fire pit • Gas grill (shared amenities)br• Game room • Mini pool table/air hockey/ping pong • Board gamesbr• Golf cart rental (subject to availability)br• Quiet, well-mannered dogs with prior consent • Pet fee appliesbrbr— The Details —brThis Italianate-style townhouse built in 1870 offers a rare combination of prime location, architectural character, and standout amenities. Whether you’re visiting for a weekend getaway, a family trip, or an extended stay, Madison Manor I is designed for relaxation, connection, and memorable experiences. Inside, historic charm meets modern comfort with exposed brick and thoughtful décor. The well-equipped kitchen includes pantry basics and everything you need for easy meals at home.brbrCurated spaces throughout the home invite you to unwind after a day of exploring. Spend evenings soaking in the hot tub beneath pergola café lights, gathering around the fire pit, or enjoying movies, games, and friendly competition indoors. The home is pet-friendly, making it easy to include your four-legged companion on riverside strolls or hikes at nearby Clifty Falls. Thorough cleaning protocols between guests ensure a spotless and sparkling stay.brbr Sleeping arrangements (sleeps 6 comfortably + up to 2 small children):br• Primary bedroom (2nd floor): Queen bed, vintage charm, TV, and storagebr• Second bedroom (2nd floor): Queen bed, calming natural light, TV, and storagebr• Full bathroom (2nd floor): Walk-in shower, located steps from both bedroomsbr• Third bedroom (1st floor): Train-themed bunk room with ensuite full bath — a playful nod to Madison’s railroad history. This is a unique pass-through room with open doorways on each side, best suited for children rather than adults seeking full privacy.br• Pack ’n Play and toddler mattress providedbrbr Unbeatable Locationbr• 10-minute walk to downtown Madisonbr• 2-minute walk to the Ohio Riverbr• 5 blocks to boat ramp — wide on-street 1 block away for trailerbr• 10-minute walk to Milton–Madison Bridge walking pathbr• 10-minute drive to Clifty Falls State Parkbr• 15-minute drive to Hanover Collegebr• 10-minute drive to Madison HilltopbrYou’ll be close to everything — yet tucked on a quiet residential street in the heart of Madison, the largest contiguous historic district in the U.S.brbr— Why We’re Different —br• Hot tub — a rare amenity in Madisonbr• Dedicated game room — also rarebr• Walk-to-everything convenience reduces event-day parking chaosbr• Golf cart rental onsite (subject to availability)br• Historic charm paired with modern comfort upgradesbr• Excellent for Regatta, Chautauqua, Hanover College visits, and festivalsbr• Complimentary chocolate, snacks, and chilled sparkling waterbr• Room darkening curtains, ear plugs, & Dohm machine for restful sleepbrbr Family-Friendly Featuresbr• Highchair • Baby bath • Pack ’n Play • Toddler mattressbr• Game room with mini pool table, air hockey, ping pong, board games, and cardsbr• Tub in main-level bathroom off bunk roombr• Quiet neighborhood ideal for evening walksbrbr Outdoor Livingbr• Patio with pergola and café lightingbr• Hot tub and fire pit for shared outdoor relaxationbr• Gas grill with grilling toolsbr• Outdoor tables and seating for group meals or downtimebrbr Pet-Friendly Perksbr• Medium crate and dog bedbr• Food and water bowlsbr• Waste bags conveniently provided near the front doorbr• Patio tetherbr• Sofa coverbrbr Sustainability — Lower Your Travel Footprintbr• Local coffee ☕ with reusable filters br• Fresh, local flowers (in season)br• Recycling providedbr• Refillable dispensers with shampoo, conditioner, and body washbr• Eco-friendly toiletries like bamboo toothbrushesbr• Eco-friendly cleaning products + “free & clear” detergentbr• WiFi-enabled thermostatbrbr House RulesbrQuiet hours: 10pm–8am (City of Madison ordinance)brNo parties or unauthorized eventsbrOnly registered guests permitted overnightbrDogs allowed with prior approval and pet feebrNo smoking or vaping anywhere on the propertybrPlease remove shoes indoorsbrCheck-out: simple list provided in homebrHot tub rules posted onsitebrPet rules: (1) Must use sofa cover provided; (2) Pets not permitted on any other furniture (3) Leash required on the patio.

Bed

Bath

Sleeps

Exceptional(16)

$448.24

/ Nightly

Private Vacation Home

Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8

Madison, Indiana, United States

Madison Manor II is a spacious historic townhouse just 2 blocks from the Ohio River, 5 blocks to the boat ramp, & a short walk to charming downtown Madison. One of the only homes in town with both a hot tub & game room, it sleeps up to 8 -- perfect for families & small groups.brbrEnjoy vintage character, modern comforts, a shared patio with hot tub, fire pit & grill, plus a mini-movie theater, dartboard, & more.brbrMadison Manor I adjoins Madison Manor II—book both homes together for larger groups. You may hear guests on the other side. Quiet hours are 10pm-8am. Earplugs and white noise machines are provided for your comfort & convenience.brbr✨ Highlightsbr• 2-story Townhouse • Private entry • See layout photobr• 2 bedrooms • 2.5 bathroomsbr• Sleeps 8 — 6 guests + 2 small childrenbr• 2 Queens · 2 Twin futons in game room (common area) · Toddler mattress · Pack-n-Play br• Ideal for families, groups, and couplesbr• Walk to Downtown Madison & the Ohio Riverbr• Free street parkingbr• Fully equipped kitchenbr• Ultra-fast WiFi • 3 Smart TVsbr• Washer & dryer in shared laundry roombr• Patio • Hot tub • Fire pit • Gas grill (shared amenities)br• Dedicated game room • Mini movie theater • Dartboard • Poker set • Board gamesbr• Golf cart rental (subject to availability)br• Adjoins Madison Manor I — book both townhouses & sleep up to 16br• Quiet, well-mannered dogs welcome with prior consent • Pet fee appliesbrbr— The Details —brThis Italianate-style townhouse built in 1870 offers a rare combination of prime location, architectural character, and standout amenities. Whether you’re visiting for a weekend getaway, a family trip, or an extended stay, Madison Manor II is designed for relaxation, connection, and memorable experiences. Inside, historic charm meets modern comfort with exposed brick and thoughtful décor. The well-equipped kitchen includes pantry basics and everything you need for easy meals at home.brbrCurated spaces throughout the home invite you to unwind after a day of exploring. Spend evenings soaking in the hot tub beneath pergola café lights, gathering around the fire pit, or enjoying movies, games, and friendly competition indoors. The home is pet-friendly, making it easy to include your four-legged companion on riverside strolls or hikes at nearby Clifty Falls. Thorough cleaning protocols between guests ensure a spotless and sparkling stay.brbrSleeping arrangements (sleeps 6 comfortably + up to 2 infants):br• Primary bedroom (2nd floor): Queen four-poster bed with ivory bedspread, vintage charm, TV, and storagebr• Second bedroom (2nd floor): Queen bed with calming natural light, TV, and storagebr• Full bathroom (2nd floor): Located steps from both bedroomsbr• Living Room 2 / Game Room (1st floor): Two twin futonsbr• Second full bathroom (1st floor): Walk-in showerbr• Pack ’n Play and toddler mattress providedbrbrStep outside to a shared backyard oasis featuring:br• Pergola with café lightingbr• Hot tub for year-round relaxation (closed below 20°F)br• Fire pit for cozy eveningsbr• Gas grill and outdoor dining areabrbr Unbeatable Locationbr• 10-minute walk to downtown Madisonbr• 2-minute walk to the Ohio Riverbr• 5 blocks to boat ramp — wide on-street 1 block away for trailerbr• 10-minute walk to Milton–Madison Bridge walking pathbr• 10-minute drive to Clifty Falls State Parkbr• 15-minute drive to Hanover Collegebr• 10-minute drive to Madison HilltopbrYou’ll be close to everything — yet tucked on a quiet residential street in the heart of Madison, the largest contiguous historic district in the U.S.brbr— Why We’re Different —br• Hot tub — a rare amenity in Madisonbr• Dedicated game room with mini movie theater — also rarebr• Walk-to-everything convenience reduces event-day parking chaosbr• Convenient onsite golf cart rental (subject to availability)br• Historic charm paired with modern comfort upgradesbr• Excellent for Regatta, Chautauqua, Hanover College visits, and festivalsbr• Complimentary chocolate, snacks, and chilled sparkling waterbr• Room darkening curtains, ear plugs, & Dohm machine for restful sleepbrbr Family-Friendly Featuresbr• Highchair • Baby bath • Pack ’n Play • Toddler mattressbr• Game room with mini movie theater, dartboard, poker set, board games, and cardsbr• Bathtub in upstairs bathroombr• Quiet neighborhood ideal for evening walksbrbr✨ Outdoor Livingbr• Patio with pergola and café lightingbr• Hot tub and fire pit for shared outdoor relaxationbr• Gas grill with grilling toolsbr• Outdoor tables and seating for group meals or downtimebrbr Pet-Friendly Perksbr• Medium crate and dog bedbr• Food and water bowlsbr• Waste bags conveniently provided near the front doorbr• Patio tetherbr• Sofa coverbrbr Sustainability — Lower Your Travel Footprintbr• Local coffee ☕ with reusable filters br• Fresh, local flowers (in season)br• Recycling providedbr• Refillable dispensers with shampoo, conditioner, and body washbr• Eco-friendly toiletries like bamboo toothbrushesbr• Eco-friendly cleaning products + “free & clear” detergentbr• WiFi-enabled thermostatbrbr House RulesbrQuiet hours: 10pm–8am (City of Madison ordinance)brNo parties or unauthorized eventsbrOnly registered guests permitted overnightbrDogs allowed with prior approval and pet feebrNo smoking or vaping anywhere on the propertybrPlease remove shoes indoorsbrCheck-out: simple list provided in homebrHot tub rules posted onsitebrPet rules: (1) Must use sofa cover provided; (2) Pets not permitted on any other furniture (3) Leash required on the patio.

Bed

Bath

Sleeps

Exceptional(2)

$340.23

/ Nightly

Private Vacation Home

Aquantis: Sleeps 6, Pets OK, Steps from Main St

Madison, Indiana, United States

Your cozy getaway awaits in Madison at this quaint house. With 2 bedrooms featuring a king and queen bed, a living room with a sofa bed, and essential amenities like AC, WiFi, and a washing machine, your stay will be enjoyable. The charming atmosphere of this wonderful property will make guests feel right at home. We're happy to assist with any questions while you stay at our house.

Bed

Bath

Sleeps

Exceptional(33)

$270.25

/ Nightly

Private Vacation Home

Bungalow on Main!!

Madison, Indiana, United States

This house is only few blocks away from downtown river walk. This 150 years old property is unique and a very unique layout. It has almost a wrap-around front porch, and has ample character in its side and rear yard. Great lighting exists here, and the white shines throughout the indoors and outdoors.

Bed

Bath

Sleeps

Exceptional(84)

$214.67

/ Nightly

Private Vacation Home

Red comfy cottage

Madison, Indiana, United States

This is Single one story 2 bedroom cottage with King bed in Master Suite and two Twin beds in 2nd Bedroom. Both bedrooms have full bathroom, closet space and smart Tvs. Full kitchen with appliances like, Stove,Refrigerator, Small dishwasher Microwave, Coffee pot. Unit also has full washer and dryer. Privacy fenced back yard with hot tub, grill and fire pit.

Bed

Bath

Sleeps

Exceptional(2)

$287.33

/ Nightly

Private Vacation Home

The Aviator: Serene Ambience & Stylish Comfort

Madison, Indiana, United States

THE AVIATOR - where historic character meets modern comfort. Built in 1901, this beautifully restored apartment offers the perfect stay for families, couples, or small groups looking to experience the heart of Madison, Indiana.brbrDuring its restoration, we kept original elements like tall ceilings and large rooms, while thoughtfully updating the layout. The result is a warm, inviting space that honors its past without sacrificing comfort.

Bed

Bath

Sleeps

Exceptional(3)

$181.7

/ Nightly

Private Vacation Home

Rhythm & Blues! Quiet, private, downtown! -Golf Cart Available!

Madison, Indiana, United States

Your getaway awaits in Madison at this delightful house. With 2 bedrooms featuring a king and queen bed, a bathroom with a bathtub, and amenities like heating, WiFi, and AC, this beautiful property is perfect for a relaxing stay. Fall in love with Madison and enjoy the magic it has to offer.

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Bath

Sleeps

Rent a place that suits your needs

Private vacation home

View 35 Private vacation home

Most popular vacation rentals in Madison

Exceptional(3)

$199.07

/ Nightly

Cabin

Cedar Rustic Cabin at Lost Trails

Madison, Indiana, United States

Bed

Bath

Sleeps

Exceptional(3)

$278.00

/ Nightly

Private vacation home

Unique! Edgar Allan Poe inspired Gothic themed home in Madison

Madison, Indiana, United States

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Bath

Sleeps

Exceptional(3)

$274.09

/ Nightly

Private vacation home

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

Madison, Indiana, United States

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Bath

Sleeps

Exceptional(3)

$257.77

/ Nightly

Private vacation home

The Cypress Grove Inn ~Madison, IN!
*5 Star hosts!

Madison, Indiana, United States

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Bath

Sleeps

Exceptional(3)

$252.00

/ Nightly

Cabin

Cabin on the Ridge: The Sequel

Madison, Indiana, United States

Bed

Bath

Sleeps

Exceptional(3)

$243.80

/ Nightly

Private vacation home

Historic Row House in the heart of downtown Madison

Madison, Indiana, United States

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Bath

Sleeps

Exceptional(3)

$234.60

/ Nightly

Private vacation home

Beautiful and spacious 3BR historic home centrally located in downtown, Madison.

Madison, Indiana, United States

Bed

Bath

Sleeps

Exceptional(3)

$224.28

/ Nightly

Private vacation home

East End River Retreat: Dogs Welcome!

Madison, Indiana, United States

Bed

Bath

Sleeps

Exceptional(3)

$217.35

/ Nightly

Private vacation home

Beautiful townhome just steps from Historical Downtown Madison

Madison, Indiana, United States

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Bath

Sleeps

Exceptional(3)

$164.48

/ Nightly

Apartment

The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

Madison, Indiana, United States

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Bath

Sleeps

Vacation Home Rentals By Owner In Madison, IN

$365.13

$274.09

$504.78

$243.8

$224.28

$313.95

$504.42

$404.53

$448.24

$340.23

$270.25

$214.67

$287.33

$181.7

Rent a place that suits your needs

Most popular vacation rentals in Madison

$199.07

$278.00

$274.09

$257.77

$252.00

$243.80

$234.60

$224.28

$217.35

$164.48

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