Home Vacation Rentals By Owner In Madison, IN

Showing 40 Of 78 Vacation Rentals
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Exceptional(12)

$113

/ Nightly
Apartment

The Madison Inn, Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102

Madison, Indiana, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

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Exceptional(14)

$119.13

/ Nightly
Apartment

The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101

Madison, Indiana, United States

Bed 1

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Bath 1

Bath

Sleep 2

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Exceptional(7)

$120.41

/ Nightly
Apartment

The Madison Inn, Historic woodside view suite 205, Historic woodside view suite 205

Madison, Indiana, United States

Bed 1

Bed

Bath 1

Bath

Sleep 3

Sleeps
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Exceptional(23)

$125.76

/ Nightly
Apartment

The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201

Madison, Indiana, United States

Bed 1

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Bath 1

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Sleep 2

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Exceptional(10)

$142.88

/ Nightly
Apartment

The Madison Inn, Historic city overlook suite 206, Historic city overlook suite 306

Madison, Indiana, United States

Bed 1

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Bath 1

Bath

Sleep 3

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Exceptional(3)

$117.2

/ Nightly
Apartment

The Madison Inn, Southern view on Main suite 202, Southern view on Main suite 202

Madison, Indiana, United States

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Bath 1

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Sleep 2

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Exceptional(35)

$506

/ Nightly
Private Vacation Home

Jefferson Off Main: *4 Beds*King Beds*Walk to Main* 3 Full Bath

Madison, Indiana, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(30)

$334.08

/ Nightly
Private Vacation Home

Charming 3-bedroom house in lovely downtown Madison.

Madison, Indiana, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(29)

$624.57

/ Nightly
Private Vacation Home

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

Madison, Indiana, United States

Bed 5

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(46)

$501.98

/ Nightly
Private Vacation Home

#207 King Suites, River Views, Deck, Downtown

Madison, Indiana, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(8)

$183.88

/ Nightly
Apartment

Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison

Madison, Indiana, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(17)

$171.47

/ Nightly
Cottage

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Madison, Indiana, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(20)

$324.3

/ Nightly
Private Vacation Home

Romantic Private Retreat 5 min from downtown with hot tub, firepit, grill

Madison, Indiana, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(33)

$450.46

/ Nightly
Private Vacation Home

3-suite cottage spa (aaaah!) house—amenities galore, in historic Madison Indiana

Madison, Indiana, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(1)

$405.38

/ Nightly
Private Vacation Home

2nd Street Inn: Historic 1870s Gem Steps From Main

Madison, Indiana, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(235)

$204.7

/ Nightly
Cabin

1800’s restored log cabin on 26 private rolling wooded acres with sunset views

Madison, Indiana, United States

Bed 1

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Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(50)

$243.23

/ Nightly
Apartment

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

Madison, Indiana, United States

Bed 1

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Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(12)

$308.2

/ Nightly
Private Vacation Home

4BR Near Clifty Falls --Sleeps 8 --Minutes to Historic Downtown Madison

Madison, Indiana, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(76)

$232.88

/ Nightly
Private Vacation Home

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

Madison, Indiana, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(3)

$761.5

/ Nightly
Private Vacation Home

Madison Manor by the River | Hot Tub, Game Rm | 5 BRs, 4½ Bath, Sleeps 16

Madison, Indiana, United States

Bed 5

Bed

Bath 4

Bath

Sleep 16

Sleeps
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Home Most popular vacation rentals in Madison

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Exceptional(3)

$300.84

/ Nightly
Private vacation home

The Aviator: Serene Ambience & Stylish Comfort

Madison, Indiana, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(3)

$289.52

/ Nightly
Private vacation home

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

Madison, Indiana, United States

Bed 3

Bed

Bath 1

Bath

Sleep 8

Sleeps
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Exceptional(3)

$290.95

/ Nightly
Apartment

1 Block to Main St: 'Second Street Carriage House'

Madison, Indiana, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(3)

$294.40

/ Nightly
Private vacation home

The Wadsworth in National Historic District of Madison, Indiana.

Madison, Indiana, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(3)

$294.40

/ Nightly
Cabin

Rustic cabin just outside of Madison!

Madison, Indiana, United States

Bed 4

Bed

Bath 2

Bath

Sleep 12

Sleeps
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Exceptional(3)

$304.18

/ Nightly
Private vacation home

Historic Row House in the heart of downtown Madison

Madison, Indiana, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(3)

$324.30

/ Nightly
Private vacation home

Romantic Private Retreat 5 min from downtown with hot tub, firepit, grill

Madison, Indiana, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(3)

$309.93

/ Nightly
Private vacation home

Riverside Retreat ~ One Story ~ 3bd/2ba ~ Steps to the River & Main St

Madison, Indiana, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(3)

$285.77

/ Nightly
Private vacation home

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

Madison, Indiana, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(3)

$303.60

/ Nightly
Private vacation home

East End River Retreat: Dogs Welcome!

Madison, Indiana, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps

Most Popular Cities in Indiana