Home Vacation Home Rentals By Owner In Madison, IN

Showing 20 Of 47 Vacation Rentals
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$386.95

/ Nightly
Private Vacation Home

Winnie`s Place downtown

Madison, Indiana, United States

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(20)

$404.23

/ Nightly
Private Vacation Home

Indiana Vacation Rental: Walk to Madison Main St!

Madison, Indiana, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(33)

$447.58

/ 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(72)

$507.46

/ Nightly
Private Vacation Home

#209 Kings, River View, Deck, Bicentennial Park

Madison, Indiana, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(65)

$551.42

/ Nightly
Private Vacation Home

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

Madison, Indiana, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(2)

$566.38

/ Nightly
Private Vacation Home

Alterra:Slees 8,Steps to Main St,Serene

Madison, Indiana, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(29)

$628.02

/ 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(3)

$774.96

/ 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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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(22)

$392.11

/ Nightly
Private Vacation Home

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

Madison, Indiana, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(1)

$403.08

/ 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(21)

$386.4

/ Nightly
Private Vacation Home

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

Madison, Indiana, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(17)

$384.28

/ Nightly
Private Vacation Home

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

Madison, Indiana, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(4)

$360.46

/ Nightly
Private Vacation Home

Pine Lodge at Lost Trails

Madison Township, Indiana, United States

Bed 3

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(2)

$354.2

/ Nightly
Private Vacation Home

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

Madison, Indiana, United States

Bed 2

Bed

Bath 1

Bath

Sleep 8

Sleeps
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Exceptional(35)

$350.75

/ Nightly
Private Vacation Home

The Nature House is a perfect mix of charm and location!

Madison, Indiana, United States

Bed 3

Bed

Bath 1

Bath

Sleep 8

Sleeps
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$345.12

/ Nightly
Private Vacation Home

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

Madison, Indiana, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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$342.7

/ Nightly
Private Vacation Home

Nestled in downtown Madison, The Olive House has charm and modern comfort.

Madison, Indiana, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(8)

$342.7

/ Nightly
Private Vacation Home

The Raven, a unique Edgar Allan Poe inspired Gothic themed home

Madison, Indiana, United States

Bed 3

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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View 47 Private vacation home

Home Most popular vacation rentals in Madison

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Exceptional(30)

$289.23

/ 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(30)

$280.89

/ 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(30)

$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(30)

$286.35

/ 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(30)

$287.50

/ 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(30)

$302.45

/ 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(30)

$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(30)

$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
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Exceptional(30)

$278.85

/ Nightly
Cabin

Cabin on the Ridge

Madison, Indiana, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(30)

$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

Most Popular Cities in Indiana