Vacation Rentals By Owner In Madison, IN

Showing 64 Of 64 Vacation Rentals

$214.67

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.

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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.

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Sleeps

Exceptional(21)

$182.52

/ Nightly

Cabin

Peaceful Cozy Cabin 10 minutes from Historic downtown Madison

Madison, Indiana, United States

Enjoy the country side with the many sounds of nature on the porch or stay cozy inside this completely renovated cabin built in the 1800’s while all the amenities town has to offer just a few minutes away

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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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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

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Bath

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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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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

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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

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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

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Exceptional(3)

$234.60

/ Nightly

Private vacation home

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

Madison, Indiana, United States

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Bath

Sleeps

Exceptional(3)

$224.28

/ Nightly

Private vacation home

East End River Retreat: Dogs Welcome!

Madison, Indiana, United States

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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 Rentals By Owner In Madison, IN

$214.67

$287.33

$182.52

$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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