Madison vacation rentals

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Useful Info
Recommended by KAYAK

Best Madison vacation rentals

'Madison Manor I' by the River, Hot Tub, Downtown - Madison - Living room
'Madison Manor I' by the River, Hot Tub, Downtown
Madison, IN
9.0Wonderful(10)
House
Parking
Free Wi-Fi
$373+
Check availability
Madison Manor II by the River Hot Tub Downtown - Madison - Kitchen
Madison Manor II by the River Hot Tub Downtown
Madison, IN
10Wonderful(11)
House
Parking
Free Wi-Fi
$361+
Check availability
River Views from Every Room! Clean Fun, Secluded, but close to town. Pool table - Madison - Bedroom
River Views from Every Room! Clean Fun, Secluded, but close to town. Pool table
Madison, IN
9.5Wonderful(36)
House
Free Wi-Fi
$239+
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Red comfy cottage - Madison - Patio
Red comfy cottage
Madison, IN
9.5Wonderful(89)
House
Parking
Free Wi-Fi
Pool
$299+
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East Main Lofts - Coastal 201 - Madison - Bedroom
East Main Lofts - Coastal 201
Madison, IN
9.8Wonderful(8)
Apartment
$416+
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East Main Lofts - Farmhouse 204 - Madison - Bedroom
East Main Lofts - Farmhouse 204
Madison, IN
9.4Wonderful(13)
Apartment
$317+
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Cabin on the Ridge Su - Madison - Living room
Cabin on the Ridge Su
Madison, IN
9.8Wonderful(19)
Cabin
$259+
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Indiana Vacation Rental Walk to Madison Main St! - Madison - Building
Indiana Vacation Rental Walk to Madison Main St!
Madison, IN
9.4Wonderful(17)
House
Free Wi-Fi
$291+
Check availability
Sonshine Cabin is your own private park. With wildlife or a hike to the creek. - Madison - Building
Sonshine Cabin is your own private park. With wildlife or a hike to the creek.
Madison, IN
9.9Wonderful(115)
Cabin
Free Wi-Fi
$284+
Check availability
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV - Madison - Bedroom
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV
Madison, IN
9.8Wonderful(11)
Apartment
$168+
Check availability
East Main Lofts - Haven 202 - Madison - Living room
East Main Lofts - Haven 202
Madison, IN
9.8Wonderful(5)
Apartment
$417+
Check availability
East Main Lofts - Boho 203 - Madison - Bedroom
East Main Lofts - Boho 203
Madison, IN
9.8Wonderful(9)
Apartment
$348+
Check availability
1800’s restored log cabin on 26 private rolling wooded acres with sunset views - Madison - Living room
1800’s restored log cabin on 26 private rolling wooded acres with sunset views
Madison, IN
9.8Wonderful(131)
Cabin
Free Wi-Fi
$237+
Check availability
East End River Retreat Dogs Welcome! - Madison - Bedroom
East End River Retreat Dogs Welcome!
Madison, IN
10Wonderful(12)
House
Free Wi-Fi
Pet friendly
$207+
Check availability
Beautiful Bungalow on Main - Madison - Living room
Beautiful Bungalow on Main
Madison, IN
9.7Wonderful(25)
House
Parking
Free Wi-Fi
$388+
Check availability
Historic Row House in the heart of downtown Madison - Madison - Living room
Historic Row House in the heart of downtown Madison
Madison, IN
10Wonderful(13)
House
Free Wi-Fi
$329+
Check availability
Useful Info

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

October
May
$212
$256
Cheapest month to stay with an average 14% drop in price.
Most expensive month to stay with an average 23% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Madison vacation rental deals

  • Vacation rentals in Madison are around 56% more expensive than hotels on average. Search here to compare prices for all accommodation types in Madison.
  • The best vacation rental properties in Madison are The Nature House is a perfect mix of charm and location! (10.0, 27 reviews), #207 King Suites, River Views, Deck, Downtown (10.0, 31), and The Cypress Grove Inn ~Madison, IN!br5 Star hosts! (10.0, 28), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Madison, you should consider visiting during the low season. The cheapest vacation homes in Madison can be found in October and November.
  • The cheapest night for renting a vacation home in Madison is Sunday. In contrast, the most expensive is Monday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Madison for 2 days.

FAQs when booking a vacation home in Madison

  • What types of vacation rentals are available in Madison?

    There are loads of different property types that you can make your vacation home in Madison. You’ll find apartments, cabins, cottages and houses.

  • Are there any pet-friendly vacation rentals in Madison?

    There are a number of dog and pet-friendly Madison vacation rentals, with around 2% allowing you to bring your pet along with you.

  • How can I find vacation rentals near me in Madison?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Madison?

Our map will help you find the perfect place to stay in Madison by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Madison