Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Madison
Check in / Check out
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Europe
Europe
Canada
Canada
Caribbean
Caribbean
Italy
Italy
South America
South America
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Gift cards
Airbnb your home
Help Center
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Countryside
Rooms
Amazing pools
Lake
Play
Cabins
Chef's kitchens
New
Farms
Amazing views
Trending
Design
Bed & breakfasts
Tiny homes
Vineyards
Grand pianos
National parks
Skiing
Camping
Lakefront
Golfing
Filters
, 1 filter applied
1
Display total before taxes
Show map
Search results; 20 places in Madison
20 places in Madison
Guest favorite
Guest favorite
Apartment in Madison
Dragonfly Suite
1 queen bed
1 queen bed
May 4 – 9
May 4 – 9
$92
night
$92 per night
4.96 out of 5 average rating, 427 reviews
4.96 (427)
Superhost
Superhost
Apartment in Madison
East Main Lofts -Roller Rink 301
Apr 18 – 23
Apr 18 – 23
$441
$336
night
$336 per night, originally $441
4.8 out of 5 average rating, 5 reviews
4.8 (5)
Guest favorite
Guest favorite
Apartment in Madison
River's Edge II-Historic Hunger House-Downstairs
2 beds
2 beds
Apr 20 – 25
Apr 20 – 25
$100
night
$100 per night
5.0 out of 5 average rating, 114 reviews
5.0 (114)
Guest favorite
Guest favorite
Apartment in Madison
Livery Loft: BEST location!
4 beds
4 beds
Apr 21 – 26
Apr 21 – 26
$275
night
$275 per night
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Guest favorite
Guest favorite
Apartment in Madison
Stablemaster’s Quarters/ Best downtown location!
3 beds
3 beds
May 7 – 12
May 7 – 12
$188
night
$188 per night
5.0 out of 5 average rating, 271 reviews
5.0 (271)
Guest favorite
Guest favorite
Apartment in Madison
The Treehouse - Hot Tub - Indoor Pool Get Away!
1 bed
1 bed
May 6 – 11
May 6 – 11
$158
night
$158 per night
4.97 out of 5 average rating, 39 reviews
4.97 (39)
Guest favorite
Guest favorite
Apartment in Madison
The Historic Maddox House
1 queen bed
1 queen bed
May 13 – 18
May 13 – 18
$102
night
$102 per night
4.93 out of 5 average rating, 61 reviews
4.93 (61)
Guest favorite
Guest favorite
Apartment in Henryville
Luxury Studio Apt - 30 Mins. to Churchill Downs!
Apr 22 – 27
Apr 22 – 27
$89
$77
night
$77 per night, originally $89
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Guest favorite
Guest favorite
Apartment in Charlestown
Cozy hideaway on Yankee creek.
3 beds
3 beds
Apr 18 – 23
Apr 18 – 23
$84
night
$84 per night
4.93 out of 5 average rating, 41 reviews
4.93 (41)
Superhost
Superhost
Apartment in Aurora
Studio Apartment w/ Beautiful View!
1 queen bed
1 queen bed
May 25 – 30
May 25 – 30
$91
night
$91 per night
4.86 out of 5 average rating, 49 reviews
4.86 (49)
Guest favorite
Guest favorite
Apartment in Dillsboro
B-Lovely 2-bedroom unit In Dillsboro, IN Cottage B
3 beds
3 beds
Apr 21 – 26
Apr 21 – 26
$85
night
$85 per night
4.98 out of 5 average rating, 61 reviews
4.98 (61)
Guest favorite
Guest favorite
Apartment in Dillsboro
E-Private 2 Bedroom Cottage E fully Furnished.
2 beds
2 beds
Apr 18 – 23
Apr 18 – 23
$85
night
$85 per night
4.91 out of 5 average rating, 23 reviews
4.91 (23)
Superhost
Superhost
Apartment in Madison
Sweet Bay Magnolia Suite - ADA Suite with Kitchen
1 king bed
1 king bed
Aug 26 – 31
Aug 26 – 31
$183
night
$183 per night
Superhost
Superhost
Apartment in Madison
Sugar Berry Suite - Private Suite with Kitchen
1 queen bed
1 queen bed
Jun 16 – 21
Jun 16 – 21
$150
night
$150 per night
Superhost
Superhost
Apartment in Madison
Sweet Gum Suite - Private Suite with Kitchen
2 queen beds
2 queen beds
Jul 13 – 18
Jul 13 – 18
$135
$108
night
$108 per night, originally $135
Guest favorite
Guest favorite
Apartment in Aurora
Schipper Loft-Golf nearby-Casino-local brewery
4 beds
4 beds
Apr 28 – May 3
Apr 28 – May 3
$135
night
$135 per night
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Apartment in Aurora
A little homestead in Aurora
May 3 – 10
May 3 – 10
$40
$32
night
$32 per night, originally $40
Guest favorite
Guest favorite
Apartment in Rising Sun
A Cozy Hideaway on Beautiful 40-acre property
4 beds
4 beds
Apr 18 – 23
Apr 18 – 23
$419
night
$419 per night
4.93 out of 5 average rating, 30 reviews
4.93 (30)
1
2