Vacation rentals in Madison

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Madison

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Apartment in Madison
Rivers Edge-Historic Hunger House-Upstairs-Madison
A unique blend of historic character and contemporary comfort! Floor to ceiling windows, amazing staircase and hardwood flooring with modern kitchen & bathroom, this UPSTAIRS unit with private entrance will be your oasis. The balcony, w/view of the Ohio river, is perfect for early morning coffee or relaxing after a busy day of touring Madison. WELCOME to the River's Edge! Extended stay (week-mo) discounts 21%-49%. Rent one or both floors (See "River's Edge II-listing) SEND INQUIRY FOR PRICING
1 – 8 Aug
4.99 out of 5 average rating, 198 reviews
Guest favourite
Tiny home in Madison
TINY TOO
A Tiny house located in historic Madison, Indiana. Tiny Too is located in the heart of the history of this beautiful river town. Located just steps from the Ohio River, Heritage Trail, quaint shops, local restaurants, wineries and a host of festivals. Step outside the upper and lower decks to river views. Our property is newly remodeled and equipped with all of the amenities of home PLUS outdoor seating (upper/lower decks), gas grill and bicycles. It also offers private, off street parking.
20 – 27 Oct
4.93 out of 5 average rating, 135 reviews
Guest favourite
Apartment in Madison
Stablemaster’s Quarters/ Best downtown location!
The historic building was originally one of the city’s main livery stables circa 1886. New very comfortable furnishings, a spacious gathering area, 2 large bathrooms, a laundry room and a furnished white kitchen will all be appreciated. Carefully, the historic charm is blended within. You will soon see why the entire building is award winning! This fun river town will remind you of years gone by. Come see why Ladie’s Home Journal awarded Madison “ prettiest small town in the Midwest”.
30 Aug – 6 Sept
5.0 out of 5 average rating, 267 reviews

Popular amenities for Madison holiday rentals

Stay near Madison's top sights

The Red Pepperoni26 locals recommend
Hinkle's Sandwich Shop17 locals recommend
Key West Shrimp House8 locals recommend
Off Broadway Tap Room20 locals recommend
Kroger6 locals recommend
Bicentennial Park3 locals recommend

Other great holiday rentals in Madison

Guest favourite
Home in Madison
Your Madison Home Away from Home
26 Oct – 2 Nov
4.94 out of 5 average rating, 32 reviews
Guest favourite
Apartment in Madison
The Treehouse - Hot Tub - Indoor Pool Get Away!
11 – 18 Sept
4.97 out of 5 average rating, 34 reviews
Guest favourite
Cottage in Madison
Riverfront Cottage downtown Madison
24 Apr – 1 May
4.94 out of 5 average rating, 49 reviews
Guest favourite
Home in Madison
Charming shotgun in the heart of downtown Madison
26 June – 3 July
5.0 out of 5 average rating, 96 reviews
Guest favourite
Home in Madison
The Book Haven - A Book Lover's getaway near Main
24 June – 1 July
5.0 out of 5 average rating, 23 reviews
Guest favourite
Bungalow in Madison
Spacious 2 bedroom 1.5 bath home in Downtown.
21 – 28 Aug
4.97 out of 5 average rating, 33 reviews
Guest favourite
Home in Madison
Cozy 3 bedroom home, steps away from Main Street
20 – 27 Aug
4.93 out of 5 average rating, 81 reviews
Guest favourite
Home in Madison
Riverview Historical Retreat
29 July – 5 Aug
4.96 out of 5 average rating, 52 reviews
Guest favourite
Home in Madison
Watchmaker Place in Historic Madison District
15 – 22 Apr
5.0 out of 5 average rating, 60 reviews
Guest favourite
Guesthouse in Madison
The Goataway
18 – 23 Apr
4.91 out of 5 average rating, 64 reviews
Guest favourite
Cottage in Madison
3-suite cottage spa (aaaah!) house
29 Aug – 5 Sept
5.0 out of 5 average rating, 25 reviews
Guest favourite
Guesthouse in Madison
Studio apartment above Garage in downtown Madison
25 Apr – 2 May
4.94 out of 5 average rating, 50 reviews

Quick stats about holiday rentals in Madison

Total rentals

100 properties

Wi-Fi availability

100 properties include access to Wi-Fi

Rentals with dedicated workspaces

50 properties have a dedicated workspace

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

70 properties are a good fit for families

Total number of reviews

6.8K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Indiana
  4. Jefferson County
  5. Madison