Apartment holiday rentals in Madison

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Top-rated apartment rentals in Madison

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Guest favourite

Rental unit in Madison

5 out of 5 average rating, 135 reviews

River's Edge II-Historic Hunger House-Downstairs

Newly renovated DOWNSTAIRS unit of this historic home in the heart of downtown Madison. Experience the unique blend of historic character and contemporary comfort! Relax on our front porch (complete with swing and river view) after a busy day of touring shops, historic sites, cultural, or music festivals that are the heart of Madison... WELCOME to the River's Edge II! Extended stay (wk-mo) discounts 21%-49% Rent one or both floors (See "River's Edge-UPSTAIRS-listing) SEND INQUIRY FOR PRICING.

Guest favourite

Rental unit in Madison

5 out of 5 average rating, 16 reviews

Livery Loft: BEST location!

This beautiful loft apt is spacious and guests say "it's beyond amazing"! 2+ bdrm 2 luxury bathrooms offer SO many amenities you won't want to leave! It has a very spacious living room, dining room & gourmet kitchen. The master bath has a fireplace above the soaking tub & a massage shower. The other bath has a rainfall shower and heated toilet seat: add luxury linens & you will feel very pampered! We have the best location just off main street and 3 blocks from the relaxing riverwalk.

Guest favourite

Rental unit in Madison

5 out of 5 average rating, 290 reviews

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”.

Guest favourite

Rental unit in Madison

5 out of 5 average rating, 15 reviews

LarzHaus Suite

Located in historic downtown Madison, IN, the property is just one block from Main Street, and two blocks from the Ohio riverfront. You are 5 minutes to Clifty Falls State Park and 9 minutes from the Hospital and upper Madison area as well. THE AREA -This is an apartment located in the center of Downtown Madison Indiana, and is within walking distance of everything downtown has to offer. -This is a 2 apartment historical home, and is part of one of the largest historical districts in the USA.

Superhost

Rental unit in Madison

4.6 out of 5 average rating, 5 reviews

East Main Lofts - Minimalist 302

Welcome to The Minimalist Loft — 302, your own third floor studio loft once a former roller rink transformed into a minimalist retreat. Embodies the spirit of a NYC loft in a quaint small town while offering a view over Main Street. It's tailored for small families or couples, featuring a king bed and a modern minimalist shower. This fully renovated historic building brings modern amenities to the character of the old. Ride golf carts along the river, or hike through Clifty Falls state park.

Guest favourite

Rental unit in Madison

4.91 out of 5 average rating, 11 reviews

Hometown on Main Street, Suite 102

Welcome to Hometown on Main, Suite 102, nestled in the heart of Madison. This cozy 1-bedroom, 1-bathroom rental is your perfect getaway, offering a blend of comfort and convenience. This room overlooks downtown Madison and is convenient to all the historic sites and local dining. Enjoy your morning coffee while overlooking downtown Main Street. Immerse yourself in the charm of Madison while enjoying the comforts of home. Ideal travelers or couples seeking a serene retreat.

Guest favourite

Rental unit in Rising Sun

4.94 out of 5 average rating, 49 reviews

Harefoote Hollar

Spacious second floor apartment style living area in one of Rising Sun's older homes. Circa 1837. Features a separate front entrance. Large covered front porch to sit and relax. Two bedrooms with king beds. Newly renovated bath with shower and jacuzzi tub. Kitchen area with full size refrigerator, two burner cooktop and sink. Microwave and coffee pot.

Guest favourite

Rental unit in Henryville

5 out of 5 average rating, 9 reviews

Luxury Studio Apt - 25 Mins. to Louisville!

Whether you’re visiting for the Kentucky Derby, taking a stroll on the Bourbon Trail, or just need to escape to the quiet countryside for a time, this is the space for you! While our studio apartment boasts the tranquility of a small Midwest town, we’re also just a 22 minute drive from downtown Louisville.

Guest favourite

Rental unit in Madison

4.99 out of 5 average rating, 75 reviews

The Treehouse - Hot Tub - Indoor Pool Get Away!

The Treehouse is a perfect retreat! It is secluded by the hills surrounding Madison. Complete privacy, yet 5 minutes from downtown, or hilltop. Year-round views of the beautiful hills of Kentucky. Winter views of the Ohio River and downtown. This is an Adults only property. 2-night min.

Superhost

Rental unit in Aurora

4.82 out of 5 average rating, 84 reviews

Studio Apartment w/ Beautiful View!

Come and stay a while in this charming and unique studio apartment. Located in the heart of historical Aurora, IN, you can walk to all the shops, parks and restaurants! Step out onto your private patio and enjoy your view of the Ohio River! It’s the perfect romantic getaway.