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, 136 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

4.99 out of 5 average rating, 230 reviews

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

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, 291 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”.

Superhost

Rental unit in Madison

4.77 out of 5 average rating, 22 reviews

East Main Lofts -Roller Rink 301

Welcome to The Roller Rink Loft — 301, your third floor retreat once a former roller rink transformed into a stylish modern retreat. Embodies the spirit of a NYC loft in quaint small town while offering a view over Main Street. It's tailored for big multi-families, groups, corporate events, or multiple friends to gather. Sleeps 8 comfortably with room for more. Four bedrooms, three bathrooms, and a spacious living area. Enjoy large windows and historic charm of Madison's shops and riverfront.

Guest favourite

Rental unit in Madison

5 out of 5 average rating, 16 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

4.92 out of 5 average rating, 13 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 Madison

5 out of 5 average rating, 7 reviews

Sunset over the city Suite 201

Discover the charm of Madison from our cozy suite, "Sunset over the City" Suite 201. Perfect for couples or solo travelers, this 1-bedroom, 1-bathroom rental offers a beautiful view of Historic downtown Madison. Enjoy modern conveniences like a full kitchen for your culinary adventures, laundry facilities, and all the essentials. Located in the heart of Madison, you're perfectly positioned to explore the city's delights. Don't miss the breathtaking sunsets.

Guest favourite

Rental unit in Madison

4.99 out of 5 average rating, 79 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. The house has stunning ceilings made from coastal cedar off an island near Vancouver, British Columbia and beautiful skylights in the studio and indoor pool area. This is an Adults only property. 2-night min.

Superhost

Rental unit in Madison

5 out of 5 average rating, 4 reviews

Southern view on Main suite 202

Discover the charm of Madison in our cozy Southern View on Main Suite 202. Nestled in a prime location, this 1-bedroom, 1-bathroom rental offers a perfect blend of comfort and convenience. Enjoy essential amenities like a fully equipped kitchen, and full laundry to make your stay as comfortable as possible. Whether you're in town for business or leisure, our suite is the ideal home away from home conveniently located to all the downtown attractions.