Apartment holiday rentals in Madison

The Madison Inn, Est 1925 Historic suite 107

Discover the charm of Madison from our Est 1925 Historic Overlook Suite 107. Nestled in a prime location, this cozy 1-bedroom, 1-bathroom rental offers a perfect blend of comfort and convenience. Enjoy modern amenities such as a fully equipped kitchen, and laundry facilities to make your stay as comfortable as possible. Immerse yourself in the rich history and vibrant culture of Madison with this delightful retreat as your base. We are conveniently located close to all of the local attractions.

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.

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”.

Frances Keepsakes Cottage, King Bed, 70” TV, New

Brand new apartment in a country setting in the back of a functioning Post Office offers an adjustable King Bed, 70” smart TV/internet, 2 Lazy-boy Recliners, beautiful kitchen with high end stove, walnut cabinets, brass/gold hardware, high ceiling, original barn beam from 1920’s, bathroom with rain head shower, subway tile, beautiful green, black, gold, white color scheme, and filled with family keepsakes. Nice back yard and fire pit area with seating. 1/2 a mile from Belterra Casino Resort.

The Regatta Room (Unit 3) - Ohio River Views

Welcome to The Regatta Room by Parker Places! This luxury studio suite is recently remodeled and features brand new everything. It comes stocked with a full eat-in kitchen, new appliances, one queen-size bed, a comfy couch, TV, WiFi, and more. PRIME location with a view of the Ohio River, instant access to the walking path along the river, close to shops, cafes, & restaurants. PERFECT location for anything downtown, and it is just steps away from Madison's famous Regatta event.

The Loft

This is a renovated 1821 building, now a fully furnished, 2nd story short term rental called "The Loft"! I can't wait to share this place with you. Located in the heart of the quaint Ohio River town of Vevay, Indiana and within an hour to places such as The Ark, Creation Museum, historic Madison, Indiana, and more. This space has a private bedroom with a queen bed. There is also a twin roll away bed if needed. Make some memories at this unique and family-friendly place.

The Main St. Oasis - Heart of Downtown Madison

Welcome to the Main St. Oasis in the heart of Historic Downtown Madison! We're steps away from Lanthier Winery, shopping, fine dining, the Ohio River, & have a coffee shop right across the street. Close to Clifty Falls State Park (3 min) & Hanover College (9 min). Enjoy a unique retro-western theme, with games & luxuries for all ages. Perfect for couples, families, or small groups. Ideal for exploring Madison’s top attractions or relaxing in comfort right on Main St!

The Madison Inn, 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.

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.

Delaney's Saloon

Originally Delaney's Saloon in the early 1800s is now your home away from home. A labor of love that I can't wait to share with you! I bought this beautiful, historic building in early 2023 and renovated from the floor and up. A washer and dryer is on site and the kitchen is fully equipped. I want you to feel at home and need nothing during your stay. But, if I have forgot something, I'm easily accessible if needed, living just a few blocks away.

The Madison Inn, 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.

Charolotte's Corner Overlook, Suite 101

Experience beautiful Mornings in this Corner suite. Rest with a beautiful view of Downtown or enjoy a peaceful stroll down Main Street. This suite is located right on Main Street and is a great place for resting and relaxation. If you're looking for a local dining special. Then this room is conveniently located just a few blocks from entertainment and fine dining. This cozy suite is in the heart of Historic Madison.