Apartment vacation rentals in Madison

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, and a flower shop beneath you! 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, 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!

Come see why the city awarded us with the “Stellar Award”, Best Place To Stay in Madison! 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, laundry room & a furnished white kitchen will all be appreciated. Yet, historic charm remains. You will soon see why the entire building has won multiple awards. Come see why US Today awarded Madison “ Best Small Town in the Midwest”.

The Madison Inn, Historic city overlook suite 206

Discover the charm of Madison from our Historic City Overlook Suite 206. 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.

Delaney's Saloon

Originally Delaney's Saloon in the early 1800s, now a one bedroom, fully furnished unit located on ground level and walking distance to everything Vevay. Within an hour are places such as The Ark, Creation Museum, historic Madison, Indiana, and more. Included in the unit: washer and dryer, fully equipped kitchen, drip AND Keurig coffee makers, two TVs and wifi, and all the extra amenities to help make your stay enjoyable. I want you to feel at home and need nothing during your stay.

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 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.

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, local shops, art gallery, the infamous Kat Von D's tulip field and more. Make some memories at this unique and family-friendly place.

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.

Warren’s Guest Cottage

Apartment located in downtown Historic Madison, Indiana, near Ohio river. Within walking distance of Main Street to the north with restaurants and retail stores and the Ohio River to the south where you can run, walk or just sat and relax on the river walk and enjoy the views of the river and it’s travel. Off street parking with private entrance.

Dragonfly Suite

My home was built in 1863. It is cozy and perfect for a couple wanting to visit Historic Madison. I am located one block from Main Street in downtown Madison. Please be aware that the stairs leading up to the bed and bath are steep as shown in the pictures.