Vacation rentals in Seymour

Downtown Getaway ~ Historic & Peaceful, FREE Bikes

***** Most reviewed SUPERHOST in Columbus ***** Easy check-in with our guest portal—access codes, Wi-Fi, parking, and directions all in one place. Business guests can also download invoices hassle-free. Escape the hustle and bustle in this peaceful, secluded downtown retreat, perfect for relaxing or exploring Columbus by foot or bicycle. Bikes are provided free of charge for guests who want to discover the city’s hidden gems. Ideal for a quiet and cozy stay close to all the attractions.

Come downtown to The Green Haven

Enjoy a relaxing stroll through downtown, where great food, fantastic coffee, and friendly locals await. Our newly listed apartment is perfectly situated just steps away from some of Seymour’s best eateries, shops, and boutiques. Whether you’re craving a bite to eat, looking to browse unique stores, or simply want to soak in the charm of the neighborhood, everything is within easy walking distance. You’ll love the area and feel right at home during your stay. We can’t wait to host you.

Mellencamp boyhood home

Take it easy at this unique and tranquil getaway. It was a rental since 1979 and not many physical changes since that time. Authentic and vintage. to when John grew up there. The window in the basement is the same window he would sneak out of. The doors are the same doors he saw and used. Brand new beds, couches, TV. Appliances are not new but not vintage either. Kitchen cabinets are vintage. Same doors. June 2026 added TV's for bedrooms. see pics. two new TV's. 23" and 42"

Victorian Home in a fabulous location!

Wonderful location for a relaxing getaway. Furnished with everything needed. Well-stocked kitchen plus more. A few blocks away from a beautiful park, restaurants, outdoor and indoor playgrounds, a children's museum, a library, museums, and much more. For more information, see these websites: Columbus Kids Commons; The Commons; Columbus Visitor Center; Mill Race Park; Zaharako's; The Miller House; Henry's Social Club; Upland Brewery, 4th Street Bar and Grill.

Smalltown Living Apartment #4

Keep it simple at this peaceful and centrally-located apartment in a safe area in the heart of Seymour, Indiana. The Smalltown Living apartment offers a quiet space to unwind. Kitchen furnished with everything needed to cook or take a short stroll to the downtown area to dine at one of the restaurants. Coffee shops, boutiques and more all conveniently located nearby. Free WiFi and Roku TV provided along with access to free laundry facility. Convenient free parking.

The Cottage by the Woods

This small but newly renovated Cottage by the Woods offers a peaceful country alternative to an airbnb stay. The cottage is lightly decorated for seasonal transitions. It is located 15 minutes from downtown Madison, IN. A partial wrap around deck allows for a tranquil cup of coffee while bird watching. Free WiFi and Roku TV is provided along with other small amenities including various flavored coffee's for your morning cup of joe and a waffle making station.

Retreat on Salt Creek

Relax with the whole family at this brand-new structure with attached two car garage in a peaceful country setting. Enjoy spectacular sun rises and sets on the expansive covered front and rear porches. Situated on 2.25 acres with Salt Creek running through the property ready to be explored, bringing nature to your back door. Just minutes from Brown County located just a mile off of State Road 135 this property is a five-minute drive to the Salt Creek Winery.

Nina's View

Experience the quiet of rural Indiana and gorgeous views of rolling fields at Nina’s View. This one story, three-bedroom home offers two full baths, a spacious living and dining area, a breakfast nook and a full functioning kitchen. A 15-minute drive from Seymour and North Vernon, and a 45-minute drive from Madison, this getaway is in close proximity to wonderful hiking, incredible historical sites and some great small-town shopping.

Cozy Home - You'll Love This Place + Garage

Conveniently located across from Lincoln Park Ball Diamonds & Hamilton Ice Center, and just blocks from Columbus Regional Hospital & Nexus Park. Close to restaurants and local activities. This comfortable, welcoming home is in a safe neighborhood and well-stocked with everything you might need. As a frequent traveler myself, I’ve done my best to think of all the essentials so you can relax and enjoy your stay.

Heart of Home

Enjoy all the amenities of home in this adorable, and conveniently located duplex situated in a quiet neighborhood. This duplex unit is located within minutes of architecturally diverse Columbus neighborhoods, close to Lincoln Park ball diamonds, biking and people trails are within a mile. The area has a wide variety of local dining favorites and is also 30 minutes from Brown County state park and Nashville.

Spacious loft in downtown Seymour!

Everything you'll need and more. This is a large, quiet space right in downtown Seymour. And, guests have complete privacy. No one else lives here. This loft has more than 1400 square feet... and is perfect for up to four guests. Both beds have luxurious Serta iComfort memory foam mattresses. There's also a full kitchen and several restaurants within easy walking distance.

Luxury Loft - no cleaning fee - Historic Downtown

Travelers first choice: CARRIAGE HOUSE - Enjoy a stylish experience at this centrally-located place. Shared parking lot of Library and Visitors Center. 2 Blocks from Cummins Headquarters. Walking distance of at least 20 Restaurants, Bars, Commons Playground, Mill Race Park & Architectural attractions. Common reviews state how quiet and peaceful their stays are!