Vacation rentals in Westport

Historic Drees Haus, Oldenburg

Drees Haus is a charming 1870s home on the historic district walking tour of Oldenburg. Located on a quiet street, across the street from the convent wall, and next to the well-maintained village park, this brick cottage home is an example of the town's late 19th century architectural style. It reflects the German heritage of the village, with much of the artwork and furniture original to the town and surrounding area. Easy walking distance to restaurants, shops, and the Catholic church

School Days

Sharpen your pencils and reminisce about your childhood school days in this beautifully reconstructed schoolhouse. Built in 1879, this gorgeous property is situated just minutes from local coffee shops, locally owned restaurants, antique shops and the second largest State Park in Indiana. Be entertained with live music, museums, and other attractions by visiting three conveniently located cities. Come enjoy the modern amenities as well as the historical features this schoolhouse has to offer.

All-Star Sport House, fenced yard, NexusPark 1mile

Welcome to our family and pet-friendly sports haven! Perfect for active families, this spacious retreat features a stadium-style family room for game-day excitement. Step outside to a fully fenced backyard with a portable badminton net and equipment, perfect for friendly matches. With room for everyone, including your furry friends, it's the ultimate getaway for sports-loving families. Book now and score a memorable stay! Less than 1 mile from Nexus Park School tennis court walkable distance

2b/2b Home in Columbus

Located just minutes from downtown Columbus, this home is perfect for solo travelers and families alike. This historic home has been updated and has all the modern amenities that one would need, including a full kitchen with dishwasher, two full bathrooms, and washer & dryer. It is a short drive to Cummins, Columbus Regional Health, Dunn Stadium, The Commons, Mill Race Park, The Miller House & Garden, Zaharakos (a historic ice cream parlor with soda fountain), and Columbus Municipal Airport.

Backyard Barndominium

This memorable place is anything but ordinary. We’re a mile from I74 exit. This is a 2000 square foot house with a great room that towers to 14’ ceilings. Two large bedrooms with large walk in closets for extra dressing space. View from kitchen windows overlooks a forest of 100 trees. (And we’re in town!) Fully furnished kitchen to prepare your meals. You’ll find a beautiful park across the road with miles of wooded walking trails and a lot to explore. Lots of parking. Easy access.

Super Cute + Cozy Home Downtown!

🌺5 min off I-74 🌺20 min to Batesville 🌺45 min to Indianapolis 🌺Just over an hour to Cincinnati One of the only homes of its kind in Greensburg, this 900+ sq ft home was built in 1900 and taken down to the studs in 2021. Enjoy a bath in the "soaker" tub, snuggle up with a book in the front room, or have a fire in the private backyard. The paintings through the home are done by the homeowner's grandmother. Feel like baking? Fire up the double ovens in the stunning kitchen. You're home!

Phil’s Place, a comfy country cottage with hot-tub

You have found your secluded getaway from it all! Enjoy all the comforts of home in a quaint country setting. Extra amenities include a hot tub and a bottle of local wine to enjoy! Centrally located, visitors can easily explore all the Tri-state area has to offer, like Perfect North Slopes, Creation museum, antique markets, casinos, and festivals like Friendship muzzleloader shoot, Freudenfest, and Happy Valley Bluegrass. There are 3 wineries and 2 breweries all within 30 minutes!

Cabin on the Ridge: The Sequel

Welcome to the area's first new construction short term rental tailored for you, the guest. This contemporary cabin is nestled in the woods right in the heart of Amish country. This is the perfect destination for those who want to getaway yet enjoy the unique beauty of Historic Downtown Madison (25 minutes) recognized as "The prettiest small town in the Midwest" or chase waterfalls at Clifty Falls State Park (25 minutes). •Fast wifi •Roku TV •Keurig (K-Cups Available)

Cabin on Versailles State Park Lake

Tucked along the lake at Versailles State Park, this cozy rustic cabin is perfect for individuals, couples, families and friends. It features 2 bedrooms, 2 bathrooms, a full kitchen, and a comfortable living area with lake views. Enjoy a private deck for relaxing, plus easy nearby access to hiking, fishing, and kayaking. A peaceful, secluded, nature-filled getaway with all the comforts of home and yet within walking distance of town. This is a brand new listing!

Tree City Getaway

Our space is an upscale property blending modern luxury with small-town charm. Located in the heart of Greensburg, IN you're just minutes from local shops, dining and community attractions-while still enjoying a peaceful, private retreat. STAY-RELAX-RECHARGE Smart TV's in bedrooms & living room, washer & dryer, WiFi and clean, modern features with upscale touches. 2 bedrooms plus queen size sofa bed, 1.5 bath, full kitchen and dedicated workspace.

Hilltop Dome, 42 secluded acres in nature

Our Geodome is tucked away on 42 private acres exclusively for you and your guest Enjoy the stars at night, fire pit, hot tub, high speed internet, washer dryer, and smart TV . The Dome is equipped with a 2 ton mini split that will keep you warm in the winter and cool in the summer We are conveniently located within 15 miles of Madison, IN, Vevay, IN, Clifty Falls, Belterra Casino, also within 62 miles of Cincinnati and Louisville.

Tranquil Terrace with King Bed Suite

Enjoy privacy on our sunrise terrace with a view to the trees of Haw Creek - yet you are still in a modern neighborhood in Columbus, Indiana. * New Ranch Home Built in 2016 * King Sleep Number Bed Master Suite * High Speed WiFi * Open Concept Living-Dining-Kitchen Area * Disney Channel Plus, Paramount Plus, Prime Video and More * Outdoor Fire Place on Private Patio * Coffee and Tea * Full Kitchen with all Cooking Needs * Laundry