Holiday houses 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.

Briar Ridge Cabin

Take it easy at this unique and tranquil getaway. Briar Ridge is 6 private acres in the woods. Has a stocked pond for fishing, outdoor fire pit, and features an infrared sauna. It's a place to get away to be by yourself or a romantic spot to spend privately. We supply complementary breakfast foods and toiletries. If you arrived with nothing but the clothes on your back you'd have all that you needed. Bring cash for our well stocked snack bar. If you want to fish please bring your own gear.

The Cabin

As you walk in, The Cabin wraps it's arms around you and says " Welcome home." You can feel the stress leave you as you settle in for your stay at this scenic cabin on 9.8 wooded acres. Fully furnished, spacious 1 room cabin with stone wood burning fireplace, equipped kitchen, bath with shower and twin over queen bunk bed. Refresh your mind & soul on the covered back porch overlooking the mature woods. Enjoy watching the abundant wildlife, including turkeys, deer, chipmunks and squirrels.

The Dibble Treehouse

Welcome to The Dibble Treehouse! This cozy haven accommodates 4 guests and boasts all the amenities for an unforgettable stay. Relax in the hot tub or sauna, gently swing in the suspended bed or hanging chairs, and savor meals at the outdoor picnic table. The full kitchen is equipped for your stay and the wrap around porch offers stunning views. Enjoy evenings by the fire pit or take in your favorite shows on the smart TV. Book this stay to fully recharge and reconnect with nature!

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.

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.

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.

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.