Vacation rentals in Westport

New-Honeymoon Suite-Hot Tub-Sauna-Romantic Getaway

Escape to Liv’s Treehouse- a magical honeymoon suite in the heart of Indiana's rolling hills! Although a treehouse, only 4 steps to it! Enjoy a private hot tub, sauna/steam room, stunning scenic views,patio and flat-top grill. The fully-equipped kitchen, double-ended tub, and a king-sized bed with beautiful views, offer both comfort and luxury. Guests are invited to mingle with friendly farm animals for a unique experience. Enjoy the convenience of self check-in in this serene woodland hideaway.

Cozy Amish Country Cabin

Your cabin retreat awaits in SE Indiana Amish country! Perfect for a group of four, the Cozy Amish Country Cabin is hand-built w/ cedar logs & century-old, reclaimed barn beechwood. This quiet space offers an expansive porch and deck, ideal for enjoying your morning beverage as the birds sing. The walking trail, picnic table, and firepit encourage outdoor family time & cherished memories. *The property is a working farm & includes our Amish Country Cottage, available to guests through Airbnb.

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.

Aloha Acres Homestead

Escape to Aloha Acres Homestead, a cozy Hawaiian-themed retreat next to a peaceful lake hidden in the woods. Surrounded by nature, towering oaks, and some farm animals, this one-of-a-kind getaway blends island vibes with rustic charm. Relax while fishing and hiking on site or venture out to explore local offerings like State Parks, Creation Museum, antiques, wineries and festivals. Whether you're sipping coffee by the water or enjoying a backyard luau under the stars, aloha spirit lives here.

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.

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.

Cabin on the Ridge

Welcome to Cabin on the Ridge, your tranquil retreat nestled in the scenic hills of Madison, Indiana. Just 25 minutes from downtown Madison, our cabin offers a perfect blend of rustic charm and modern comfort. Madison, awarded the “Best Small Town in the Midwest” by USA Today and the Great American Main Street Award, is a must-visit. Enjoy the historic architecture, boutique shops, and delightful eats, or explore Clifty Falls State Park. •Fast wifi •Roku TV/Streaming services •Keurig

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.

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.

Vineyard Château - peaceful country setting!

Forget your worries in this spacious and serene space. A beautiful three bedroom home, located between two historic towns of Vevay and Madison, Indiana. Perfect location for some rest & relaxation. Private country setting, just a short drive away from antiques, restaurants, state parks, and Splinter Ridge Hunting Reserve. Please note: The home is located 13 miles east of downtown Madison, approximately a 20 minute drive.

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.

The Sunshine Bungalow

Cozy, Clean, and Comfortable. The Sunshine Bungalow offers modern amenities and new furnishings with amazing country views. This home is an original Lustron Steel home built in 1953 and is located within 2 minutes of downtown Greensburg and 5 minutes from I-74. Make this property your go-to stay while in town and enjoy the breath-taking country sunset views!