Vacation rentals in East Enterprise

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Top-rated vacation rentals in East Enterprise

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Top guest favorite
A historic cabin is nestled among lush greenery, showcasing a log design. A covered front porch extends from the cabin, providing a shaded area. Steps lead from the garden filled with ferns and flowers down to the riverside, where tranquility can be enjoyed.
Cabin in Union
4.89 out of 5 average rating, 127 reviews

Rustic Cabin on the Ohio River.

If you're looking for marble countertops, this may not be your place. But if you’re seeking quiet, character, and a taste of how things used to be, with a modern twist, welcome to our 1800s-era cabin. Renovated in 2022, the cabin is comfy but you can expect creaky floors, original woodwork, and a few quirks that come with age. The cabin is authentic, and thoughtfully kept. You will have TV, wifi, central heat, air conditioning but expect to hear the water pump run and there is no dishwasher.

Guest favorite
A newly renovated home is framed by lush green grass and mature trees. A porch with rocking chairs offers a welcoming spot to enjoy the sunset. The vibrant orange and yellow hues of the sun are visible in the background, casting a warm glow over the exterior.
Home in Florence
4.86 out of 5 average rating, 104 reviews

The Blue Door Place - Florence, Indiana

Relax with your friends and/or family at this newly renovated place to stay. Watch the beautiful sunrise/sets over the Ohio river! Conveniently located between Cincinnati & Louisville and less than an hour from Ark Encounter, Creation Museum, downtown historic Madison, Lawrenceburg and more! Less than a mile from Belterrra Casino and only 8 minutes from Vevay. Boating? There are several public boat ramps, less than 10 minutes away. Golfing? Beautiful golf courses also within a 10 minute drive.

Guest favorite
An exterior view of the reconstructed stone schoolhouse is shown, featuring a peaked roof and a large entry door. Two potted plants flank the entrance. A leafy tree provides shade on a grassy area, with open fields visible in the background under a clear blue sky.
Home in Versailles
4.94 out of 5 average rating, 169 reviews

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.

Guest favorite
A spacious bedroom features a comfortable bed with white linens, complemented by a tufted bench at the foot. Exposed brick walls contrast with sleek modern appliances in the kitchen area, while warm wood flooring and soft lighting create a cozy ambiance.
Apartment in Aurora
4.85 out of 5 average rating, 146 reviews

Studio Apartment w/ Beautiful View!

Come and stay a while in this charming and unique studio apartment. Located in the heart of historical Aurora, IN, you can walk to all the shops, parks and restaurants! Step out onto your private patio and enjoy your view of the Ohio River! It’s the perfect romantic getaway. We are also pet friendly so if you want to bring your furry friends we are happy to host them as well, just be aware that there is a $100 fee that covers our additional cost. Just add them with your guests at checkout.

Top guest favorite
A bubbling hot tub is positioned on a wooden deck, with a view of a gathering area featuring several white Adirondack chairs surrounding a fire pit. The background includes green trees and an expanse of open grass under a clear blue sky.
Cabin in Rising Sun
4.99 out of 5 average rating, 107 reviews

Cheerful 2 BR cabin on 48 acres with ponds/firepit

From the bubbling hot tub, take in the country air and tranquility at this breathtaking 48 acre (completely private) two bedroom, two bath cabin centrally located between the Ark and the Creation Museum. Enjoy a cup of coffee or glass of wine around the majestic firepit overlooking the rolling meadows. Enjoy pristine ponds (with LED fountains) to fish and swim. Watch deer and turkey roam the property. Hike the trails which include a frisbee golf course designed to take in the scenery.

Top guest favorite
The cabin features a rustic exterior with wooden siding and a blue metal roof. A stone chimney is visible on one side. The surrounding area displays fallen leaves and bare trees, indicating a tranquil natural setting.
Cabin in Vevay
4.99 out of 5 average rating, 142 reviews

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.

Top guest favorite
Cabin in Madison
4.98 out of 5 average rating, 768 reviews

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

Top guest favorite
The exterior of a house is shown at sunset, featuring a welcoming porch adorned with lights. A clear pathway leads to the front door, flanked by trees. Soft glow from the house highlights the inviting atmosphere, and a decorated wreath is visible on the door.
Home in Florence
4.97 out of 5 average rating, 145 reviews

The Little Farm House

Relax with the whole family at this peaceful place to stay. King size bed in master bedroom and garden tub in master bath. There is also a full bathroom just as you enter the the back door. There are no bathrooms upstairs however, there are two bedrooms and each bedroom has a queen size bed and two twins beds built in the wall. Beautiful scenery no matter what side of the house your on. Relax on the wrap around porch and enjoy the unforgettable sunsets and different types of wildlife.

Top guest favorite
The modern treehouse is showcased with a yellow deck extending from the entrance, situated on a gravel driveway. Large windows invite natural light, while the surrounding trees add to the natural setting. The structure appears elevated, resting on concrete stilts.
Treehouse in Rising Sun
4.98 out of 5 average rating, 121 reviews

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!

Guest favorite
An aerial view of the property showcases a modern house surrounded by vibrant autumn foliage. A small pond is visible in the landscape, with a gravel driveway leading to the house, which is set amidst a spacious yard filled with various trees and garden areas.
Cottage in Sunman
4.99 out of 5 average rating, 145 reviews

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!

Top guest favorite
Dome in Vevay
4.97 out of 5 average rating, 209 reviews

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.

Top guest favorite
The exterior of a two-story brick Victorian house showcases a welcoming entrance with steps leading to a covered porch. Large windows allow ample natural light, and a well-maintained front yard complements the classic architectural features.
Home in Dillsboro
4.97 out of 5 average rating, 192 reviews

Spacious home in a quaint small town setting

This is a 1888 Victorian style two story brick house set in a neighborhood of older homes. Newly renovated with a fully equipped kitchen, laundry facility, dining room, living room, bedroom and 1 1/2 bathrooms on first floor. The second floor has three bedrooms and 2 full bathrooms. Each upstairs bedroom has a Smart TV and the living room has a Smart TV. It has a pleasant back yard with outdoor sitting and onsite parking.

Popular amenities for East Enterprise vacation rentals