Holiday rentals in East Enterprise

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Top-rated holiday rentals in East Enterprise

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Florence
4.92 out of 5 average rating, 60 reviews

Spacious cottage w/ back deck and firepit Sleeps 6

Close to everything is this recently updated cottage with central air/heat, washer/dryer, dining room, large fully equipped kitchen, living room, & two BRs (queen bed in BR #1 and a twin/full bunk plus separate twin in BR #2), new back deck, shelter house & storage shed, and a new firepit, centrally located between Louisville & Cincinnati. The ARK, Creation Museum, Historic downtown Madison & more are within an hour. Vevay has shops, gallery, eateries & Kat Von D black tulips and Von D Land.

Top guest favourite
A welcoming porch is seen with white railings and wooden flooring, overlooking a lush green landscape. The horizon displays a vibrant sunset with hues of orange and purple, creating a serene ambiance for relaxation.
Guest house in Canaan
5 out of 5 average rating, 41 reviews

Amish Country Cottage

Escape to peaceful southeastern Indiana Amish country! The Amish Country Cottage is a small one-bedroom studio that is perfect for two people. Formerly a writer's office, this quiet space features a beautiful wraparound porch perfect for enjoying your morning beverage as the birds sing. The unique octagonal reading nook will make you want to curl up with the latest title by your favorite author. The property is a working farm and features a walking trail in the woods. NO Animals allowed.

Superhost
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.
Flat in Aurora
4.83 out of 5 average rating, 160 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 favourite
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, 116 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 favourite
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, 145 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 favourite
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, 160 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.

Guest favourite
The floating home is illuminated warmly, showcasing large windows that reveal the interior. A wooden dock lines the side of the houseboat, with a railing providing safety. The setting includes lush greenery in the background, enhancing the peaceful atmosphere.
Houseboat in Florence
4.91 out of 5 average rating, 198 reviews

Peaceful Houseboat off the Ohio River

This mermaid themed, boatel is located in a beautiful setting in a cove off the Ohio River. Drive to nearby towns and visit antique shops and restaurants in Vevay and Madison, Indiana. Clifty Falls is a great place to hike. Beltera Casino Resort is down the street and the marina is also close to Rising Sun, Hollywood Casino, and Sunset Grill on the water in Warsaw, Kentucky. Conveniently located close to The Neeley Family Distillery. Some have visited the Ark while staying here also.

Top guest favourite
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, 135 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 favourite
The cabin exterior is softly illuminated by string lights, creating a warm ambiance. Wood siding complements the design, while tall windows enhance the visual appeal. A small patio area with chairs invites relaxation in the tranquil wooded setting.
Cabin in Madison
4.97 out of 5 average rating, 547 reviews

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)

Top guest favourite
Farm stay in Vevay
5 out of 5 average rating, 14 reviews

Mimi’s Guesthouse | Cozy Farmstay Retreat

Slow down and unwind at Mimi’s Guesthouse — a peaceful countryside retreat in Switzerland County. Sip coffee on the porch at sunrise, relax by the fire table, enjoy open skies, and explore nearby Amish country favorites. Thoughtfully styled with original artwork, Mimi’s was created to feel restful and welcoming. A portion of each stay supports local giving. Goat Parade (weather permitting) Bert, Ernie, and Elmo may stop by for a farm moment guests won’t forget.

Top guest favourite
Dome in Vevay
4.97 out of 5 average rating, 234 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 favourite
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
4.98 out of 5 average rating, 202 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 holiday rentals