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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Guest favourite
A rustic cabin constructed with cedar logs is nestled among tall trees, with a gentle gravel driveway leading up to it. The cabin features a sloped green roof and a spacious porch that invites relaxation amidst the surrounding greenery.
Cabin in Canaan
4.9 out of 5 average rating, 40 reviews

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.

Top guest favourite
The cozy sleeping area features light wood paneling and a spacious bed adorned with blue and floral bedding. A striking black and white artwork hangs on the wall, complemented by a vintage-inspired hanging light fixture. Natural light enters through the window, enhancing the serene environment.
Tiny home in Florence
4.86 out of 5 average rating, 118 reviews

New Tiny House, Ohio River view, running water,

This small, 1 room, new tiny house called “The Lite House” is decorated shabby chic and located in a beautiful wooded setting facing a cove at a marina with views of the water on the Ohio River. Catch beautiful sunrises here. There are shared places on the property guests can use while staying, a covered shelter with grills, supplies, tables, chairs, fire pit, side walks. You will use the restrooms in the shelter, just 5 steps away from your door. Umbrella provided in tiny house. See photos.

Guest favourite
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
4.85 out of 5 average rating, 157 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, 115 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, 143 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.

Superhost
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
4.83 out of 5 average rating, 112 reviews

The Blue Door Place - Florence, Indiana

Relax with your friends and family at this thoughtfully refreshed home. 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.

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, 158 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 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, 134 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!

Top 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, 545 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)

Superhost
The cabin exterior is shown with a metal roof and light beige siding, featuring two blue doors. A wooden deck is visible, adorned with planter boxes, and a small grill is positioned nearby. Lush greenery surrounds the property.
Cabin in Florence
4.82 out of 5 average rating, 87 reviews

Secluded Cabin on 20 Acres of Classified Forest

Here at Cedar Trails we try our best to provide a great experience for all guests. Secluded tiny cabin. It's a great in between location for The Ark Encounter, Creation Museum, Belterra and Rising Star Casino. Inside you'll notice the wood burning stove and the open floor plan. Relax on the deck, take in the peace and quiet, watch the wildlife, take a stroll on a trail, or have a bonfire. Please read through rules and look at pictures to make sure it meets your needs.

Top guest favourite
Dome in Vevay
4.97 out of 5 average rating, 228 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
A spacious two-story home with a distinctive red metal roof sits on a well-maintained grassy area. Surrounding trees and shrubs complement the landscape, while a gravel driveway leads to a nearby garage. A peaceful setting is showcased, with open fields visible in the background.
Home in Madison
5 out of 5 average rating, 124 reviews

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.

Popular amenities for East Enterprise holiday rentals