Vacation rentals in Dillsboro

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Top-rated vacation rentals in Dillsboro

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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, 105 reviews

The Dibble Treehouse

Welcome to The Dibble Treehouse! This cozy haven accommodates 4-6 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 culinary adventures 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 favorite
The exterior of a historic two-story building is presented, featuring a white facade with distinctive architectural details. Warm lighting illuminates the entrance and surrounding area, while a tree with sparse branches is visible in the foreground. The setting reflects a calm evening atmosphere.
Apartment in Lawrenceburg
4.97 out of 5 average rating, 145 reviews

The Dunn Houses on Elm Row

Welcome to the Dunn Houses on Elm Row, we are 15 mins, from CVG Airport and the Cincinnati/N.Kentucky area. We have the quaintness of a small town, but the ability to keep you busy. You can try your hand at slots, enjoy a concert, dine at one of many restaurants/bar, or enjoy nature with the bike/walking trail or the many parks locally. At the Dunn Houses, we will go out of our way to make your stay memorable. We hope when you stay with us, you experience what makes Lawrenceburg so special.

Guest favorite
Apartment in Aurora
4.93 out of 5 average rating, 14 reviews

Countryside Suite—1 BR Hot TubSAUNAFamily-Friendly

Relax & reset at the Countryside suite with access to your own private hot tub with breathtaking views. Start your morning fresh in the red-light therapy sauna before heading out! Fully stocked kitchen if you enjoy cooking, or visit local restaurants 10 minutes away from the property. Close enough to town, but far enough away to enjoy the peaceful countryside! 10 minutes to Perfect North Slopes, 20 minutes to the Creation Museum, and 30 minutes to all of what downtown Cincinnati has to offer!

Top 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
4.95 out of 5 average rating, 152 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
4.84 out of 5 average rating, 126 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 yurt is shown surrounded by expansive green grass under a clear blue sky. Contrails from passing aircraft create intersecting lines overhead, while sunlight shines brightly behind the structure, enhancing the tranquil outdoor setting.
Yurt in Madison
4.96 out of 5 average rating, 224 reviews

Madison's only Yurt experience!!!

You'll love this unique and romantic escape in the hills of southern Indiana! Located just 20 minutes from beautiful downtown Madison and Vevay. Enjoy the countryside in your very own yurt. Come relax after a hard day of shopping in downtown Madison or after a late night at Belterra casino. You will love the warm inviting boho style of decor while enjoy the beautiful sunsets from the deck. The stars look so close you could touch them from the grassy hillsides of this enchanting property.

Top guest favorite
The cabin showcases a rustic exterior made of natural wood, featuring a welcoming front porch with wooden railings. Surrounding foliage displays autumn colors, enhancing the serene setting. A driveway leads to a garage door, while steps ascend to the main entry of the cabin.
Cabin in Madison
4.98 out of 5 average rating, 749 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

Guest favorite
A cozy space features a spacious bed with a patterned quilt, complemented by a welcoming arrangement of pillows. The kitchen area is equipped with appliances and a counter with two stools. Natural light enters through the door and window, adding brightness to the room.
Tiny home in Versailles
5 out of 5 average rating, 7 reviews

Charming new tiny house-Friendship IN

Escape to this charming, newly built tiny house, nestled in the heart of Friendship, Indiana. This cozy retreat offers all the essentials, a fully equipped kitchen, bathroom, shower, comfortable sleeping space for two, with Wi-Fi, heat and cooling with convenient driveway parking and wheelchair accessible. Just minutes from the NMLRA grounds and walking distance to the Friendship Tavern for local favorite foods, and drinks. It is walking distance to the Hudson’s Hall and Campground.

Top guest favorite
A welcoming living area is centered around a wooden coffee table adorned with decorative items. Two comfortable sofas, equipped with cushions, invite relaxation. Natural light filters through windows, and a rustic ladder leans against the wall. A glimpse of the kitchen area can be seen in the background.
Cottage in Sunman
4.99 out of 5 average rating, 136 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
An inviting living area features a plush gray sofa adorned with decorative pillows. A wooden coffee table occupies the center, and a contemporary lamp stands beside a cozy chair. Light filters through the sliding glass doors, reflecting off the warm wooden floors.
Cabin in Versailles
4.98 out of 5 average rating, 149 reviews

Mamaws Cabin Hot tub, Creation Museum/ARK, Hiking

Spacious cabin (1100 sq feet) was once Mamaw's home. Sleeps 2 private and 4 more semi-private, 6 people total. Built in a primitive country style, it features a Loft bedroom that sleeps 3, an additional small bedroom that sleeps 1 and a Master Bedroom with Queen- size Sleep Number Bed. Fully functional kitchen and bath including washer/dryer. Outdoor fire-pit and hot tub. ROKU TV/ DVDs, No cable. Wii gaming system. WiFi available.

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, 182 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.

Superhost
Home in Petersburgh
4.87 out of 5 average rating, 317 reviews

ONLY 1.5 Miles from the Creation Museum!

Looking for a cozy country cottage for a get away? We're ONLY 1.5 miles from the Creation Museum , not too far from downtown Cincinnati, and only about 40 minutes to The Ark Encounter!! You'll have this 2 bedroom house all to yourself, so whether you're just looking for a country weekend get away, or just want to relax on the porch swing or make smores' around the fire pit, we've got the perfect place for you!

Popular amenities for Dillsboro vacation rentals

  1. Airbnb
  2. United States
  3. Indiana
  4. Dearborn County
  5. Dillsboro