Vacation rentals in Dillsboro

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Top-rated vacation rentals in Dillsboro

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Top guest favorite

The exterior view showcases a charming entry with a covered porch and a well-maintained lawn. A seated area with chairs is present, complemented by vibrant flower pots. The siding features a neutral color, and large windows provide an inviting appearance.

Guest suite in Batesville

4.98 out of 5 average rating, 188 reviews

Modern Private Entrance Studio Apt extended/nitely

New fully furnished 2-nd floor studio apartment in quiet up-scale neighborhood. Keyed private entry to indoor stairwell. Approx 800 sq-ft. Hardwood floors, great room, very large windows, lots of light. Floor plan with full kitchen & seating area, living area w/ sofa, chairs, ottomans. Sleeping section includes queen bed adjacent to 3/4 bath. Wi-Fi, USB charg-ports at bedside and desk lamp. Wall mounted 164 channel fiber-optic 32-inch HD flat screen TV with HBO, Starz, Sports, premium channels.

Top guest favorite

The exterior of a charming single-story home is displayed, featuring a covered front porch with seating. Lush greenery and flowers are visible in the landscaping. A paved driveway leads to a garage, with additional parking available on the street. A clear blue sky adds to the inviting scene.

Home in Lawrenceburg

4.98 out of 5 average rating, 107 reviews

The Hive

This comfy & cozy home is located in the heart of downtown Lawrenceburg and is within walking distance to everything! We have a large back yard that is great for family to hang out by fire-pit and enjoy their time away from home. There is large outdoor tv with adirondack chairs and picnic tables for relaxing. Living Room has 75' Tv- both bedrooms have 55' tv's. Large Sectional in Living room and large dining table in kitchen. Coffee bar- Washer & Dryer-Front Porch- Fenced in back yard.

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

4.96 out of 5 average rating, 126 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.

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

4.96 out of 5 average rating, 138 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.

Top guest favorite

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

4.85 out of 5 average rating, 110 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 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, 117 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.

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

4.95 out of 5 average rating, 220 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

A single-story house displays a welcoming exterior with beige siding and red shutters. A manicured lawn is complemented by colorful flowers and shrubs in front. A solid pathway leads to the entrance, with a mailbox positioned at the edge of the property.

Home in Osgood

4.94 out of 5 average rating, 118 reviews

Wilmer Crash Pad: Simple home, includes breakfast

It's a simple 2 bed, 1 bath house that is perfect for short or long stays, depending on your needs. It is on a quiet, dead-end street with a relaxing vibe. The home is well-equipped with *everything* you would need for daily life. Family friendly with toys, games, etc. Blow-up mattress and futon for extra sleepers. Keyless entry. Two car detached garage. Perfect for work trips or area visits. One hour from Cincy, 75 minutes to Indy, 90 minutes to Louisville, 20 minutes to Batesville.

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, 131 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!

Guest favorite

A well-lit living area features a comfortable sectional sofa and a rocking chair. A large television is mounted on the wall. A bar area with elevated stools sits adjacent to the staircase, which leads to the upper level. Warm carpet covers the floor.

Apartment in Cincinnati

4.94 out of 5 average rating, 172 reviews

Cottage Oasis

Space is the lower level of our house. This space is beautiful, clean, spacious. It has its own entrance. Full-size bathroom with shower & jacuzzi tub. Kitchenette with full-size refrigerator, toaster, toaster oven, microwave, Electric skillet, Crockpot. It has one bedroom with a queen size bed. A Portable, full size foam mattress in the living area. Private outside deck with view of woods. One private parking spot. Fast Wi-Fi. TV in living area and bedroom.

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, 144 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, 179 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.