Holiday rentals in Dillsboro

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Top-rated holiday rentals in Dillsboro

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Top guest favourite
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
4.9 out of 5 average rating, 146 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.

Top guest favourite
A serene outdoor area features a large swimming pond surrounded by manicured grass. Comfortable seating options include lounge chairs and umbrellas, inviting relaxation. The tranquil water reflects a clear blue sky, and a pathway leads directly to the pond, enhancing accessibility.
Cabin in Aurora
4.95 out of 5 average rating, 43 reviews

Rustic Retreat Cabin

Cozy Rustic 1800s-Inspired Cabin with Private Pond, Creek Access & 30 Acres -Located at the end of a private gravel drive, the cabin offers a peaceful retreat blending historic charm and modern comfort. Relax on the front deck with views of the pond or enjoy the back deck overlooking the creek. The loft has queen and a full bed, the basement has a full bed and futon for additional sleeping. Please note, due to the stairs and rustic decor, this cabin may not be suitable for small children.

Guest favourite
A landscaped outdoor area features blooming hydrangeas in soft pinks and whites, surrounded by gravel pathways. A fire pit area is equipped with blue chairs, and a pool is visible in the background, along with a deck overlooking the serene wooded surroundings.
Flat in Aurora
4.88 out of 5 average rating, 108 reviews

Peaceful Paradise LOWER Fam 2BR Hot Tub/Pool/SAUNA

Located just 20 minutes from CVG airport, Perfect North Slopes, and the Creation Museum—come & enjoy a piece of Indiana in our 2 bedroom apartment! After a long day exploring our local parks or skiing on the slopes, soak in the hot tub or pool overlooking the valley or enjoy your evening by the fire pit! An in-home entertainment surround system will bring whatever movie you choose right into the room with you! Access to apartment is down stairs --not wheelchair accessible. Pool open 5/22-9/1

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, 162 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, 117 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.

Guest favourite
A single-story house is set on a grassy lawn, surrounded by lush green trees. A fire pit is visible in the foreground, with a few chairs placed nearby. A wooden clothesline stand is also present, enhancing the outdoor space's rural charm.
Home in Versailles
5 out of 5 average rating, 17 reviews

Friendship Peaceful Country Getaway

Country living less than an hour from Cincinnati. This 80 acre property features fishing, paddle boating & many walking trails. Located near beautiful Versailles State park, small town charm in Madison, Indiana & Clifty Falls State Park. The Red Wolf Sanctuary & Raptor Rehabilitation center (by appt only) is within a 40 min drive. Within 2 miles of Friendship, Indiana, home of the National Muzzleloader Rifle Association shooting competitions and famous fleamarket in June and September.

Top guest favourite
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, 785 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 favourite
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
4.94 out of 5 average rating, 17 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 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!

Top guest favourite
Farm stay in Vevay
5 out of 5 average rating, 15 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
Cabin in Versailles
5 out of 5 average rating, 18 reviews

Cabin on Versailles State Park Lake

Tucked along the lake at Versailles State Park, this cozy rustic cabin is perfect for individuals, couples, families and friends. It features 2 bedrooms, 2 bathrooms, a full kitchen, and a comfortable living area with lake views. Enjoy a private deck for relaxing, plus easy nearby access to hiking, fishing, and kayaking. A peaceful, secluded, nature-filled getaway with all the comforts of home and yet within walking distance of town. This is a brand new listing!

Top guest favourite
Dome in Vevay
4.97 out of 5 average rating, 237 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.

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