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Dillsboro Vacation Rentals

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Our top choices for Dillsboro vacation rentals

The Blue Door Place

The Blue Door Place
Florence
9.8 out of 10, Exceptional, (24 reviews)
"Very clean, had everything we needed! "
United States
james w.
The price is CA $132
CA $250 total
includes taxes & fees
Jun 20 - Jun 21
The Blue Door Place

Cabin on the Ridge: The Sequel

Cabin on the Ridge: The Sequel
Madison
10.0 out of 10, Exceptional, (20 reviews)
"Our stay was amazing! Loved this cozy cabin in the woods! "
United States
Alison F.
The price is CA $199
CA $362 total
includes taxes & fees
Jun 22 - Jun 23
Cabin on the Ridge: The Sequel

Cabin on the Ridge

Cabin on the Ridge
Madison
10.0 out of 10, Exceptional, (19 reviews)
"Nice cabin"
United States
Nathan M.
The price is CA $169
CA $340 total
includes taxes & fees
Jun 17 - Jun 18
Cabin on the Ridge

Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (12 reviews)
"The overall stay was perfect for just the two of us and we loved how everything was a close drive but still felt far enough away. "
United States
Shyanne D.
The price is CA $140
CA $242 total
includes taxes & fees
Jul 6 - Jul 7
Maple Cozy Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (12 reviews)
"We had a wonderful stay! Everything was clean, communication was great - it was the perfect weekend getaway!"
United Kingdom
Karen L.
Sassafras Woodland Cabin at Lost Trails

River City Escape

River City Escape
Lawrenceburg
9.4 out of 10, Exceptional, (3 reviews)
"Really nice place, and great location! Very walkable neighborhood!"
United States
Kelly P.
The price is CA $137
CA $307 total
includes taxes & fees
Jun 19 - Jun 20
River City Escape

Walnut Secluded Cabin at Lost Trails

Walnut Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful cabin. Enjoyed our stay."
United States
Jim A.
The price is CA $140
CA $242 total
includes taxes & fees
Jul 6 - Jul 7
Walnut Secluded Cabin at Lost Trails

Cedar Rustic Cabin at Lost Trails

Cedar Rustic Cabin at Lost Trails
Madison
10.0 out of 10, Exceptional, (27 reviews)
"Everything was great and we were taking care of excellently."
United States
Frank B.
The price is CA $154
CA $258 total
includes taxes & fees
Jul 7 - Jul 8
Cedar Rustic Cabin at Lost Trails

Briar Ridge Cabin in Osgood IN

Briar Ridge Cabin in Osgood IN
Osgood
10.0 out of 10, Exceptional, (2 reviews)
"A lovely accommodation! The cabin was spotless, well kept and comfortable, and the property was private and quiet. Great hosts that were very responsive and quick to help with anything. Would absolutely recommend!"
United States
Shirley Z.
The price is CA $189
CA $259 total
includes taxes & fees
Jun 17 - Jun 18
Briar Ridge Cabin in Osgood IN

Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (3 reviews)
"Mulberry Cabin at Lost Trails was great! The cabin was cozy and felt pretty private (even though the other cabins are within view). The bed was super comfy, and they did a great job making sure the cabin had everything one might need on a trip away from home. It was also very close to all things Madison, so it felt very convenient. We would definitely stay there again!"
United States
Emily I.
The price is CA $141
CA $244 total
includes taxes & fees
Jun 28 - Jun 29
Mulberry Secluded Cabin at Lost Trails

1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed

1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed
Florence
9.8 out of 10, Exceptional, (28 reviews)
"Bobbie is awesome!"
United States
Anonymous traveller
The price is CA $105
CA $118 total
includes taxes & fees
Jun 21 - Jun 22
1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed

The Hive.. lots of activities within walking distance-

The Hive.. lots of activities within walking distance-
Lawrenceburg
9.8 out of 10, Exceptional, (38 reviews)
"Lovely place! So nice to stay somewhere that is well decorated and accommodating!"
United States
S G.
The price is CA $195
CA $419 total
includes taxes & fees
Jun 17 - Jun 18
The Hive.. lots of activities within walking distance-

Cozy River View 1BR Near Creation Museum+ Perfect North Slopes

Cozy River View 1BR Near Creation Museum+ Perfect North Slopes
Aurora
The price is CA $183
CA $324 total
includes taxes & fees
Jun 17 - Jun 18
Cozy River View 1BR Near Creation Museum+ Perfect North Slopes

Charming new tiny house-Friendship IN

Charming new tiny house-Friendship IN
Versailles
10.0 out of 10, Exceptional, (2 reviews)
"This tiny home was exactly what we had expected. Very clean, nice and welcoming. The owners were great and communication was excellent. We will be sure to see if it is Ava when we come to visit family again. "
United States
Randall B.
The price is CA $123
CA $273 total
includes taxes & fees
Jun 22 - Jun 23
Charming new tiny house-Friendship IN

Beautiful lower level of house in nature with wildlife all around.

Beautiful lower level of house in nature with wildlife all around.
UNION
10.0 out of 10, Exceptional, (20 reviews)
"This a great location for visiting the Creation Museum and the Ark. The hosts were very welcoming and friendly!"
United States
Kelley B.
The price is CA $196
CA $267 total
includes taxes & fees
Jun 18 - Jun 19
Beautiful lower level of house in nature with wildlife all around.

Legacy Farm Retreat Cozy Stay

Legacy Farm Retreat Cozy Stay
3.5 star property
Burlington
The price is CA $323
CA $714 total
includes taxes & fees
Jun 21 - Jun 22
Legacy Farm Retreat Cozy Stay

Beautiful, cozy, lakeside wooded getaway in serene surroundings.

Beautiful, cozy, lakeside wooded getaway in serene surroundings.
Osgood
10.0 out of 10, Exceptional, (2 reviews)
"The property is located in such a lovely peaceful setting. Early morning on the patio listening to the birds is calming. The inside of the property is charming and everything is spotless. Very nice and we will return if we ever go back through the area again."
United States
Vicki M.
The price is CA $245
CA $310 total
includes taxes & fees
Jun 22 - Jun 23
Beautiful, cozy, lakeside wooded getaway in serene surroundings.

Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway

Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway
Sparta
9.8 out of 10, Exceptional, (12 reviews)
"Wonderful vacation home. Very clean, great host that was very helpful. "
United States
Ashley C.
The price is CA $247
CA $558 total
includes taxes & fees
Jun 21 - Jun 22
Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway

Welcome to East High - A Charmingly Modern Stay in Lawrenceburg

Welcome to East High - A Charmingly Modern Stay in Lawrenceburg
Lawrenceburg
The price is CA $184
CA $322 total
includes taxes & fees
Jun 17 - Jun 18
Welcome to East High - A Charmingly Modern Stay in Lawrenceburg

Waterfront Cabin w/ A View! Large Family Retreat + Pet-Friendly

Waterfront Cabin w/ A View! Large Family Retreat + Pet-Friendly
Warsaw
8.0 out of 10, Very good, (9 reviews)
"The area is very quiet with plenty of space to stretch out. Quiet little town with friendly people. "
United States
Karen C.
The price is CA $208
CA $578 total
includes taxes & fees
Jun 18 - Jun 19
Waterfront Cabin w/ A View! Large Family Retreat + Pet-Friendly
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Dillsboro Hotel Reviews

Find out more about Dillsboro

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Dillsboro. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Dillsboro?

Yes, we offer vacation rentals close to top local attractions in Dillsboro, or you can go with a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Dillsboro has to offer?

KY log home close to The Ark Encounter on private 14 acres private seasonal pool: Visitors like this Dillsboro vacation home rental. It is located on a river and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

What’s there to see and do in Dillsboro?

Explore the area and family-friendly sights such as Competition Racing Indoor Karting Center, or get out into nature at a spot like Hidden Valley Lake Beach. Versailles State Park and Hillforest are a couple of places you'll find in the larger area.

What’s a vacation rental in Dillsboro like?

A vacation rental is a private property you can stay in for short or long periods in Dillsboro. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for family trips.