Dillsboro Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Dillsboro vacation rentals

Dining

The Blue Door Place

The Blue Door Place
Florence
9.8 out of 10, Exceptional, (21 reviews)
"Very clean, had everything we needed! "
United States
james w.
$160 nightly
The price is $179
May 9 - May 10
Total with taxes and fees
The Blue Door Place
Exterior

Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (9 reviews)
"Very nice place definitely recommend "
United States
Eric T.
$155 nightly
The price is $173
May 10 - May 11
Total with taxes and fees
Maple Cozy Cabin at Lost Trails
Terrace/patio

Walnut Secluded Cabin at Lost Trails

Walnut Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (5 reviews)
"Was a great space! Clean, modern and very cute! Would highly recommend "
United States
Anna M.
$155 nightly
The price is $173
May 10 - May 11
Total with taxes and fees
Walnut Secluded Cabin at Lost Trails
TV, fireplace, DVD player

Cabin on the Ridge

Cabin on the Ridge
Madison
10.0 out of 10, Exceptional, (19 reviews)
"Nice cabin"
United States
Nathan M.
$237 nightly
The price is $273
May 14 - May 15
Total with taxes and fees
Cabin on the Ridge
Exterior

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.
$359 nightly
The price is $396
May 10 - May 11
Total with taxes and fees
Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway
TV, fireplace

Cabin on the Ridge: The Sequel

Cabin on the Ridge: The Sequel
Madison
10.0 out of 10, Exceptional, (19 reviews)
"Our stay was amazing! Loved this cozy cabin in the woods! "
United States
Alison F.
$224 nightly
The price is $258
May 18 - May 19
Total with taxes and fees
Cabin on the Ridge: The Sequel
1 bedroom, iron/ironing board, WiFi, bed sheets

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.
$195 nightly
The price is $218
May 11 - May 12
Total with taxes and fees
River City Escape
1 bedroom, bed sheets

Briar Ridge Cabin in Osgood IN

Briar Ridge Cabin in Osgood IN
Osgood
$150 nightly
The price is $168
May 9 - May 10
Total with taxes and fees
Briar Ridge Cabin in Osgood IN
Interior

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, (18 reviews)
"This a great location for visiting the Creation Museum and the Ark. The hosts were very welcoming and friendly!"
United States
Kelley B.
$170 nightly
The price is $191
May 10 - May 11
Total with taxes and fees
Beautiful lower level of house in nature with wildlife all around.
Exterior

Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (11 reviews)
"The amenities were in excellent condition and great layout of the property. "
United States
Ed S.
$155 nightly
The price is $173
May 26 - May 27
Total with taxes and fees
Sassafras Woodland Cabin at Lost Trails
Dining

Riverview Home Near Creation Museum/Ark/Ski/Bikes/Cincinnati/Hot Tub-Sleeps 11

Riverview Home Near Creation Museum/Ark/Ski/Bikes/Cincinnati/Hot Tub-Sleeps 11
Aurora
10.0 out of 10, Exceptional, (55 reviews)
"My family had a wonderful stay and the host was very responsive and accommodating. Very comfortable rooms and a beautiful view. "
United States
Ashlee B.
$465 nightly
The price is $521
May 8 - May 9
Total with taxes and fees
Riverview Home Near Creation Museum/Ark/Ski/Bikes/Cincinnati/Hot Tub-Sleeps 11
Exterior detail

Cedar Rustic Cabin at Lost Trails

Cedar Rustic Cabin at Lost Trails
Madison
10.0 out of 10, Exceptional, (26 reviews)
"The Rustic Cabin was perfect for our quick visit to the Madison area. The place was comfortable and inviting and tucked away ensuring a quiet and relaxing stay."
United States
Rachel L.
$165 nightly
The price is $185
May 10 - May 11
Total with taxes and fees
Cedar Rustic Cabin at Lost Trails
Interior

The Hive.. lots of activities within walking distance-

The Hive.. lots of activities within walking distance-
Lawrenceburg
9.8 out of 10, Exceptional, (36 reviews)
"We stayed here because it was perfect place between the creation museum, and the Ark encounter. Highly recommended!"
United States
jennifer f.
$265 nightly
The price is $296
May 10 - May 11
Total with taxes and fees
The Hive.. lots of activities within walking distance-
Fridge, microwave, oven, stovetop

Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (2 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.
$155 nightly
The price is $173
May 10 - May 11
Total with taxes and fees
Mulberry Secluded Cabin at Lost Trails
Interior

Peaceful Cozy Cabin 10 minutes from Historic downtown Madison

Peaceful Cozy Cabin 10 minutes from Historic downtown Madison
Madison
9.6 out of 10, Exceptional, (21 reviews)
"My wife and I enjoyed our stay here while checking out Madison. Great location, nicely decorated. "
United States
Justin L.
$250 nightly
The price is $288
May 8 - May 9
Total with taxes and fees
Peaceful Cozy Cabin 10 minutes from Historic downtown Madison
Fridge, microwave, oven, stovetop

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.
$354 nightly
The price is $390
May 10 - May 11
Total with taxes and fees
Waterfront Cabin w/ A View! Large Family Retreat + Pet-Friendly
Exterior

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)
"We had a nice, peaceful couple's weekend at this property. The guest house was very clean and well-equipped. All the linen was fresh. The bed was VERY comfortable - it was top quality. We enjoyed fishing and kayaking at the lake. We also enjoyed star gazing at the firepit at night. It was a great place to unwind."
United States
Rachael G.
$178 nightly
The price is $199
May 10 - May 11
Total with taxes and fees
Beautiful, cozy, lakeside wooded getaway in serene surroundings.
Private kitchen

Charming new tiny house-Friendship IN

Charming new tiny house-Friendship IN
Versailles
10.0 out of 10, Exceptional, (1 review)
"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.
$173 nightly
The price is $194
May 21 - May 22
Total with taxes and fees
Charming new tiny house-Friendship IN
1 bedroom, free WiFi

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

1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed
Florence
10.0 out of 10, Exceptional, (26 reviews)
"Bobbie is awesome!"
United States
Anonymous traveler
$79 nightly
The price is $89
May 8 - May 9
Total with taxes and fees
1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed
House, Multiple Beds, Patio, Garden View (Legacy Farm Retreat) | Living area

Legacy Farm Retreat Cozy Stay

Legacy Farm Retreat Cozy Stay
3.5 star property
Burlington
$455 nightly
The price is $511
May 10 - May 11
Total with taxes and fees
Legacy Farm Retreat Cozy Stay
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

Ramada by Wyndham Sparta/At Speedway

Ramada by Wyndham Sparta/At Speedway

6/10 Okay
"Room was very clean but seemed to be lacking updates. Bathroom door wouldn’t close properly and there was no grab bars for those that needed them in the tub. Staff friendly and breakfast was fairly good. Overall I would say 7 out of ten rating. Price for stay was not bad."
Rick 1-night trip
Posted 5 hours ago
Ramada by Wyndham Sparta/At Speedway

Find out more about Dillsboro

Everything you need to know about Dillsboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Dillsboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dillsboro vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Dillsboro vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dillsboro. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Dillsboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $258 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Dillsboro rentals

At Expedia, we put the best Dillsboro vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Dillsboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dillsboro vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dillsboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Peaceful getaway centrally located just min. from Madison and Belterra casino.: Visitors like this Dillsboro vacation home rental. It is located in a rural location and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a hot tub.

What’s there to see and do in Dillsboro?

Explore the area and family-friendly sights such as Adventure Bay, or get out into nature at a spot like Hidden Valley Lake Beach. Versailles State Park and Rising Star Casino 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.