A river, a bridge, a golf course, and a forested area.

Carroll County Holiday Rentals

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Our top choices for Carroll County holiday rentals

A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

1. The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101

The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
Madison Historic District
9.0 out of 10, Wonderful, (14 reviews)
"Very easy check in and nice location. Very comfortable stay. "
United Kingdom
Michael S.
The price is AU$172
includes taxes & fees
16 Nov - 17 Nov
The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
A covered deck with a wooden table and wicker chairs, overlooking a lake.

2. The River View at Esther’s

The River View at Esther’s
Vevay
10.0 out of 10, Exceptional, (1 review)
The price is AU$314
includes taxes & fees
31 Oct - 1 Nov
The River View at Esther’s
A modern kitchen with a wooden countertop, black stools, and a wall-mounted TV.

3. The Blue Door Place

The Blue Door Place
Florence
9.8 out of 10, Exceptional, (30 reviews)
"Very clean, had everything we needed! "
United States
james w.
The price is AU$298
includes taxes & fees
16 Nov - 17 Nov
The Blue Door Place
A wooden cabin with a porch, a staircase, and a deck.

4. Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
9.8 out of 10, Exceptional, (19 reviews)
"Perfect little weekend getaway "
United Kingdom
Carrie M.
The price is AU$253
includes taxes & fees
18 Nov - 19 Nov
Sassafras Woodland Cabin at Lost Trails
A cozy room with a large window, a wooden table with a blanket and a notebook, and a red pillow.

5. Rustic Container Cabin on Beautiful Farm - Near Ark & Bourbon Trail

Rustic Container Cabin on Beautiful Farm - Near Ark & Bourbon Trail
Owenton
9.4 out of 10, Exceptional, (91 reviews)
"Such a great stay & getaway with my pups! The property is so nice and cozy for what we needed! Wonderful and helpful host too! We’ll be back "
United States
Mary S.
The price is AU$174
includes taxes & fees
27 Oct - 28 Oct
Rustic Container Cabin on Beautiful Farm - Near Ark & Bourbon Trail
2

6. Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (15 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 AU$259
includes taxes & fees
16 Nov - 17 Nov
Maple Cozy Cabin at Lost Trails
A cozy wooden cabin interior with a sofa, a dining table, and a TV.

7. Cabin on the Ridge: The Sequel

Cabin on the Ridge: The Sequel
Madison
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful, clean, serene! Perfect place for a weekend anniversary getaway!"
United States
Mallory T.
The price is AU$383
includes taxes & fees
9 Nov - 10 Nov
Cabin on the Ridge: The Sequel
A wooden log cabin with a dark brown door featuring a metal latch and a glass panel.

8. Cedar Rustic Cabin at Lost Trails

Cedar Rustic Cabin at Lost Trails
Madison
10.0 out of 10, Exceptional, (32 reviews)
"Charming, cozy cabin! Perfect for a weekend getaway!"
United States
Mollie B.
Cedar Rustic Cabin at Lost Trails
A compact kitchen with wooden cabinets, a black refrigerator, a microwave, and a coffee machine on a small shelf.

9. Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
9.8 out of 10, Exceptional, (8 reviews)
"This is a total hidden gem! The cabin seemed brand new and was outfitted with everything you might need. We spent our 25th wedding anniversary weekend here and loved every second! Would highly recommend!"
United States
Jodi E.
Mulberry Secluded Cabin at Lost Trails
A spacious wooden cabin with a loft bedroom, a dining area, and a kitchen.

10. Cabin on the Ridge

Cabin on the Ridge
Madison
10.0 out of 10, Exceptional, (23 reviews)
"Super nice and cute! Would definitely stay again! "
United States
Angela G.
The price is AU$402
includes taxes & fees
9 Nov - 10 Nov
Cabin on the Ridge
A wooden deck with two black rocking chairs and a small table, surrounded by a wooden railing.

11. Walnut Secluded Cabin at Lost Trails

Walnut Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful cabin. Enjoyed our stay."
United States
Jim A.
The price is AU$259
includes taxes & fees
2 Nov - 3 Nov
Walnut Secluded Cabin at Lost Trails
A gravel path leading to a red barn with a white roof, surrounded by grass and trees.

12. Vintage Camper Cabin on Beautiful Farm Near Ark & Bourbon Trail

Vintage Camper Cabin on Beautiful Farm Near Ark & Bourbon Trail
Owenton
9.4 out of 10, Exceptional, (18 reviews)
"If you’re looking for a quiet place to relax this is it. Josh was so pleasant to work with."
United States
Teresa I.
The price is AU$154
includes taxes & fees
27 Oct - 28 Oct
Vintage Camper Cabin on Beautiful Farm Near Ark & Bourbon Trail
Property grounds

13. Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Madison
9.4 out of 10, Exceptional, (19 reviews)
"Clean and cozy"
United States
Julie
The price is AU$247
includes taxes & fees
2 Nov - 3 Nov
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
A modern kitchen with a central island, bar stools, and a dining area with a patterned table.

14. Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Madison
9.8 out of 10, Exceptional, (78 reviews)
"The place is very clean, also convenient and close to down town. Check in and everything was very smooth! I recommend this cute little place especially for young families."
United States
Kyle A.
The price is AU$327
includes taxes & fees
29 Oct - 30 Oct
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
A hot tub with candles, a fire feature, and a tent in a forested area.

15. Romantic 1 BR Retreat on the edge of woods with private hot tub

Romantic 1 BR Retreat on the edge of woods with private hot tub
Madison
10.0 out of 10, Exceptional, (1 review)
"This was a relaxing & romantic way to celebrate our 57th wedding anniversary. Everything was clean & the host very cordial. We enjoyed the rear deck with its fireplace & hot tube as as the comfortable bed & romantic tent interior."
United States
jon h.
The price is AU$398
includes taxes & fees
1 Nov - 2 Nov
Romantic 1 BR Retreat on the edge of woods with private hot tub
A cozy room with a bed, a chair, a sofa, and a small table.

16. Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison

Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
Madison Historic District
9.6 out of 10, Exceptional, (9 reviews)
"Excellent location, nice deck and spa. Comfy bed large space."
United States
Zoey S.
The price is AU$254
includes taxes & fees
9 Nov - 10 Nov
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
A covered porch with a wooden door, potted plants, and a metal railing.

17. The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (42 reviews)
"Very cool house in a nice neighborhood. Had everything we needed and was close to anything you want to do in Madison. We will definitely stay there again!"
United States
Dean C.
The price is AU$369
includes taxes & fees
2 Nov - 3 Nov
The Artist’s A-Frame
A wooden interior with a sloped ceiling, a kitchen area, and a visible window.

18. Cozy cabin 8 minutes from Ark Encounter!!

Cozy cabin 8 minutes from Ark Encounter!!
Dry Ridge
9.8 out of 10, Exceptional, (137 reviews)
"We were very happy with our stay here. Everything was comfortable and our host communicated well on the questions we ended up having. It is a peaceful location with a great view. We would definitely stay here again."
United States
Cynthia J.
The price is AU$287
includes taxes & fees
28 Oct - 29 Oct
Cozy cabin 8 minutes from Ark Encounter!!
A modern living room with a black sofa, a wooden coffee table, and a brick accent wall.

19. The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
Madison
10.0 out of 10, Exceptional, (51 reviews)
"Had a very nice stay"
United States
Brad P.
The price is AU$326
includes taxes & fees
28 Oct - 29 Oct
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
An outdoor seating area with Adirondack chairs, a table, and planters with flowers.

20. Rent the entire private basement level. Enjoy a peaceful country setting.

Rent the entire private basement level. Enjoy a peaceful country setting.
Owenton
10.0 out of 10, Exceptional, (1 review)
"Great property, lots of space!"
United States
Leah S.
The price is AU$287
includes taxes & fees
27 Oct - 28 Oct
Rent the entire private basement level. Enjoy a peaceful country setting.
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 Carroll County Hotel Reviews

Best Western Ashbury Inn

Best Western Ashbury Inn

10/10 Excellent
"Convient to everything! Nice hotel!"
james 1-night trip
Posted 5 hours ago
Best Western Ashbury Inn

Find out more about Carroll County

Everything you need to know about Carroll County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Carroll County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Carroll County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Carroll County holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Carroll County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Carroll County holiday rentals we have chosen for you start as low as AU$154 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Carroll County rentals

At Expedia, we put the best Carroll County holiday 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 Carroll County 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 Carroll County holiday.

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