A town with a prominent red brick building featuring a gold dome and clock tower, a bridge over a river, and lush green trees.

Jefferson County Vacation Rentals

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Top Cities in Jefferson County

A waterfall cascading into a pool surrounded by dense forest.
Vacation RentalsVacation Rentals

Madison

Madison

Our top choices for Jefferson County vacation rentals

A wooden cabin with a porch, a staircase, and a deck.

1. Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (16 reviews)
"Perfect little weekend getaway "
United Kingdom
Carrie M.
The price is CA $124
CA $225 total
includes taxes & fees
Nov 9 - Nov 10
Sassafras Woodland Cabin at Lost Trails
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

2. The Madison Inn, Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102

The Madison Inn, Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102
Madison Historic District
9.8 out of 10, Exceptional, (13 reviews)
"We enjoyed our visit and would recommend to others looking for a convenient location and comfortable stay."
United States
Renee M.
The price is CA $86
CA $161 total
includes taxes & fees
Oct 14 - Oct 15
The Madison Inn, Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102
cd294e93-b148-4eb4-b858-151fabf1d0ec

3. 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 CA $144
CA $248 total
includes taxes & fees
Oct 20 - Oct 21
Maple Cozy Cabin at Lost Trails
Property grounds

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

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Madison
9.6 out of 10, Exceptional, (17 reviews)
"Host was very accommodating and this place was perfect for a place to stay while visiting friends. Everything was very comfortable, especially the very soft bed!! "
United States
C J.
The price is CA $127
CA $244 total
includes taxes & fees
Oct 12 - Oct 13
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
A covered outdoor seating area with Adirondack chairs and a fire pit, surrounded by trees and gravel.

5. Modern cabin very close to scenic riverfront walks

Modern cabin very close to scenic riverfront walks
Hanover
9.4 out of 10, Exceptional, (20 reviews)
"The space was very clean and had everything we needed! It was so close to everything but in its own secluded spot at the same time. We loved our stay "
United States
MaKayla Q.
The price is CA $79
CA $272 total
includes taxes & fees
Oct 12 - Oct 13
Modern cabin very close to scenic riverfront walks
A compact kitchen with wooden cabinets, a black refrigerator, a microwave, and a coffee machine on a small shelf.

6. 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.
The price is CA $143
CA $247 total
includes taxes & fees
Nov 2 - Nov 3
Mulberry Secluded Cabin at Lost Trails
A wooden deck with two black rocking chairs and a small table, surrounded by a wooden railing.

7. 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 CA $143
CA $247 total
includes taxes & fees
Oct 12 - Oct 13
Walnut Secluded Cabin at Lost Trails
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, (31 reviews)
"Charming, cozy cabin! Perfect for a weekend getaway!"
United States
Mollie B.
The price is CA $157
CA $263 total
includes taxes & fees
Oct 13 - Oct 14
Cedar Rustic Cabin at Lost Trails
A cozy room with a bed, a chair, a sofa, and a small table.

9. 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, (8 reviews)
"The host was extremely nice and allowed us to get into the loft a little early. The loft was really nice and we enjoyed out stay. "
United States
Judi K.
The price is CA $142
CA $262 total
includes taxes & fees
Oct 13 - Oct 14
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
A log cabin with a covered porch, wooden rocking chairs, and a potted plant.

10. Stoney Creek - Sit back and unwind

Stoney Creek - Sit back and unwind
Madison
10.0 out of 10, Exceptional, (129 reviews)
"Our family enjoyed our stay."
United States
Shanna S.
The price is CA $178
CA $376 total
includes taxes & fees
Oct 21 - Oct 22
Stoney Creek - Sit back and unwind
A modern kitchen with a central island, bar stools, and a dining area with a patterned table.

11. 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, (77 reviews)
"Love the stay very relaxed"
United States
Steve C.
The price is CA $148
CA $316 total
includes taxes & fees
Oct 14 - Oct 15
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
A cozy wooden cabin interior with a sofa, a dining table, and a TV.

12. 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 CA $220
CA $382 total
includes taxes & fees
Oct 18 - Oct 19
Cabin on the Ridge: The Sequel
A covered porch with a wooden door, potted plants, and a metal railing.

13. The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (41 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 CA $195
CA $371 total
includes taxes & fees
Oct 25 - Oct 26
The Artist’s A-Frame
A spacious wooden cabin with a loft bedroom, a dining area, and a kitchen.

14. Cabin on the Ridge

Cabin on the Ridge
Madison
10.0 out of 10, Exceptional, (20 reviews)
"Super nice and cute! Would definitely stay again! "
United States
Angela G.
The price is CA $220
CA $404 total
includes taxes & fees
Oct 28 - Oct 29
Cabin on the Ridge
A living room with a brown leather sofa, a cowhide rug, and a cowhide-patterned armchair.

15. The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Hanover
9.6 out of 10, Exceptional, (53 reviews)
"Close to downtown Madison and Clifty Falls, this place had everything we needed to visit the area and relax I'm the evening."
United States
Maggie D.
The price is CA $186
CA $381 total
includes taxes & fees
Oct 13 - Oct 14
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
A modern living room with a black sofa, a wooden coffee table, and a brick accent wall.

16. 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 CA $192
CA $353 total
includes taxes & fees
Oct 18 - Oct 19
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
A residential property with a red door, a small front yard with grass and shrubs, and a neighboring church with a steeple.

17. Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River

Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River
Madison Historic District
9.0 out of 10, Wonderful, (2 reviews)
"Good location, well stocked with essentials."
United States
Leslie W.
The price is CA $186
CA $363 total
includes taxes & fees
Oct 11 - Oct 12
Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River
An outdoor patio with wicker furniture, a fire pit, and a table with candles and fruit.

18. 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 CA $237
CA $309 total
includes taxes & fees
Oct 13 - Oct 14
Romantic 1 BR Retreat on the edge of woods with private hot tub
An aerial view of a swimming pool complex with multiple water slides and a surrounding area with lounge chairs and umbrellas.

19. #207 King Suites, River Views, Deck, Downtown

#207 King Suites, River Views, Deck, Downtown
Madison Historic District
10.0 out of 10, Exceptional, (46 reviews)
"Loved this place, very clean and well stocked with the little extras that you always seem to need. "
United States
Matt C.
The price is CA $312
CA $658 total
includes taxes & fees
Oct 14 - Oct 15
#207 King Suites, River Views, Deck, Downtown
An outdoor patio with a hot tub, a fire pit, and string lights.

20. "Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8

"Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8
Madison Historic District
9.8 out of 10, Exceptional, (17 reviews)
"We thoroughly enjoyed our time! Great place! We would definitely stay there again!"
United States
Howard B.
The price is CA $208
CA $556 total
includes taxes & fees
Oct 14 - Oct 15
"Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8
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 Jefferson County Hotel Reviews

Hillside Inn

Hillside Inn

10/10 Excellent
"If you are looking to stay in an older Historic hotel with a great view give this one a try. The rooms are nicely finished and have as many modern amenities as one would expect. Your own private balcony is a real plus with views of the Ohio river and down town Madison. Walking to either is easy from this location as well if you so desire. The lobby is a neat tidy greeting place with it's own coy pond. Pictures of the original hotel in it's several iterations adorn the walls. One dating back to 1870! We enjoyed our stay and would highly recommend the experience."
Michael 1-night trip
Posted 8 hours ago
Hillside Inn

Find out more about Jefferson County

Everything you need to know about Jefferson County 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 Jefferson County vacation rental for you. At Expedia, you can take your pick from private vacation 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 Jefferson County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Jefferson County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jefferson 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jefferson County vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jefferson County vacation rentals we have selected for you start as low as CA $202 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Jefferson County rentals

At Expedia, we put the best Jefferson County 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 Jefferson 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 Jefferson County 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 Jefferson 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.