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 Holiday Rentals

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Our top choices for Jefferson County holiday rentals

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

1. The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201

The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201
Madison Historic District
9.6 out of 10, Exceptional, (23 reviews)
"Our room was so cute and perfect for a couple. We loved it! The location was perfect as well!"
United States
Stee
The price is NZ$252
includes taxes & fees
3 Nov - 4 Nov
The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201
A wooden cabin with a porch, a staircase, and a deck.

2. 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 NZ$291
includes taxes & fees
2 Nov - 3 Nov
Sassafras Woodland Cabin at Lost Trails
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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 NZ$310
includes taxes & fees
2 Nov - 3 Nov
Maple Cozy Cabin at Lost Trails
A wooden deck with two black rocking chairs and a small table, surrounded by a wooden railing.

4. 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 NZ$308
includes taxes & fees
2 Nov - 3 Nov
Walnut Secluded Cabin at Lost Trails
A compact kitchen with wooden cabinets, a black refrigerator, a microwave, and a coffee machine on a small shelf.

5. 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 NZ$308
includes taxes & fees
2 Nov - 3 Nov
Mulberry Secluded Cabin at Lost Trails
Property grounds

6. 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 NZ$305
includes taxes & fees
13 Oct - 14 Oct
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.

7. 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 NZ$376
includes taxes & fees
12 Oct - 13 Oct
Modern cabin very close to scenic riverfront walks
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 NZ$328
includes taxes & fees
26 Oct - 27 Oct
Cedar Rustic Cabin at Lost Trails
A log cabin with a covered porch, wooden rocking chairs, and a potted plant.

9. Stoney Creek - Sit back and unwind

Stoney Creek - Sit back and unwind
Madison
10.0 out of 10, Exceptional, (128 reviews)
"Very well kept and beautiful home to stay in. The hot tub, for pit, and wrap around porch were all very nice amenities."
United States
Daniel N.
The price is NZ$452
includes taxes & fees
21 Oct - 22 Oct
Stoney Creek - Sit back and unwind
A cozy room with a bed, a chair, a sofa, and a small table.

10. 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 NZ$329
includes taxes & fees
2 Nov - 3 Nov
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
A modern living room with a black sofa, a wooden coffee table, and a brick accent wall.

11. 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 NZ$436
includes taxes & fees
18 Oct - 19 Oct
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
A modern kitchen with a central island, bar stools, and a dining area with a patterned table.

12. 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 NZ$385
includes taxes & fees
20 Oct - 21 Oct
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.

13. 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 NZ$465
includes taxes & fees
15 Oct - 16 Oct
Cabin on the Ridge: The Sequel
A covered porch with a wooden door, potted plants, and a metal railing.

14. 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 NZ$449
includes taxes & fees
25 Oct - 26 Oct
The Artist’s A-Frame
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 NZ$471
includes taxes & fees
13 Oct - 14 Oct
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
A spacious wooden cabin with a loft bedroom, a dining area, and a kitchen.

16. 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 NZ$492
includes taxes & fees
18 Oct - 19 Oct
Cabin on the Ridge
An outdoor patio with wicker furniture, a fire pit, and a table with candles and fruit.

17. 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 NZ$381
includes taxes & fees
13 Oct - 14 Oct
Romantic 1 BR Retreat on the edge of woods with private hot tub
A residential property with a red door, a small front yard with grass and shrubs, and a neighboring church with a steeple.

18. 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 NZ$447
includes taxes & fees
11 Oct - 12 Oct
Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River
An outdoor patio with a hot tub, a fire pit, and string lights.

19. "Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8

"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8
Madison Historic District
10.0 out of 10, Exceptional, (22 reviews)
"we had a good time. enjoyed our visit"
United States
Douglas S.
The price is NZ$764
includes taxes & fees
27 Oct - 28 Oct
"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8
A log cabin with a fire pit and outdoor seating.

20. Family-friendly cabin with game room and backyard!

Family-friendly cabin with game room and backyard!
Hanover
10.0 out of 10, Exceptional, (4 reviews)
"Host is very easy to communicate with and the property provided us with great memories! Would definitely stay here again!"
United States
Eli H.
The price is NZ$776
includes taxes & fees
1 Nov - 2 Nov
Family-friendly cabin with game room and backyard!
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

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

10/10 Excellent
"The room was clean and welcoming, with an awesome view. The bartender was the best. We stopped in to grab a drink before dinner, and she was absolutely the best. Very friendly, helpful with information about the local places to eat, and just easy to talk to. Made great mixed drinks too. The history of this place was why we chose to stay. Love how they took a historic building and refurbished it into something useful."
Kathryn 2-night trip
Posted 1 day ago
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Find out more about Jefferson County

Everything you need to know about Jefferson 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 Jefferson 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 Jefferson County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Jefferson County holiday 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 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 Jefferson County holiday rentals we have selected for you start as low as NZ$252 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 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 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 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 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.