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 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 CA $96
CA $178 total
includes taxes & fees
Oct 5 - Oct 6
The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201

2. 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 $126
CA $243 total
includes taxes & fees
Sep 27 - Sep 28
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
A modern living room with a black sofa, a wooden coffee table, and a brick accent wall.

3. 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, (50 reviews)
"Had a very nice stay"
United States
Brad P.
The price is CA $151
CA $296 total
includes taxes & fees
Sep 27 - Sep 28
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
A cozy room with a bed, a chair, a sofa, and a small table.

4. 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
9.8 out of 10, Exceptional, (7 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 $139
CA $257 total
includes taxes & fees
Sep 29 - Sep 30
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
A wooden cabin with a porch, a staircase, and a deck.

5. 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 $130
CA $232 total
includes taxes & fees
Oct 26 - Oct 27
Sassafras Woodland Cabin at Lost Trails
A modern kitchen with a central island, bar stools, and a dining area with a patterned table.

6. 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, (76 reviews)
"Love the stay very relaxed"
United States
Steve C.
The price is CA $159
CA $328 total
includes taxes & fees
Oct 1 - Oct 2
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

7. Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (14 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 $141
CA $245 total
includes taxes & fees
Oct 5 - Oct 6
Maple Cozy Cabin at Lost Trails
A log cabin with a covered porch, wooden rocking chairs, and a potted plant.

8. 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 CA $177
CA $369 total
includes taxes & fees
Oct 5 - Oct 6
Stoney Creek - Sit back and unwind
A covered porch with a wooden door, potted plants, and a metal railing.

9. The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (40 reviews)
"Very nice house and convenient to downtown, etc. If you stay here you definitely won’t be disappointed."
United States
Shirley L.
The price is CA $178
CA $346 total
includes taxes & fees
Sep 29 - Sep 30
The Artist’s A-Frame
A living room with a brown leather sofa, a cowhide rug, and a cowhide-patterned armchair.

10. 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, (52 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 $164
CA $353 total
includes taxes & fees
Sep 30 - Oct 1
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
A compact kitchen with wooden cabinets, a black refrigerator, a microwave, and a coffee machine on a small shelf.

11. Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
9.8 out of 10, Exceptional, (8 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 $245 total
includes taxes & fees
Sep 28 - Sep 29
Mulberry Secluded Cabin at Lost Trails
A wooden deck with two black rocking chairs and a small table, surrounded by a wooden railing.

12. 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 $141
CA $245 total
includes taxes & fees
Oct 19 - Oct 20
Walnut Secluded Cabin at Lost Trails
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 CA $171
CA $319 total
includes taxes & fees
Sep 28 - Sep 29
Cabin on the Ridge: The Sequel
A wooden log cabin with a dark brown door featuring a metal latch and a glass panel.

14. 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 $156
CA $261 total
includes taxes & fees
Oct 6 - Oct 7
Cedar Rustic Cabin at Lost Trails
An outdoor patio with a hot tub, a fire pit, and string lights.

15. "Madison Manor II” Last Minute Chautauqua 1 Night Special! Hot Tub, Game Room

"Madison Manor II” Last Minute Chautauqua 1 Night Special! Hot Tub, Game Room
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 CA $193
CA $527 total
includes taxes & fees
Oct 7 - Oct 8
"Madison Manor II” Last Minute Chautauqua 1 Night Special! Hot Tub, Game Room
An aerial view of a swimming pool complex with multiple water slides and a surrounding area with lounge chairs and umbrellas.

16. #207 King Suites, River Views, Deck, Downtown

#207 King Suites, River Views, Deck, Downtown
Madison Historic District
10.0 out of 10, Exceptional, (45 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 $318
CA $665 total
includes taxes & fees
Sep 30 - Oct 1
#207 King Suites, River Views, Deck, Downtown
A covered outdoor seating area with Adirondack chairs and a fire pit, surrounded by trees and gravel.

17. Modern cabin very close to scenic riverfront walks

Modern cabin very close to scenic riverfront walks
Hanover
9.6 out of 10, Exceptional, (19 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 $103
CA $302 total
includes taxes & fees
Oct 13 - Oct 14
Modern cabin very close to scenic riverfront walks
An aerial view of a water park with multiple swimming pools, slides, and a large blue spiral water feature.

18. #209 Kings, River View, Deck, Bicentennial Park

#209 Kings, River View, Deck, Bicentennial Park
Madison Historic District
10.0 out of 10, Exceptional, (72 reviews)
"The house was clean, comfortable, and had everything we needed. The location was great; very close to restaurants and shops on Main Street as well as the parks by the river. "
United States
Hannah M.
The price is CA $286
CA $669 total
includes taxes & fees
Sep 28 - Sep 29
#209 Kings, River View, Deck, Bicentennial Park

19. Romantic Private Retreat 5 min from downtown with hot tub, firepit, grill

Romantic Private Retreat 5 min from downtown with hot tub, firepit, grill
Madison
10.0 out of 10, Exceptional, (20 reviews)
"Such a cute little place for my husband and I to get away for my birthday weekend! The house was adorable, well stocked for daily needs and very clean! Will definitely stay here again and recommend it to others!! "
United States
Claire S.
The price is CA $269
CA $465 total
includes taxes & fees
Sep 30 - Oct 1
Romantic Private Retreat 5 min from downtown with hot tub, firepit, grill
A residential property with a red door, a small front yard with grass and shrubs, and a neighboring church with a steeple.

20. 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 $165
CA $337 total
includes taxes & fees
Oct 4 - Oct 5
Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River
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

The Chandler Hotel

The Chandler Hotel

8/10 Good
"Very nice place - clean but not 5 star clean. All nice materials and furnishings. Very unique with the old work and slanted floors. We would recommend the stay. Only negatives were obvious signs of rushed cleaning (Bathroom) and listed fees. $30 to check in 2 hours early and $200 if you checkout past 11am - pretty steep."
Levi 1-night trip
Posted 4 hours ago
The Chandler Hotel

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 $178 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.