Photo by D.D.Oakley

Jefferson County Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Top Holiday Rentals Destinations in Jefferson County

Interior
Sunset over the city Suite 201, Sunset over the city Suite 201

Sunset over the city Suite 201, Sunset over the city Suite 201

Madison
9.8 out of 10, Exceptional, (12)
"We have watched the Riverside Inn being restored, and couldn't be happier to finally stay there. We only gave overall a 4star because the door was very difficult to lock. It kept popping the latch. No biggie as we didn't feel unsafe."
United Kingdom
Janene H.
The price is NZ$230
includes taxes & fees
18 Nov - 19 Nov
Sunset over the city Suite 201, Sunset over the city Suite 201
Fridge, microwave, oven, stovetop
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, (47)
"We were able to check in early. The house is very cute and we enjoyed using the golf cart to explore around town. We enjoyed hanging out in the evening in the house. It had everything we needed and it was very clean. We would definitely stay there again,"
United States
Karen W.
The price is NZ$396
includes taxes & fees
17 Nov - 18 Nov
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
4 bedrooms
East Main Lofts -Roller Rink 301

East Main Lofts -Roller Rink 301

Madison
10.0 out of 10, Exceptional, (7)
"What a Christmas gift this property was for our extended family! Beautiful and fun location! Thank you!"
United States
Kristan N.
The price is NZ$1,731
includes taxes & fees
16 Nov - 17 Nov
East Main Lofts -Roller Rink 301
TV, fireplace, DVD player
Cabin on the Ridge Su

Cabin on the Ridge Su

Madison
10.0 out of 10, Exceptional, (15)
"Peaceful relaxing stay. Will go back."
United States
Wendy P.
The price is NZ$412
includes taxes & fees
16 Nov - 17 Nov
Cabin on the Ridge Su
Exterior
The Artist’s A-Frame

The Artist’s A-Frame

Madison
10.0 out of 10, Exceptional, (24)
"Great location, quiet neighborhood. Hosts thought of everything we might need. Home was well appointed and beds were very comfortable. "
United States
Anonymous traveller
The price is NZ$433
includes taxes & fees
14 Dec - 15 Dec
The Artist’s A-Frame
Exterior
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV

Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV

2.0 star property
Madison
10.0 out of 10, Exceptional, (12)
"Location, location, location! A great spot if you want to walk around Madison! Close to the river, restaurants, bars, trolley. Our only issue was the room was too warm for sleeping and no controls to change. Bed was good, cute little coffees, parking was good. We didn’t move outlets car at all, we walked everywhere."
United States
Tina H.
The price is NZ$297
includes taxes & fees
17 Nov - 18 Nov
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV
Microwave, oven, stovetop, dishwasher
Historic Madison Retreat – New Furnishings, Walk to Shops & Riverfront

Historic Madison Retreat – New Furnishings, Walk to Shops & Riverfront

Madison
10.0 out of 10, Exceptional, (1)
"Our stay at this beautiful old home on Main Street in Madison was fantastic. The property has been beautifully maintained and modernized just enough to be comfortable without losing the gorgeous, authentic feel of an old home that clearly has stories to tell.The rooms were spacious and incredibly comfortable, providing plenty of room to relax. The location simply can't be beat—we loved that we could easily walk to all the local shops and great restaurants.Finally, the hosts were wonderfully...
United States
Lee M.
The price is NZ$1,068
includes taxes & fees
16 Nov - 17 Nov
Historic Madison Retreat – New Furnishings, Walk to Shops & Riverfront
Fridge, microwave, oven, stovetop
"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill

"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill

Madison
10.0 out of 10, Exceptional, (12)
"We thought the house was great and the location was perfect! We would definitely stay there again. "
United States
Tom or Karen K.
The price is NZ$642
includes taxes & fees
18 Nov - 19 Nov
"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill
Exterior
Sleeps 4, Rustic, Secluded

Sleeps 4, Rustic, Secluded

Lexington
8.0 out of 10, Very good, (3)
"The cabin and property were very clean and easy to find. We loved the back yard for chilling around after we got back from the event we were attending. Host was very friendly and had good communication. Will stay again if we are back in the area! "
United States
Nicole C.
The price is NZ$409
includes taxes & fees
17 Nov - 18 Nov
Sleeps 4, Rustic, Secluded
Exterior detail
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
9.8 out of 10, Exceptional, (33)
"The property was great! Excellent location with great proximity to Madison and Clifty Falls! Very clean and accommodating to dogs! Love the pet friendly aspect! Was a large decider in choosing this lovely house! Would gladly choose it again when in the area!"
United States
Eric C.
The price is NZ$445
includes taxes & fees
23 Nov - 24 Nov
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
1 bedroom, desk, WiFi, bed sheets
East Main Lofts - Coastal 201

East Main Lofts - Coastal 201

Madison
9.8 out of 10, Exceptional, (9)
"Lovely old building with crazy high ceilings close to the downtown scene. Very spacious, efficiency-style setting with plenty of room for two. Nicely updated and furnished but still loaded with historic charm. There is a long flight of steep stairs to reach the unit, so something to consider if stairs are a challenge for your party. And being close to the action does come with some traffic noise, including motor bikes, but my wife thought it all added to the ambience. :-) Madison itself was...
United States
Bryan M.
The price is NZ$735
includes taxes & fees
14 Dec - 15 Dec
East Main Lofts - Coastal 201
Fridge, microwave, oven, stovetop
#209 Kings, River View, Deck, Bicentennial Park

#209 Kings, River View, Deck, Bicentennial Park

Madison
10.0 out of 10, Exceptional, (61)
"Our family group had a wonderful weekend here. This is a beautifully restored property, well-appointed and the host has thought of everything to make a guest comfortable. It's within easy walking distance of historic downtown. Highly recommend!"
United States
Virginia W.
The price is NZ$780
includes taxes & fees
18 Nov - 19 Nov
#209 Kings, River View, Deck, Bicentennial Park
Terrace/patio
Madison Manor By the River: Sleeps up to 15, Walk to Historic Downtown

Madison Manor By the River: Sleeps up to 15, Walk to Historic Downtown

2.0 star property
Madison
Madison Manor By the River: Sleeps up to 15, Walk to Historic Downtown
Smart TV
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, (19)
"Great one bedroom apartment! It was clean and great location for our quick getaway."
United States
Eric S.
The price is NZ$378
includes taxes & fees
16 Nov - 17 Nov
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
Property grounds
Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102

Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102

Madison
9.8 out of 10, Exceptional, (10)
"Nice new property in a great location!"
United States
John B.
The price is NZ$214
includes taxes & fees
9 Dec - 10 Dec
Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102
Outdoor dining
Discounted rate for a 1 king, 2 queen house overlooking the Ohio River

Discounted rate for a 1 king, 2 queen house overlooking the Ohio River

Hanover
The price is NZ$694
includes taxes & fees
14 Nov - 15 Nov
Discounted rate for a 1 king, 2 queen house overlooking the Ohio River
Outdoor dining
"Madison Manor I" by The River: Nice patio, hot tub, gas grill, and fire pit

"Madison Manor I" by The River: Nice patio, hot tub, gas grill, and fire pit

Madison
9.6 out of 10, Exceptional, (12)
"The house was exactly as described and communications were excellent. We really enjoyed our stay and it was a perfect location."
United States
Cynthia W.
The price is NZ$662
includes taxes & fees
17 Nov - 18 Nov
"Madison Manor I" by The River: Nice patio, hot tub, gas grill, and fire pit
Exterior
Cabin on the Ridge: The Sequel

Cabin on the Ridge: The Sequel

Madison
10.0 out of 10, Exceptional, (17)
"The cabin was a beautiful place to get away with a friend! Definitely going to return."
United States
Sarah B.
The price is NZ$422
includes taxes & fees
24 Nov - 25 Nov
Cabin on the Ridge: The Sequel
Interior
#207 King Suites, River Views, Deck, Downtown

#207 King Suites, River Views, Deck, Downtown

Madison
10.0 out of 10, Exceptional, (35)
"Beautiful and well cared for in the midst of downtown activity and close to Crystal Beach Pool!"
United States
Charles G.
The price is NZ$805
includes taxes & fees
16 Nov - 17 Nov
#207 King Suites, River Views, Deck, Downtown
Fridge, microwave, oven, stovetop
Modern Nature Cabin | Private Escape in the Forest

Modern Nature Cabin | Private Escape in the Forest

Hanover
9.8 out of 10, Exceptional, (7)
"Everything was super comfortable and clean the owner was super friendly helpful and quick to respond to any questions I had and was available 24-7 I look forward to staying there again "
United States
Adam J.
The price is NZ$331
includes taxes & fees
17 Nov - 18 Nov
Modern Nature Cabin | Private Escape in the Forest
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Jefferson County Hotel Reviews

Riverboat Inn and Suites

Riverboat Inn and Suites

10/10 Excellent
"The room and staff were great. Enjoyed our stay."
Katrina 1-night trip
Posted 2 days ago
Riverboat Inn and Suites

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$214 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.