Top Cottages in Jefferson County in 2026

View of Jefferson County Courthouse in Madison. Indiana, United States.

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Our top choices for Jefferson County cottages

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

Madison

Adam H.

AED 710 total

includes taxes & fees

1 Jun - 2 Jun

River Retreat

Charlestown

Brady S.

AED 745 total

includes taxes & fees

29 May - 30 May

Briar Creek Cottage

Crestwood

Elizabeth J.

The Blue Door Place

Florence

james w.

AED 656 total

includes taxes & fees

25 May - 26 May

'the Bovard Lodge' Rustic Cabin Near Ohio River!

Florence

La Grange Cabin on a Racehorse Farm w/ Pond Views!

La Grange

Kasandra

Pond-view Cabin Near Louisville on Racehorse Farm!

La Grange

East End River Retreat: Dogs Welcome!

Madison

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Top Jefferson County Hotel Reviews

Comfort Inn Madison near Clifty Falls

10/10 Excellent

"Staff was very kind and helpful. The kingsize bed and pillows were very comfortable. We had a great rest."

Hillside Inn

8/10 Good

"The location on the hill is great as we had a room that looked out over the downtown and hills of KY. We really enjoyed our balcony. The room was clean but the entire hotel is VERY dated. The bed was a 7 out of 10 for comfortability but the pillows were not good. Breakfast was average for continental. Our daughter was not feeling well the morning we were supposed to check out and I asked the lady at the desk in the morning if there was a possibility of having 1 extra hour before check out and she said it wasn't possible. We also had housekeeping knocking on our door at 7:40 a.m. to ask if they could clean our room. It was a mixed bag for us. Love the town of Madison! "

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

10/10 Excellent

"One night getaway for our anniversary! Check-In process was easy and smooth. Both front desk staff were kind and welcoming.. when they found out it was our anniversary weekend we were surprised with a sweet gift upon returning to our room that evening - we were so surprised and very appreciative of the sweet gesture from the staff! The weather was not ideal for exploring downtown Madison so we decided to hang out at the hotel bar that night - the service, drinks and food were excellent! We had a king room on the top floor and it was very spacious and nice. The only “complaints” I would note would be: the bed was not very soft, shower water did not get very hot, there were some cobwebs in the corners of the bathroom and room, the noise level of others doors shutting in the hallway seemed louder than most places we’ve stayed. However, these things would not deter us from staying here again! Especially a longer stay I would’ve asked about the hot water and a quick dusting of the room. Overall it’s 5 stars and we will return!"

Ramada by Wyndham Sparta/At Speedway

10/10 Excellent

"We love this place. We found it many years ago. Now our go to trip hotel going North. The lady at night has a sense of humor. They opened a snack area and we tried it. Hotel has been renovated and appreciative of all the new granite, furniture and carpeting. Value for quiet night sleep on a comfortable bed"

Best Way Inn Madison

2/10 Terrible

"Upon entering the room I was hit with the smell of cigarette smoke. The shower rod did not seem to be fitted properly to the shower, leaving a hole in the drywall where the rod did not fit.when leaving to get something from the car, the door handle came off in my hand. I had to turn the knob, then pull open the door using the deadbolt. One of my kids found a vape left behind in the dresser. Staff was quite rude at first, and we initially were told that we would not be able to have our door fixed. I was told that if I chose to leave because I felt unsafe, I would not be refunded my money. The manager also accused me of smoking in the room when I had been out with family for the whole evening. The only positive was that we did not find any bedbugs. Upon looking at other reviews, multiple other people mentioned a similar problem with the door handle coming off."

The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St

10/10 Excellent

"Very spacious and well situated within walking distance to downtown Madison. Also very quiet space where most outside noise is not noticeable. Clean and tidy. Pet friendly. The space and size was actually better than photos, a really great overall experience!"

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Jefferson County cottages

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

River Retreat

Briar Creek Cottage

The Blue Door Place

'the Bovard Lodge' Rustic Cabin Near Ohio River!

La Grange Cabin on a Racehorse Farm w/ Pond Views!

Pond-view Cabin Near Louisville on Racehorse Farm!

East End River Retreat: Dogs Welcome!

Riverside Cabin w/ 3 Decks in North Vernon!

Pet-friendly Emerald Lake Retreat in Charlestown!

Indiana Vacation Rental: Walk to Madison Main St!

28 Mi to Downtown Louisville: Serene Farm Getaway

Pet-friendly Home w/ River Access in Crothersville

Underwood Home w/ 40 Acres: Fire Pit, Private Lake

31 Mi to Louisville: Cabin on 235 Acres!

1872 Bethlehem Home w/ View of Ohio River!

1 Block to Main St: 'second Street Carriage House'

Horse Farm Retreat w/ Pond View Near Louisville

Porch & Pond Views: La Grange Cabin Retreat!

Charming 2-bedroom cottage with WiFi, AC in wonderful Prospect

Find vacation rentals that suit your style

Top Jefferson County Hotel Reviews

Comfort Inn Madison near Clifty Falls

Belterra Casino Resort

Hillside Inn

Stoney Creek - Sit back and unwind

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Ramada by Wyndham Sparta/At Speedway

Riverboat Inn and Suites

Best Way Inn Madison

The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St

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