
House holiday rentals in Jefferson County
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Top-rated house rentals in Jefferson County
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Popular amenities for house rentals in Jefferson County
House rentals with a pool

4 bedrooms/3 baths
The “Derby Winner” was a wonderful and fitting home for our stay. 4 bedrooms—all with king size beds—was perfect for our group of four adults. The outdoor space and amenities were exactly what we were looking for, as well. It was a very comfortable and relaxing space. Tony & Danielle are amazing hosts and we’re always responsive to our needs and requests. Would absolutely recommend this home for anyone looking for a nice stay!

Private Country Getaway 20min to Louisville w/Pool
Peaceful, private home big enough to host my entire family. Dustin is very responsive, had the home fully equipped and is very accommodating. I highly recommend !

Beautiful house in suburban neighborhood
The house absolutely beautiful. So incredibly clean. Lots of space for our family.

Downtown Lawrenceburg Overlooking Park, 2 bdrm
The place was very quaint & clean. We loved the small town feel & the restaurants were really good! The beds were comfortable & kitchen had all the stuff you needed for a great stay! We really enjoyed ourselves & look forward to staying again when we’re back in town.

"French Riviera" Long Term Discounts
Very nice place, I like it. My recommendation, thank you

Unique Luxury Family Retreat
This was our first time in arranging accomodations through an Airbnb so I was a little nervous. However my anxiety was releived upon seeing the actual accomodations. The directions given on line were accurrate and the cleanliness was very evident. We had one minor issue on which we needed to contact Patrick and his response was very prompt and helpful. We had not seen some of our family for several years, so having this home available for our reunion was perfect. Thank you so much for opening your home to us.

The Hanover O-Asis
This home looked new, very clean and open. The extras, games, snacks, coffee were great. we could walk to Hanover College which was why we were there. Road noise mentioned in the listing was so minimal, we really never noticed. This home is beautiful and very comfortable. Will absolutely go back when we visit grandaughter in college!

Pink Castle with YEAR ROUND heated spa pool
Great, thank you look forward to coming back next year
Weekly house rentals

The Magnolia on Main hosted by Swell Stay
We had a fantastic stay! The home is absolutely stunning—beautifully decorated with so many thoughtful touches that made it feel extra special. The beds were super comfortable, and having 3 full bathrooms made it easy for the 9 of us to get up and out in the mornings. The hosts were the best—great communicators and very responsive. The location couldn’t be better, right in the heart of Madison. It was the perfect getaway to relax, sip some wine, shop, and make amazing memories with the girls. Highly recommend!

The Jefferson Street Retreat - Prime Location
Absolutely loved our stay at this Airbnb! It was the perfect spot for a girls weekend getaway! The place was clean, cute, and incredibly cozy. The whole place was thoughtfully decorated with charming little touches that made it feel like home (but better). Everything was spotless when we arrived, and you could tell the hosts really care about the space. The beds were super comfortable, and the living area was perfect for late-night chats, movies, and snacks. The kitchen had everything we needed for making breakfast together, and we even spent a night outside on the patio, which was just as inviting as the inside. If you’re looking for a relaxing, picture-perfect place to unwind with friends, this is it!

Historical Shot Gun Home On Beautiful Main Street
This is a lovely home on Main Street, within walking distance of nice restaurants and places to shop. It is clean and comfortable. The host was very helpful when there was a slight TV glitch when we first got there--he talked me through some troubleshooting steps and that fixed the problem. Though on Main Street, it is just on the outskirts of the main retail section and so reasonably quiet outside, and very quiet and peaceful inside. A great place to stay and experience all that Madison has to offer.

The Cottage by the Woods
Beautiful, clean house. Very comfortable, peaceful surroundings. Snacks when we arrived. We didn’t have time to enjoy eggs and pancakes in the morning - but I appreciate the option. I would stay there again if my travels take me close.

Wildwood Oak & Ember
Had a great time on our weekend trip Madison. The house looked like it was recently completely redone and was extremely modern and clean. It featured a stocked kitchen with much of the items required for some meals in. The only issue we encountered through the whole weekend is that the Keurig would not power on when we arrived despite watching videos and trying suggested reset procedures. We just ran to the nearby WalMart and got a cheap drip coffeemaker. No big deal. Jonie was super responsive and helpful as well. The beds were new and the bedrooms were quiet and comfortable. Although the location is a neighborhood it was pretty quiet and safe at night. The only suggestion would be to maybe get some fold out chairs or patio furniture so guests could sit outside if desired. Overall I'd give the house and experience with Jonie a 10/10. Thanks for making our couples trip a great one! We loved how close the location is to downtown Madison.

Beautiful Bungalow on Main
So nice, I’ve stayed twice! This is my second time in the bungalow and my second great experience! The bungalow is such a relaxing stay. We will see you again!

Eleonora's Cottage On Main
Very easy to communicate with our host and everything was very clean and comfortable!

Laid Back Getaway at Summer's Place
Pamela's Airbnb is absolutely amazing!! From the minute we entered the property, this felt like a home to us, not a rental property. The property is at the end of a safe quaint quiet street, with quiet neighbors. This home is an extremely short distance from Clifty State Park and EagleHaven golf course. It is within walking distance to the Ohio River, restaurants, shops and food. It is also within a short walking distance to the Heritage Trail and another trail (of which we did not have time to use) across the street from the home's front door. The property description and pictures are accurately noted in the listing. The owners have the property very tastefully decorated with many of their personal belongings and the furnishings are impressive. Pamela has a very welcoming mannerism and is professional and timely in all means of communication. We appreciated being able to check in early. If you are looking for a wonderful place to stay..do NOT hesitate on this gem!!
Private house rentals

Fiona’s Boho Retreat
We loved having such a cool, fun place to stay while we visited Madison and Clifty Falls. Lisa’s place had absolutely everything we needed to make our trip seamless. We were able to walk from the house to the downtown area and along the river and enjoy the charming beauty of this town. Lisa is a very communicative host and really goes out of her way to make you feel right at home. Love that this place was pet friendly and had a fenced in yard for our two dogs. Definitely would come back again!

Riverside Retreat 2 - Steps to the River & Main St
The home was spacious and very well kept. It was decorated well and felt homey from the moment we walked in. We love the closeness to downtown because we like to walk everywhere in Madison. Our host was very responsive and friendly. There was a lovely snack basket and some custom mugs for us to keep. It is those small touches that really make guests feel welcome. We can’t wait to visit again!

322 East 3rd Street
Angela’s place was great! Walking distance to downtown Madison, she was more than willing to provide great recommendations for us. The deck was wonderful to sit on during a nice evening as well! We will definitely be back.

Annies Fabulous Federal house
Beautiful place! My spouse and I stayed here with our 2 pups for 4 nights and it felt like a home away from home. Very cozy, and it was so clean when we showed up. The king bed was SO comfy, I wanted to take it with us when we left. I slept incredible. She left great instructions, and checking in was easy. When we visit back, we only hope this place will be available to book again!!

Little Pink House - South
The little pink house was an incredible place to stay. The cleanest Airbnb I’ve ever stayed at. Location was incredible to downtown and the river. Ashton and Addison went above and beyond when I asked for their help on a birthday surprise upon arrival. Great host and great spot. If I come back to Madison this is where I’ll be staying.

The Baltmore
This cottage is charming and you feel at home the minute you cross the threshold. It's tastefully decorated and updated without losing the historic charm. We loved the location which is off the main drag but easily walkable to the downtown shops. The back deck was a quiet place to enjoy breakfast and the perfect weather we were blessed with. Everything was clean, fresh, and spotless. We will definitely stay again when we're in the area! Loved it!

Indiana Vacation Rental: Walk to Madison Main St!
Perfect house and location for my dear friend and I to meet up with our tween daughters for a fun two days exploring Madison. Great location, everything walkable, cute outdoor area and cozy, comfortable surroundings. Very cute house, would definitely recommend

Aquantis
Great place to stay. Very well maintained and very nice.
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- Ark Encounter
- Kentucky Kingdom & Hurricane Bay
- Creation Museum
- Big Four Bridge
- Louisville Slugger Field
- Kentucky Derby Museum
- Louisville Slugger Museum & Factory
- Perfect North Slopes
- Valhalla Golf Club
- Versailles State Park
- Muhammad Ali Center
- Angel's Envy Distillery
- Brown County State Park
- Charlestown State Park
- Waterfront Park
- River Run Family Water Park
- Turtle Run Winery
- Evan Williams Bourbon Experience
- Kentucky Science Center
- Hurstbourne Country Club
- Big Spring Country Club
- At The Barn Winery
- Falls of the Ohio State Park
- Frazier History Museum