House vacation rentals in Jefferson County

Find and book unique houses on Airbnb

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Popular amenities for Jefferson County house rentals

House rentals with a pool

A vibrant pool scene features illuminated water streams cascading into the tranquil water. A playful rubber duck wearing sunglasses is positioned centrally, adding a lighthearted touch to the evening atmosphere. Subtle lighting enhances the calming ambiance around the pool area.
Home in Jeffersonville
5 out of 5 average rating, 4 reviews

4 bedrooms/3 baths

EricaRating, 5 stars12 months ago
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!
Guest favorite
An aerial view reveals a rectangular pool surrounded by a spacious deck. Lounge chairs are arranged alongside, and an umbrella-covered table sits nearby. The area is bordered by greenery, providing a sense of privacy and connection to nature.
Home in Borden
4.87 out of 5 average rating, 39 reviews

Private Country Getaway 20min to Louisville w/Pool

CoreyRating, 5 stars8 months ago
This is a great place to stay, peaceful and quiet! Pool, hot tub, and bar came in handy when relaxing The margarita maker was clutch lol Dustin is always responsive when needed!
The exterior of a single-story brick house is displayed under a bright blue sky. Lush green grass surrounds the home, with contrasting shaped hedges and a nearby tree adding visual interest. The entrance is framed by a stone accent and adorned with two large windows.
Home in Jeffersonville
5 out of 5 average rating, 4 reviews

Beautiful house in suburban neighborhood

LoriRating, 5 stars11 months ago
The house absolutely beautiful. So incredibly clean. Lots of space for our family.
Top guest favorite
Home in Lawrenceburg
4.81 out of 5 average rating, 176 reviews

Downtown Lawrenceburg Overlooking Park, 2 bdrm

Laura KayRating, 5 stars1 week ago
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.
Guest favorite
A serene outdoor space features a clear, sparkling pool surrounded by lush greenery. Several lounge chairs with umbrellas are positioned nearby, creating a relaxing atmosphere. A woven chair can be seen in the foreground, enhancing the inviting ambiance of the area.
Home in Aurora
4.91 out of 5 average rating, 35 reviews

"French Riviera" Long Term Discounts

ІванRating, 5 stars3 months ago
Very nice place, I like it. My recommendation, thank you
Guest favorite
A spacious, two-story home with a charming front porch is set against a backdrop of rolling green hills. The exterior features a combination of brick and siding, with multiple windows allowing natural light to enter. A well-maintained lawn extends towards the home.
Home in Aurora
4.93 out of 5 average rating, 68 reviews

Unique Luxury Family Retreat

BethRating, 5 stars4 weeks ago
Patrick was an extremely responsive post. This house by far exceeded our expectations! It is so beautifully decorated and is the most well stocked home we have ever stayed in! We were all very comfortable and enjoyed everything about this home!
Guest favorite
A large two-story home is set against a bright blue sky, showcasing a brick facade and a spacious driveway. The front yard features green grass and well-maintained landscaping. Large windows allow natural light to fill the interiors.
Home in Hanover
4.83 out of 5 average rating, 12 reviews

The Hanover O-Asis

PatsiRating, 5 stars2 months ago
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!
Home in Seymour

Pink Castle with YEAR ROUND heated spa pool

LawrenceRating, 5 stars6 days ago
Great, thank you look forward to coming back next year

Weekly house rentals

Guest favorite
A cozy living room featuring a warm-toned sofa complemented by decorative cushions. There are built-in shelves displaying various artistic items and photographs. Natural light pours in through a window, highlighting a soft area rug on the floor, and wooden elements add a touch of comfort.
Home in Madison
4.83 out of 5 average rating, 12 reviews

Fiona’s Boho Retreat

JeffRating, 5 stars3 weeks ago
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!
Top guest favorite
The exterior of the property features historic architecture with large, elegant windows. Decorative elements are visible along the façade, and potted plants are placed outside the entrance. The vibrant colors of the building contrast with the greenery of the surrounding trees.
Home in Madison
5 out of 5 average rating, 11 reviews

The Magnolia on Main hosted by Swell Stay

BrandonRating, 5 starstoday
The property was beautiful, with an excellent kitchen and lots of space. The location provided easy access to downtown Madison, with its many bars and restaurants. Our group was able to easily go on a hike at Clifty Falls, buy vegetables at the small farmers market, and visit coffee shops each morning. Our whole group was very satisfied with the property itself and the hosts.
Guest favorite
The exterior of a historic three-story home is displayed, featuring a light green facade with white trim. A set of black steps leads to a welcoming front door, flanked by flower boxes filled with seasonal plants. A neighboring pink building complements the historic charm.
Home in Madison
5 out of 5 average rating, 8 reviews

The Jefferson Street Retreat - Prime Location

AllisonRating, 5 stars2 days ago
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!
Guest favorite
The exterior of a quaint, shotgun-style home is shown, featuring a covered front porch with decorative railings. Lush green bushes and flower pots add color to the landscape. An American flag is positioned to the left, enhancing the charming curb appeal.
Home in Madison
4.84 out of 5 average rating, 45 reviews

Historical Shot Gun Home On Beautiful Main Street

CatherineRating, 5 stars2 weeks ago
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.
Top guest favorite
The exterior of the cottage showcases a semi-wraparound deck with hanging flower baskets and outdoor seating. The well-maintained landscaping features a mixture of flowers, decorative rocks, and a welcome sign positioned in the gravel area, inviting guests to enter.
Home in Deputy
4.97 out of 5 average rating, 87 reviews

The Cottage by the Woods

DestinyRating, 5 stars1 week ago
Place was cozy felt like I was right at home & my Dog loves the outdoor space I’d definitely stay here again
Guest favorite
The image shows a newly remodeled single-story brick house featuring a welcoming porch with steps leading to the entrance. A fenced yard is visible, and power lines frame the scene against a backdrop of blue sky and scattered clouds.
Home in Madison
5 out of 5 average rating, 5 reviews

322 East 3rd Street

MollyRating, 5 stars10 months ago
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.
Guest favorite
The front porch features a vibrant blue cabin-style exterior with wooden columns. A charming swing is positioned at one side, while geometric patterned tiles create an attractive flooring. Natural light pours in through the large windows, enhancing the welcoming feel of the space.
Home in Madison
4.96 out of 5 average rating, 48 reviews

Indiana Vacation Rental: Walk to Madison Main St!

RyanRating, 5 stars2 weeks ago
Great place in Madison. Very well stocked kitchen with high end cookware. The range and vent hood were great. We loved private patio area and fire pit. Very cute place, comfy beds. Walkable to the river, shopping, and restaurants.
Guest favorite
A cozy living area features a dark green sofa accompanied by two orange armchairs, positioned around a wooden coffee table. A textured area rug with varying shades complements the furnishings. Natural light enters through a window adorned with sheer curtains, enhancing the space's inviting ambiance.
Home in Madison
4.85 out of 5 average rating, 20 reviews

Beautiful Bungalow on Main

MeganRating, 5 stars2 months ago
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!

Private house rentals

Guest favorite
A view from the porch showcases the Ohio River, framed by leafless trees and rolling hills in the distance. A rope railing lines the edge, while a small round table and a chair are positioned in the foreground, inviting relaxation.
Home in Madison
5 out of 5 average rating, 10 reviews

Riverside Retreat 2 - Steps to the River & Main St

GailRating, 5 stars4 weeks ago
Great location and easy walk to town and the Ohio river. Grandson wanted to walk to "Ohio" alot. Close to Clifty Falls. We would stay here again if back in the area.
A modern living area features a brown leather sofa and matching armchair, complemented by light-colored cushions. A wooden coffee table rests on a patterned rug, while a ceiling fan hangs above. Green accent walls are adorned with artwork and plants, creating a cozy ambiance.
Home in Madison
4.88 out of 5 average rating, 8 reviews

Wildwood Oak & Ember

ShawnRating, 5 stars1 day ago
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.
Top guest favorite
The exterior of the house features a covered front porch with two wooden chairs and a small table, surrounded by landscaped greenery. A light-colored brick facade is complemented by a black roof and accents. A pathway leads to the entrance, providing a welcoming approach.
Home in Madison
4.97 out of 5 average rating, 34 reviews

Annies river house!

PatrickRating, 5 stars1 week ago
My family loved the place went for a daughters 13th birthday they left and card and flowers for her on counter went above and beyond for her made it special for her 5 star !!
Top guest favorite
A charming shotgun style home features a light blue exterior with white trimming and a covered front porch. The porch is adorned with plants and a small seating area. A pathway leads to the entrance, framed by a neat garden and wrought iron railing.
Home in Madison
4.93 out of 5 average rating, 30 reviews

The Baltmore

JudithRating, 5 stars3 weeks ago
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!
Guest favorite
The exterior of a historic home features a charming pink façade with white trim. Intricate woodwork adorns the porch, which is complemented by a wooden bench. A welcoming door with a decorative element is located at the center, framed by large windows.
Home in Madison
4.86 out of 5 average rating, 7 reviews

Little Pink House - North

AmberRating, 5 stars4 weeks ago
Love this place 🤍
A welcoming living area features a comfortable chair and a stylish coffee table. A large television is mounted on a light-colored wall adorned with a decorative clock. Natural light enters through tall windows, complemented by flowing drapes and a decorative plant nearby.
Home in Madison
New place to stay

Aquantis

JosephRating, 5 stars1 week ago
Great place to stay. Very well maintained and very nice.
Top guest favorite
A historic home is displayed with a charming façade featuring red accents, including a front door and window frames. Black shutters adorn the windows, and a decorative light fixture is positioned next to the door. The image captures a replica of the home held in front for contrast.
Home in Madison
4.97 out of 5 average rating, 29 reviews

Main Street Retreat Prime Location 3 Bedroom Top1%

MindyRating, 5 stars2 months ago
We loved our stay at Marcy‘s! It was the perfect walking distance from all the local shops on Main Street! Marcy’s kitchen was well equipped with all the things we needed to make breakfast, as well as coffee. The space was very clean, and looked like the pictures provided in the listing! Marcy provided multiple recommendations of things to do in the area and provided clear communication upon check-in and checkout. We would love to come and stay again next year!
A charming cottage exterior is framed by graceful white columns supporting a wraparound porch. A blue swing hangs invitingly, while a small table and chairs are arranged on the porch, surrounded by flower planters. Warm autumn colors accentuate the welcoming atmosphere.
Home in Madison
4.5 out of 5 average rating, 115 reviews

Eleonora's Cottage On Main

HeatherRating, 5 stars3 months ago
Very easy to communicate with our host and everything was very clean and comfortable!

Destinations to explore