Cottage vacation rentals in Jefferson County

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Popular amenities for Jefferson County cottage rentals

Cottage rentals with a hot tub

Guest favorite
A two-story cottage features a welcoming red front door and a spacious porch with wooden steps leading up. The exterior showcases grey siding surrounded by lush green grass and shrubbery, while a colorful community playground is visible in the background.
Cottage in Taylorsville
4.79 out of 5 average rating, 131 reviews

Anchor Rental

BethRating, 5 stars2 months ago
It was perfect for our family and was close to the family that we travelled to visit!
Guest favorite
A private hot tub is enclosed by sheer curtains, creating a relaxing atmosphere. Soft lights illuminate the water, enhancing the tranquil setting as the twilight sky begins to darken in the background.
Cottage in Shelbyville
4.95 out of 5 average rating, 62 reviews

2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tu

LaurieRating, 5 stars3 weeks ago
The house is everything as stated in the listing. We brought some food to heat up for a couple dinners. Everything we needed was there. Upscale amenities. Enjoyed the hot tub and the privacy provided on the back porch. Maddy was responsive within 5 minutes of my questions. Great place for a long bourbon trail weekend. Glad we chose this one.
Top guest favorite
A hot tub is situated under an awning, surrounded by soft, white curtains that provide privacy. The bubbling water reflects the greenery of trees beyond, enhancing the serene atmosphere of the outdoor area.
Cottage in Simpsonville
5 out of 5 average rating, 29 reviews

Miles Around KY Cottage-Hot Tub

GrayceRating, 5 stars4 days ago
We loved it! Beautiful home with plenty of space for our 2 young children to play. Felt like home! The kitchen had everything you could possibly need for cooking, the bathrooms were well stocked, and there was even laundry soap. Perfect stay!
Top guest favorite
A Jacuzzi J-235 hot tub is set on a wooden deck, surrounded by trees with bare branches. The hot tub is filled with clear water, reflecting natural light. In the background, glimpses of Taylorsville Lake and a cloudy sky are visible.
Cottage in Taylorsville
4.99 out of 5 average rating, 136 reviews

Lakeside Cottage -upgraded hot tub- Bourbon Trail!

KristenRating, 5 stars4 months ago
After the recent passing of my Mom, I needed a getaway to relax , unwind and clear my head . I wanted someplace cozy and private, surrounded by nature. I knew nothing of the area but was very pleased. So quite and relaxing. SUPER clean, very impressive, no details overlooked. While relaxing in the hot tub, you could hear an owl calling in the distance. Exactly what I needed. Thank you for sharing your beautiful cottage with us.
Guest favorite
An outdoor deck is shown with a hot tub covered by a protective lid. French doors lead into the cottage, allowing access to the interior. Lush greenery is visible in the background, framed by a clear blue sky with scattered clouds.
Cottage in Taylorsville
4.85 out of 5 average rating, 127 reviews

Mint Julep Cottage near Louisville & Bourbon Trail

NickRating, 5 stars3 weeks ago
Perfect spot for all things Kentucky! Golf, Bourbon Trails, and Fishing.
A charming cottage is viewed alongside a gravel driveway, framed by lush greenery and a large tree. The bright blue sky is dotted with fluffy white clouds, creating a serene landscape that invites exploration of the surrounding area.
Cottage in Taylorsville
4.62 out of 5 average rating, 71 reviews

Splash of 7&7

StephanieRating, 5 stars10 months ago
We meet up here with family every year, and this was our first time staying in 77. It was wonderful to be so close to the pool, and had lots of things to make our stay easy! Already planning our trip back next year!
Top guest favorite
A charming cottage exterior is framed by lush trees and rolling hills. A welcoming yellow door is complemented by a small front porch that features a chair and grill. The blue sky with fluffy clouds enhances the serene atmosphere, with a glimpse of the lake visible in the background.
Cottage in Taylorsville
4.93 out of 5 average rating, 73 reviews

Little Beauty, lake cottage, near Louisville.

TeresaRating, 5 stars6 months ago
Lovely cottage. Had a wonderful stay. The hot tub was fabulous. Perfect weekend.
A living area features a stone fireplace and a large flat-screen TV mounted on the wall. Comfortable seating includes a gray sofa and a patterned armchair. Warm wood tones are evident in the furniture, including a coffee table and dining area visible in the background.
Cottage in Taylorsville
4.69 out of 5 average rating, 35 reviews

Family Wooded Retreat- Cottage 41

CandiceRating, 5 stars10 months ago
Great home. Very clean, comfortable beds. We traveled with a girls softball team. Our girls had good space to hang out and enjoyed the community. The neighborhood was cute with pretty surroundings. We had to reach out to Kelli for a few items and she was extremely responsive and helpful. Would definitely recommend this home!

Pet-friendly cottage rentals

A screened-in porch offers a comfortable seating area with a wicker sofa and glass coffee table. Ceiling fans provide ventilation, while brick flooring and large windows enhance a connection to the outdoors. A grill is visible, set against a backdrop of landscaping.
Cottage in Prospect
4.29 out of 5 average rating, 14 reviews

Spacious Prospect Cottage w/ Deck & Scenic Views

JessiRating, 5 stars2 months ago
Great Experience. The house had a beautiful view of a creek and had plenty of room for entertaining. Very clean and well kept, I would definitely stay here again.
Top guest favorite
An inviting living space features a large sectional sofa adorned with decorative pillows. A patterned area rug lies beneath a central coffee table. Natural light filters through several windows, and wooden walls add warmth to the environment. A dining area with white chairs is visible in the background.
Cottage in Willisburg
4.99 out of 5 average rating, 69 reviews

A Romantic Getaway on the Bourbon Trail

RobertRating, 5 stars1 week ago
My wife and I had a wonderful vacation at Judith's cottage. She and her husband were very welcoming and super responsive. The cottage is centrally located to the heart of the Bourbon Trail. We also took our dogs on this vacation. While the weather didn't cooperate (think dogs and mud), Judith did everything possible to make us feel welcome and to ensure we had a great time. I highly recommend this cottage for anyone looking to get away and unplug while sampling the Bourbon Trail.
A cozy bedroom features a wooden bed frame with a white quilt covering a spacious bed. A bedside table with a lamp is positioned beside the bed. The walls exhibit a blend of wood paneling and a neutral finish, while a warm wooden floor is present.
Cottage in Salem
4.78 out of 5 average rating, 108 reviews

Canton Cottage- Modern Farmhouse 2 Bedroom

MichelleRating, 5 stars1 month ago
This is the perfect place for a young family! There is plenty of open floor space for playing, and the bedrooms are large enough for a pack and play (or two!) We enjoyed our stay very much.
A cozy living room is presented with a stone-accented fireplace and a large flat-screen TV mounted above it. Two sofas are arranged around a wooden coffee table, while a bar-style area with seating complements the space.
Cottage in Taylorsville
4.69 out of 5 average rating, 71 reviews

"On the Rocks" Bourbon Trail Getaway

HopeRating, 5 stars3 months ago
Cliff was very helpful and responsive, we were in town on a job so there was plenty of space for people who don’t normally travel together. It was a very cold week so the hot tub was just what we needed! Would absolutely recommend.
The cottage exterior features a welcoming orange door flanked by large windows. A small wooden porch with two chairs overlooks a manicured lawn with blooming shrubs and trees. The front yard is surrounded by greenery, creating a serene outdoor space.
Cottage in Taylorsville
4.84 out of 5 average rating, 111 reviews

Shore Thing #20

JakeRating, 5 stars2 months ago
We’ve stayed here several times over the last few years and we plan on continuing to do so on our annual Kentucky trip.
Superhost
The exterior of a historic red home features a distinct black-trimmed door and a green roof. A garden of blooming daffodils surrounds the base, providing a vibrant contrast to the building, while a wooden fence encapsulates the property, enhancing the charm of the setting.
Cottage in Bardstown
4.72 out of 5 average rating, 300 reviews

Bourbon Oak Smokehouse Cottage

ChrisRating, 5 stars2 weeks ago
Robert was a great host! The property was just as described and with wonderful communication the check is was super easy! Definitely recommend this place if you’re looking for a quiet getaway close to everything in the Bardstown area.
Guest favorite
The cottage exterior is framed by lush greenery, featuring a covered porch adorned with string lights. Two red chairs invite relaxation, while a welcoming front door leads into the cabin. The surrounding area showcases a peaceful, grassy landscape, perfect for enjoying the outdoors.
Cottage in New Pekin
4.95 out of 5 average rating, 42 reviews

Toad Stop Cottage in New Pekin, Indiana

LaurenRating, 5 stars1 month ago
Such a peaceful, quint place! Julia and her family were perfect hosts…will definitely be back!
A living room features a gray sofa and patterned accent chairs arranged around a wooden coffee table. A flat-screen TV is mounted on the wall above a decorative fireplace, with framed artwork and natural light streaming through the windows.
Cottage in Louisville
4.77 out of 5 average rating, 22 reviews

2 Mi to Churchill Downs: Louisville Home!

ChrisRating, 5 stars6 months ago
This is a good spot and was worth the price. It had everything our group needed and made for a comfy stay. The only things that I have that are even kind of negative are the lack of a few cleaning/trash supplies (no big deal, the host was graciously okay with us just piling stuff near the trash can on our way out) and the kind of creepy basement. But overall excellent place, exactly what you want out of a BnB in Louisville.

Private cottage rentals

Guest favorite
The exterior of the cottage features a welcoming porch with comfortable seating, surrounded by landscaped greenery. A gravel driveway leads to the entrance, while trees provide a natural backdrop, integrating the home with its wooded surroundings.
Cottage in Prospect
4.93 out of 5 average rating, 14 reviews

The Woodlands: a new cottage nestled in the woods.

TylerRating, 5 stars2 months ago
Perfect! The pictures do not do justice for this place. It was such a nice and cozy cottage. We felt so much at home. We were only about 12 minutes from town to go get dinner one night and a beautiful country drive there.. The rest of all the meals we cooked in the house and everything was there we needed. We did not want to even leave. We came down to visit the farm machinery show and tractor pull at the fairgrounds. It was a nice easy drive there. So nice to get out of the busy area to such a beautiful home and farm. We felt so safe. It rained the whole weekend, but enjoyed the cottage from the inside listening to the rain and thunder. Everything was so nice. We enjoyed looking through the books throughout the house. It was updated with new but still felt like you were in the original era of the house. I cant say enough how much we loved this place and can't wait to go back!
Guest favorite
A wooden deck is furnished with a round table and four metal chairs, all shaded by a large red umbrella. A grill is positioned nearby, and greenery is visible along the perimeter, while a neighborhood street can be seen in the background.
Cottage in Louisville
4.89 out of 5 average rating, 84 reviews

The Paddock Carriage House

ThomasRating, 5 stars2 months ago
Nice little house and Tom gave all the information we would need. We attended the farm and machinery show and the house is in a great location for the expo center. The one and only downside that we had is that the bathroom is a little cramped. All in all I would stay here again!
Top guest favorite
A welcoming porch is featured with an American flag flying proudly. A few chairs are positioned around a table on the spacious deck, which is surrounded by lush greenery and open fields. Potted flowers add a touch of color to the railings.
Cottage in Shelbyville
4.94 out of 5 average rating, 202 reviews

Cozy Cottage on Firefly Farm

Tay GittieRating, 5 stars1 week ago
Wow! Graham & Lauren’s place is truly stunning. What was once a garage has been transformed into a spacious, beautifully designed studio cottage. The decor is tasteful, the king bed is super comfy, the kitchen is fully stocked with all the essentials, and the bathroom was spotless. Even though it’s just a short walk behind the main house, the space felt incredibly private—we never even saw the hosts. It was also wonderfully quiet, which made for such a peaceful getaway. The highlight for us was the animals! Two adorable donkeys and a flock of sheep made it feel like a dreamy little farm retreat. The hosts provided feed, and we had the best time watching them come running to the gate for snacks. If you’re looking for peace, privacy, cleanliness, and a bit of farm charm- this place is a gem. Highly recommend!
Top guest favorite
Cottage in Floyds Knobs
5 out of 5 average rating, 70 reviews

Tranquil setting with breathtaking views

MatthewRating, 5 stars4 months ago
We had an absolutely wonderful stay at the charming cottage in Floyd’s Knobs! The communication from the owner was excellent from start to finish, ensuring a seamless and stress-free experience. The cottage itself was perfect for us—cozy, beautifully maintained, and situated in a setting with views of Louisville in the distance. It was the ideal spot to relax and recharge. We truly couldn’t have asked for more and are already looking forward to staying here again in the future. Highly recommend!
Guest favorite
A grassy expanse leads to the riverfront, featuring a circular fire pit surrounded by several black Adirondack chairs. Lush greenery and trees provide a natural backdrop, while the calm water of the Ohio River glistens in the sunlight, enhancing the inviting outdoor space.
Cottage in Jeffersonville
4.89 out of 5 average rating, 74 reviews

Peaceful Easy Feeling

AlanaRating, 5 stars6 months ago
The place was very nice. Very clean and quiet. Loved how peaceful it was the entire time. Can’t wait to come back and stay again.
Superhost
Cottage in Bardstown
4.9 out of 5 average rating, 398 reviews

Bardstown Coppersmith Cottage

CutterRating, 5 stars3 weeks ago
If you are visiting Bardstown this historic house is the place for you!! It is walkable to the downtown and Emily was a great host!
Top guest favorite
Cottage in Louisville
4.99 out of 5 average rating, 129 reviews

Derby City

TiffanieRating, 5 stars3 weeks ago
Super cute and great location- a few mins to the Expo/Fairgrounds! Everything was as described and we met GiGi on our way out in the morning and she was very sweet, will stay again if we are going to be in the area!
Top guest favorite
A landscaped pathway is lined with green shrubs leading to a deck with patio furniture. A grill is positioned on one side, and a large tree provides shade over the area. The house features multiple windows illuminating the inviting exterior.
Cottage in Louisville
4.95 out of 5 average rating, 167 reviews

2 BD 1 BA Serene Setting Retreat House

ChanelleRating, 5 stars1 week ago
I’m glad I was able visit Sherri place for the weekend. My daughter had a volleyball tournament and it was an easy drive to and from. Also, the place was nice and comfy and everything that was needed was there. Will use again . I can imagine the place is even better during warmer temps due to the great amenities :) Thank you Sherri and Robert

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