House vacation rentals in Shepherdsville

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Popular amenities for Shepherdsville house rentals

House rentals with a pool

Top guest favorite
Home in Radcliff
5 out of 5 average rating, 11 reviews

Kentucky Home

DanielRating, 5 stars5 months ago
Everything was great. The water did not get overly hot in the shower, but it was still good!
Guest favorite
Home in Taylorsville
4.9 out of 5 average rating, 21 reviews

Bourbon Trail Lake Home w/ Hot tub & King Bed

AshleyRating, 5 stars2 weeks ago
Sarah, was very responsive. Place was beautiful. We loved how easy it was to find everything from local restaurants to whipping up something in the kitchen/grill. Hot tub was clean and relaxing. Great for working parents looking for a romantic getaway.
Top guest favorite
Home in Mount Washington
5 out of 5 average rating, 44 reviews

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail

HeatherRating, 5 stars1 week ago
This house was beautiful! Kaeley had everything you could think of (and everything you may have forgotten like coffee or coffee creamer!) the entire premises is an absolute dream, you almost don’t even need to go do anything else because there’s so much to do on property! It was the perfect central spot for some of the farther away things as well like mammoth cave and/or the further away distillery’s! And only 30 mins from Louisville! It was the perfect trip, and the perfect spot and I have no complaints or nothing negative to say about the property!! It was perfect!!
Top guest favorite
Home in Prospect
5 out of 5 average rating, 7 reviews

Norton, Bourbon Trail, Pool, Golf, Pets, Downtown

JaimeRating, 5 stars3 weeks ago
This home and the area is gorgeous, the area has a whimsical feel with the beautiful homes. Several locals eateries that were delicious and within walking distance. Beds were comfortable with plenty of extra linens. Bathrooms were spotless, wash cloths would be a nice item to have but we did not see any provided. The garage parking was a nice added bonus, would love to stay again. Great home, great location and great host!!
Top guest favorite
Home in Bardstown
5 out of 5 average rating, 8 reviews

Farmhouse Luxury! 10 Min to Distilleries! Pool! Ho

KatelinRating, 5 stars2 weeks ago
Our groups stay at the farmhouse was lovely! The surroundings were beautiful, there was plenty of space for everyone, and the separate game room from the house was super convenient! Between the house, game room, fire-pit, and pool/hot tub there is plenty to keep everyone happy and occupied. We had one issue with a shower not draining well and the host responded to my message immediately and sent over a handyman who was very nice and addressed the problem so it worked perfectly for the remainder of our trip.
Top guest favorite
Home in Louisville
4.97 out of 5 average rating, 248 reviews

NEW Hot Tub, Expo, King Beds, Downtown, Churchill

BrianRating, 5 stars1 month ago
This house is absolutely fantastic. Super clean, super comfortable. The beds and pillows are amazing. I would highly recommend this house for any gathering. We were a group of four men doing bourbon trail related things, and relaxing at night next to the fire pit and in the hot tub.
Superhost
Home in Shelbyville
4.77 out of 5 average rating, 57 reviews

Pool*HOT TUB*Bourbon Trail

AlysaRating, 5 stars1 month ago
Toni's place was just as expected and was perfect for our Derby weekend stay. The backyard is peaceful with beautiful surroundings and we enjoyed watching the Purple Martins flying in and out of their bird house.
Top guest favorite
Home in Prospect
5 out of 5 average rating, 107 reviews

Stay@Peppermint Cottage Norton Commons w/breakfast

BetsieRating, 5 stars1 week ago
Amazing stay. Nicole was super responsive and over the top helpful with info and recommendations. The house was beautiful. Everything exceeded our expectations. Looking forward to coming back !

Weekly house rentals

Guest favorite
Home in Elizabethtown
5 out of 5 average rating, 12 reviews

Near Downtown E-Town

EvelynRating, 5 stars2 weeks ago
This place is very clean, neat, and easily accessible to downtown. It seems as though it has been recently updated with new paint, curtains, bedding, etc. The beds were amazing!! Thank you for a restful time.
Top guest favorite
Home in Bardstown
5 out of 5 average rating, 83 reviews

Bluegrass & Bourbon - a Peaceful Retreat & Hangout

Lindsay Rating, 5 stars2 weeks ago
Top notch. Has to be our favorite AirBnB we’ve stayed in thus far. Very clean, felt right at home and slept like a baby! It was only about a mile and a half from downtown Bardstown with great shops and restaurants. I definitely recommend staying at bluegrass and bourbon. ⭐️⭐️⭐️⭐️⭐️ We will be back!!
Top guest favorite
Home in Bagdad
5 out of 5 average rating, 85 reviews

LUX | HotTub | Firepit | Man Cave | On BRBN Trail!

AdamRating, 5 stars3 days ago
Really enjoyed our stay. Gary was very communicative and the house was great with so much to do. Would definitely stay again
Guest favorite
Home in Mount Washington
5 out of 5 average rating, 7 reviews

Whiskey, Horses, & Hospitals

AprilRating, 5 stars1 month ago
Thank you Nelson for letting us stay in your wonderful home:) We came in for the derby and it was nice to be away from the hustle and bustle of the crowds:)
Top guest favorite
Home in Louisville
5 out of 5 average rating, 16 reviews

Historic 1905 Kentucky Farmhouse

Giamar Rating, 5 stars1 month ago
Easy check-in and a beautifully decorated home that felt like stepping back into a more nostalgic era—exactly what we were looking for while in town for the Derby. The house was very big and spacious, with a warm, homely feel throughout. The kitchen was spotless, the art was beautiful, and every room felt picture-perfect. The host was also kind enough to accommodate an early check-in, which made our trip even smoother. Highly recommend!
Top guest favorite
Home in Bardstown
5 out of 5 average rating, 22 reviews

Spacious, Pristine Home w/ Firepit, Bourbon Lounge

NathanielRating, 5 stars1 day ago
This was easily one of the best Airbnb’s I’ve ever stayed in. Extremely well kept and clean, yet still was inviting and felt lived in. David was an incredible host and everyone involved was extremely helpful!!
Guest favorite
Home in Coxs Creek
4.9 out of 5 average rating, 79 reviews

The Barrel Proof Bungalow

DeniseRating, 5 stars1 month ago
This place was extremely clean, comfortable and peaceful. A wonderful oasis to escape to where you can relax, put up your feet and just enjoy life! Definitely would love to stay here again if ever in the area!
Top guest favorite
Home in Radcliff
5 out of 5 average rating, 91 reviews

Cozy, 3 bedroom home 4 miles from Fort Knox

MelbaRating, 5 stars2 days ago
When we come back I hope we can get the same unit!! It’s was clean, organized and had a few extras!! It felt just like home!!

Private house rentals

Guest favorite
Home in Lawrenceburg
4.95 out of 5 average rating, 55 reviews

Bourbon Crossing II

LukeRating, 5 starstoday
Very clean cottage close to a lot of distilleries.
Top guest favorite
Home in Bardstown
5 out of 5 average rating, 41 reviews

Bardstown's Sweet Retreat

JillRating, 5 stars1 month ago
This was the second time we stayed here and once again it did not disappoint! The home is clean and comfortable and is close to so many wonderful distilleries. Would definitely recommend!
Top guest favorite
Home in Elizabethtown
5 out of 5 average rating, 19 reviews

Large Home with Entertainment Options Galore

JohnnaRating, 5 stars2 weeks ago
We stayed for a Ripken tournament and we were right at home! The beds were comfortable, house extremely clean, and such a homey environment. Everything you’d have at home was here! Plenty of name brand supplies! Josh was an excellent host, had great communication and was so welcoming! Highly recommend and will stay here again if we have another tournament in the future.
Top guest favorite
Home in Finchville
5 out of 5 average rating, 38 reviews

Country Retreat on Bourbon Trail - Fire Pit - King

LaceyRating, 5 stars1 week ago
I honestly had an amazing experience staying here. From the moment I arrived, everything was just perfect. The place was exactly as described—clean, cozy, and beautifully maintained. You can tell the host really cares about the details, from the thoughtful touches around the space to how easy they made check-in and communication. The location was fantastic, and it felt like a home away from home. Whether I was relaxing after a long day or exploring the area, I always looked forward to coming back to this space. The host was incredibly welcoming, kind, and responsive—truly one of the best I’ve encountered on Airbnb. They went above and beyond to make sure my stay was comfortable. I would absolutely stay here again and highly recommend it to anyone looking for a top-tier Airbnb experience. Thank you so much for the amazing hospitality!
Top guest favorite
Home in Shepherdsville
5 out of 5 average rating, 9 reviews

Cozy Little Home

JohnRating, 5 stars1 month ago
Will stay again when in the area
Top guest favorite
Home in Springfield
5 out of 5 average rating, 33 reviews

Peaceful in the Country

ChristopherRating, 5 stars2 weeks ago
A great place to de-stress! Getting back to farmland surroundings with plenty to do within reasonable driving distance made for an excellent experience. Kevin is an excellent, hospitable host.
Superhost
Home in Elizabethtown
4.88 out of 5 average rating, 8 reviews

The Hidden Gem

CourtneyRating, 5 stars3 days ago
This was a pretty place for my family and I to stay while we visited family. Everything was well cleaned and nicely decorated.
Top guest favorite
Home in Elizabethtown
5 out of 5 average rating, 69 reviews

The North Mantle House

AmandaRating, 5 stars1 week ago
Lovely home. Love everything about it!

Quick stats about house rentals in Shepherdsville

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ294 before taxes and fees

  • Total number of reviews

    910 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore