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

Where generations come to connect | Pool | Games
Everything we hoped for and more! There are so many places to hang out and relax both inside and out. We had the perfect mix of togetherness for our party of 9, and the ability to spread out and enjoy smaller groups or solitude. Great location outside Louisville, with plenty to do in the area and nearby grocery options. The kitchen was great and the master bath was luxurious. We loved that each bedroom had king beds! Deb was incredibly responsive, flexible and helpful. Our young adults loved the converted garage (which we dubbed the man cave due to its TV, fridge, pool table and foosball table). All the fun activities in the basement were great. We would definitely stay here again!

The Getaway!
The house was absolutely perfect. So was the location. I would stay here again and again. The host is proactive, sending lots of information before I had even arrived. It’s been my favorite stay by far.

NEW Bourbon Trail, Pet Friendly, Downtown, Shops
My family had a great stay at this beautifully furnished home. It is centrally located within the pristine Norton Commons community, and it is close to many shops and restaurants. Great place to make home base for a trip to Louisville!

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!

The Boathouse: A Peaceful Paradise
This place was amazing. Both Wes and Rachel were extremely accommodating and had everything we needed ready. The place was clean and stocked with everything to make our stay perfect. The boat ride down the river made for a memorable highlight. We will be back!

Stay@Peppermint Cottage Norton Commons w/breakfast
Nicole was, without a doubt, the best host I’ve ever had. From the moment we arrived, we were greeted with thoughtful touches thoughtfully placed throughout the home—each one clearly personalized with our family in mind. It felt less like a rental and more like staying at a close friend’s house. The bed was incredibly comfortable, and the entire home was spotless. Nicole’s attention to detail and genuine hospitality made our stay truly special. I would wholeheartedly recommend this rental to anyone looking for a warm, welcoming, and memorable experience.

CIRCO LOCO - uNCommon Stay
We had an amazing stay! The listing was even better than the photos presented… the decor was fabulous, the furnishings were such high quality, and the listing had everything we needed for our stay. Our hosts were very responsive and answered any questions so quickly. The neighborhood has great restaurants, cute little shops, and three different swimming pools to choose from… all walkable! My children said it was “better than the beach”! They even have a common work space in the floor below the unit, which was great for when I needed to work and have some quiet. Definitely 10/10 recommend!

Relaxing River Retreat with Private Pool
Absolutely perfect! I would say this AirBnb is one of the best that we’ve stayed at. Amazing views of the river. Kristen was very responsive and had everything we needed at the house. The kitchen was stocked with everything you need to cook meals. Beds were comfortable and there were plenty of towels and hot water! I definitely recommend Kristen’s house! I know I didn’t want to leave!
Weekly house rentals

Glenda’s Overlook
Great stay at Glenda’s! Close to Clifty Falls and the adorable town of Madison. Check in was easy but parking was a little tricky with two vehicles. The driveway is narrow and on a steep incline. Just be aware of that. House was beautifully upgraded and clean. We had everything we needed and even left us a bottle of wine to enjoy! Thanks!

Main Street Retreat
I had a very nice relaxing time and stay at Marcy’s place! The home is beautiful and clean! The location is perfect and just what I needed!!

Milton Hillton. River front home near Madison.
Everything is just as described. Don’t think too long — just come! It’s such a beautiful and peaceful place. If you feel like you need a little escape and a fresh perspective, this is exactly where you want to be. The hosts are incredibly kind, the house is cozy, and the whole property is full of warmth and care. I truly recommend it with all my heart

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!

Atoka Farms
If you are considering booking this home, don't think twice! It is a beautiful home and property, photos don't do it justice, and Kevin is so kind and helpful! He truly has thought of everything and does everything he can to help his guests feel welcome and relaxed! You can tell he cares very much about you having a great stay! I came with friends for a birthday weekend and we all left feeling so rested, exactly what Moms need on a weekend getaway! My expectations were exceeded in every way, this place is a gem and I hope to come back someday! Thank you so much Kevin!

Watchmaker Place in Historic Madison District
I booked this place for a girls' weekend, and we all loved the house. The design, amenities, and location were great—close to Main Street and the Riverwalk. It was clean and well-stocked with everything we needed.. Christopher, the host was responsive and friendly to communicate with. I highly recommend this place to anyone looking for a wonderful space and atmosphere.

Historic Madison on Main Street
Great stay and location with their coffee shop with breakfast below was a perfect combination of a great venue and hosts

The Crafty Fox Den - Retreat House
It was a perfect house for our girls trip. We loved the decor, the porch swings were an added bonus. Walkable to everything we wanted to explore. It felt like home! My sisters and our daughters loved it and will definitely be back. The soaking tub was a nice touch! Thanks Cara for sharing your beautiful home…
Private house rentals

Glenda’s Overlook
Great stay at Glenda’s! Close to Clifty Falls and the adorable town of Madison. Check in was easy but parking was a little tricky with two vehicles. The driveway is narrow and on a steep incline. Just be aware of that. House was beautifully upgraded and clean. We had everything we needed and even left us a bottle of wine to enjoy! Thanks!

Main Street Retreat
I had a very nice relaxing time and stay at Marcy’s place! The home is beautiful and clean! The location is perfect and just what I needed!!

Milton Hillton. River front home near Madison.
Everything is just as described. Don’t think too long — just come! It’s such a beautiful and peaceful place. If you feel like you need a little escape and a fresh perspective, this is exactly where you want to be. The hosts are incredibly kind, the house is cozy, and the whole property is full of warmth and care. I truly recommend it with all my heart

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!

Atoka Farms
If you are considering booking this home, don't think twice! It is a beautiful home and property, photos don't do it justice, and Kevin is so kind and helpful! He truly has thought of everything and does everything he can to help his guests feel welcome and relaxed! You can tell he cares very much about you having a great stay! I came with friends for a birthday weekend and we all left feeling so rested, exactly what Moms need on a weekend getaway! My expectations were exceeded in every way, this place is a gem and I hope to come back someday! Thank you so much Kevin!

Watchmaker Place in Historic Madison District
I booked this place for a girls' weekend, and we all loved the house. The design, amenities, and location were great—close to Main Street and the Riverwalk. It was clean and well-stocked with everything we needed.. Christopher, the host was responsive and friendly to communicate with. I highly recommend this place to anyone looking for a wonderful space and atmosphere.

Historic Madison on Main Street
Great stay and location with their coffee shop with breakfast below was a perfect combination of a great venue and hosts

The Crafty Fox Den - Retreat House
It was a perfect house for our girls trip. We loved the decor, the porch swings were an added bonus. Walkable to everything we wanted to explore. It felt like home! My sisters and our daughters loved it and will definitely be back. The soaking tub was a nice touch! Thanks Cara for sharing your beautiful home…
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- Ark Encounter
- Kentucky Kingdom & Hurricane Bay
- Buffalo Trace Distillery
- Creation Museum
- Louisville Slugger Field
- Kentucky Derby Museum
- Louisville Slugger Museum & Factory
- Perfect North Slopes
- Valhalla Golf Club
- Versailles State Park
- Muhammad Ali Center
- Big Four Bridge
- Heritage Hill Golf Club
- Angel's Envy Distillery
- Charlestown State Park
- Waterfront Park
- Hurstbourne Country Club
- Turtle Run Winery
- River Run Family Water Park
- Big Spring Country Club
- Evan Williams Bourbon Experience
- Kentucky Science Center
- Falls of the Ohio State Park
- Frazier History Museum