
House holiday rentals in Trimble County
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Top-rated house rentals in Trimble County
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Trimble County house rentals
House rentals with a pool

The Getaway!
Great stay at Julie’s place. Had everything we needed plus extras in case we forgot something like shampoos and soaps. Nice living room away from the bedrooms so I could stay up and watch tv and not disturb my family. Close to all kinds of restaurants and stores as well as interstates for traveling across town.

NEW Pet Friendly, Horse Country, Bourbon, Downtown
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!

Private 5 acre A frame
Great outdoor space and great entertainment in the basement!
Weekly house rentals

Glenda’s Overlook
Everything was lovely! Thank you!

Main Street Retreat
I would highly recommend Marcy’s place. It was super cute, clean, and close to everything. Marcy was quick to respond, and check-in/out was easy. The bed was comfortable and the patio was well equipped. Definitely worth the price and we’d love to stay here again. It was everything we’d hope for when renting an Airbnb. Thank you!

Bicentennial Park View
great place to stay. parked my car off street under a carport and never moved it. The river walk along the mighty Ohio was one block away and good shopping, restaurants and historic architecture best seen on foot was right there. house was clean and they thought of all the little details to make a comfortable stay. Well equipped kitchen. would definitely stay again. Also friendly neighbors and area

Milton Hillton. River front home near Madison.
We loved our stay here! The pavilion was the highlight of our time. We spent many nights around the fire taking in the scenery. Unfortunately we got rained out the last few nights, but staying in was cozy and there were cards and a few games provided. Not much to do in Milton, but plenty to do right over the bridge in Madison, IN and in surrounding areas. The hosts seem very friendly and responsive. Would definitely stay here again!

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
The Craft Fox was perfect for a ladies weekend in Madison! Great location within walking distance to shopping and restaurants. Super clean and decorated so cute! We loved it and would return.
Private house rentals

Glenda’s Overlook
Everything was lovely! Thank you!

Main Street Retreat
I would highly recommend Marcy’s place. It was super cute, clean, and close to everything. Marcy was quick to respond, and check-in/out was easy. The bed was comfortable and the patio was well equipped. Definitely worth the price and we’d love to stay here again. It was everything we’d hope for when renting an Airbnb. Thank you!

Bicentennial Park View
great place to stay. parked my car off street under a carport and never moved it. The river walk along the mighty Ohio was one block away and good shopping, restaurants and historic architecture best seen on foot was right there. house was clean and they thought of all the little details to make a comfortable stay. Well equipped kitchen. would definitely stay again. Also friendly neighbors and area

Milton Hillton. River front home near Madison.
We loved our stay here! The pavilion was the highlight of our time. We spent many nights around the fire taking in the scenery. Unfortunately we got rained out the last few nights, but staying in was cozy and there were cards and a few games provided. Not much to do in Milton, but plenty to do right over the bridge in Madison, IN and in surrounding areas. The hosts seem very friendly and responsive. Would definitely stay here again!

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
The Craft Fox was perfect for a ladies weekend in Madison! Great location within walking distance to shopping and restaurants. Super clean and decorated so cute! We loved it and would return.
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- Ark Encounter
- Buffalo Trace Distillery
- 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
- Muhammad Ali Center
- Versailles State Park
- Heritage Hill Golf Club
- Angel's Envy Distillery
- Charlestown State Park
- Waterfront Park
- River Run Family Water Park
- Turtle Run Winery
- Kentucky Science Center
- Evan Williams Bourbon Experience
- Falls of the Ohio State Park
- Frazier History Museum
- Big Spring Country Club
- Hurstbourne Country Club