
House vacation rentals in Trimble County
Find and book unique houses on Airbnb
Top-rated house rentals in Trimble County
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Trimble County house rentals
House rentals with a pool

The Getaway!
The home was beautiful. Me and my family felt very comfortable there! We were able to cook family dinners, play the games that were made available by the host, and enjoy the deck in the back. We did have to spend a couple hours cleaning the pool ourselves due to the debris, etc., which is one of the reasons we were interested in the home, otherwise we really wouldn’t have gotten in it. The hosts were responsive when we asked for a net. By the time we had gotten in the pool, it was cooler outside, but we made the best of it and had fun in it! It definitely wasn’t all a loss! Lots of floaties & pool toys were available! I loved the decor! The beds were comfortable! The pillows were better than a hotel’s, definitely! There’s 2 smart TVs, you can choose to sign into your streaming services or not because they have some readily available for you. Lastly, I couldn’t use the jets in the tub because they weren’t clean, But I could still enjoy a bath without them. I would book again, though!

Bourbon Trail, Pools, Downtown, Watch Hill, Pets
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!!

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
We loved our stay at this super-convenient home-away-from-home. Very convenient, safe, and walkable. The host provided numerous welcomed conveniences and tailored our stay for our young daughter. I literally have not encountered a more courteous host yet.

CIRCO LOCO - uNCommon Stay
I had a fantastic stay at circo loco! The space was exactly as described—clean, comfortable, and in a great location. walking distance to everything you need and more ! The check-in process was seamless, and amie was incredibly responsive and helpful throughout my stay. They even left a welcome treat! I would absolutely stay here again and highly recommend it to anyone visiting or even just needing a weekend of fun!

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
house was amazing! beautifully decorated. great views!

Riverside Retreat 2 - Steps to the River & Main St
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.

Bicentennial Park View
Beautiful home, with a ton to do within walking distance. We couldn’t have been happier with our stay. Madison is historically beautiful and this home made it feel like we were residents.

The Nature House
Jennifer’s place was a perfect stay for our family of seven. We had a kid with us and one of the rooms upstairs is connected to another room that has a futon. There isn’t a door that separates the two rooms but we were fine with that. It was sunny and nice to be able to sit on the back patio. We rented a golf cart and took that around town (designated areas). The town is very walkable and in the summer months, with everything open, I can imagine it being lively. We took a walk along the Ohio River (which we walked to) and that was nice. Kitchen also had what we needed to make meals. We would definitely stay here again.

The Row House
We’ve traveled all over the world (even to London & Paris, just like the themed rooms 😉), and this is one of the best Airbnb’s we’ve ever stayed in! Hilary’s attention to detail & thoroughness is amazing! The beds are super comfortable, the shower is wonderful, and we loved the fire bowl in the back! The location is unmatched- perfect for walking to the shops & restaurants nearby and a very short drive for hiking at Clifty Falls! We loved dinner at Red on Main (the dates appetizer was Michelin-star worthy) and seeing live music both nights at Mad Paddles Brewstillery (worth going for their beer wall and their ranch (best I’ve ever had!) alone! We also loved the 12,000 step hike we did at Clifty Falls- some of the most stunning views in Indiana! 🙂 Hilary & Tony’s Airbnb is the best of the best!

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!

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
Kevin's home is perfectly suited for peace and respite. Beautiful trees, nature, a quiet bubbling creek and a breathtaking view of sunsets over the Ohio River. He thought of every detail to make our stay comfortable. What a hidden gem!
Private house rentals

Glenda’s Overlook
house was amazing! beautifully decorated. great views!

Riverside Retreat 2 - Steps to the River & Main St
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.

The Nature House
Jennifer’s place was a perfect stay for our family of seven. We had a kid with us and one of the rooms upstairs is connected to another room that has a futon. There isn’t a door that separates the two rooms but we were fine with that. It was sunny and nice to be able to sit on the back patio. We rented a golf cart and took that around town (designated areas). The town is very walkable and in the summer months, with everything open, I can imagine it being lively. We took a walk along the Ohio River (which we walked to) and that was nice. Kitchen also had what we needed to make meals. We would definitely stay here again.

The Row House
We’ve traveled all over the world (even to London & Paris, just like the themed rooms 😉), and this is one of the best Airbnb’s we’ve ever stayed in! Hilary’s attention to detail & thoroughness is amazing! The beds are super comfortable, the shower is wonderful, and we loved the fire bowl in the back! The location is unmatched- perfect for walking to the shops & restaurants nearby and a very short drive for hiking at Clifty Falls! We loved dinner at Red on Main (the dates appetizer was Michelin-star worthy) and seeing live music both nights at Mad Paddles Brewstillery (worth going for their beer wall and their ranch (best I’ve ever had!) alone! We also loved the 12,000 step hike we did at Clifty Falls- some of the most stunning views in Indiana! 🙂 Hilary & Tony’s Airbnb is the best of the best!

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!

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
Kevin's home is perfectly suited for peace and respite. Beautiful trees, nature, a quiet bubbling creek and a breathtaking view of sunsets over the Ohio River. He thought of every detail to make our stay comfortable. What a hidden gem!

Little Pink House - North
Love this place 🤍
Destinations to explore
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Ark Encounter
- Buffalo Trace Distillery
- Big Four Bridge
- Creation Museum
- Kentucky Kingdom & Hurricane Bay
- Louisville Slugger Field
- Perfect North Slopes
- Kentucky Derby Museum
- Louisville Slugger Museum & Factory
- Muhammad Ali Center
- Heritage Hill Golf Club
- Hurstbourne Country Club
- Charlestown State Park
- Angel's Envy Distillery
- Waterfront Park
- River Run Family Water Park
- Valhalla Golf Club
- Versailles State Park
- Falls of the Ohio State Park
- Turtle Run Winery
- Big Spring Country Club
- Frazier History Museum
- Kentucky Science Center
- Evan Williams Bourbon Experience
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes