A river surrounded by dense forest, with people swimming and standing on the banks.

Trimble County Vacation Rentals

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Our top choices for Trimble County vacation rentals

A covered outdoor deck with a table and chairs, a ceiling fan, and a view of a body of water.

1. T&E Riverhouse Retreat

T&E Riverhouse Retreat
Hanover
10.0 out of 10, Exceptional, (13 reviews)
"Located in a quiet area with great river views. Well stocked kitchen. Would stay there again"
United States
Phil T.
The price is CA $326
CA $603 total
includes taxes & fees
Nov 2 - Nov 3
T&E Riverhouse Retreat
A covered porch with a wooden door, potted plants, and a metal railing.

2. The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (41 reviews)
"Very nice house and convenient to downtown, etc. If you stay here you definitely won’t be disappointed."
United States
Shirley L.
The price is CA $195
CA $371 total
includes taxes & fees
Oct 25 - Oct 26
The Artist’s A-Frame
A wooden cabin with a porch, a staircase, and a deck.

3. Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (16 reviews)
"Perfect little weekend getaway "
United Kingdom
Carrie M.
The price is CA $144
CA $248 total
includes taxes & fees
Oct 12 - Oct 13
Sassafras Woodland Cabin at Lost Trails
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4. Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (15 reviews)
"The overall stay was perfect for just the two of us and we loved how everything was a close drive but still felt far enough away. "
United States
Shyanne D.
The price is CA $143
CA $247 total
includes taxes & fees
Oct 6 - Oct 7
Maple Cozy Cabin at Lost Trails
Property grounds

5. Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Madison
9.6 out of 10, Exceptional, (17 reviews)
"Host was very accommodating and this place was perfect for a place to stay while visiting friends. Everything was very comfortable, especially the very soft bed!! "
United States
C J.
The price is CA $127
CA $244 total
includes taxes & fees
Nov 2 - Nov 3
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
A living room with a brown leather sofa, a cowhide rug, and a cowhide-patterned armchair.

6. The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Hanover
9.6 out of 10, Exceptional, (53 reviews)
"Close to downtown Madison and Clifty Falls, this place had everything we needed to visit the area and relax I'm the evening."
United States
Maggie D.
The price is CA $186
CA $381 total
includes taxes & fees
Oct 13 - Oct 14
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
A wooden deck with two black rocking chairs and a small table, surrounded by a wooden railing.

7. Walnut Secluded Cabin at Lost Trails

Walnut Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful cabin. Enjoyed our stay."
United States
Jim A.
The price is CA $143
CA $247 total
includes taxes & fees
Oct 26 - Oct 27
Walnut Secluded Cabin at Lost Trails
A covered outdoor seating area with Adirondack chairs and a fire pit, surrounded by trees and gravel.

8. Modern cabin very close to scenic riverfront walks

Modern cabin very close to scenic riverfront walks
Hanover
9.4 out of 10, Exceptional, (20 reviews)
"The space was very clean and had everything we needed! It was so close to everything but in its own secluded spot at the same time. We loved our stay "
United States
MaKayla Q.
The price is CA $84
CA $278 total
includes taxes & fees
Oct 12 - Oct 13
Modern cabin very close to scenic riverfront walks
A wooden log cabin with a dark brown door featuring a metal latch and a glass panel.

9. Cedar Rustic Cabin at Lost Trails

Cedar Rustic Cabin at Lost Trails
Madison
10.0 out of 10, Exceptional, (31 reviews)
"Charming, cozy cabin! Perfect for a weekend getaway!"
United States
Mollie B.
The price is CA $157
CA $263 total
includes taxes & fees
Oct 6 - Oct 7
Cedar Rustic Cabin at Lost Trails
A compact kitchen with wooden cabinets, a black refrigerator, a microwave, and a coffee machine on a small shelf.

10. Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
9.8 out of 10, Exceptional, (8 reviews)
"This is a total hidden gem! The cabin seemed brand new and was outfitted with everything you might need. We spent our 25th wedding anniversary weekend here and loved every second! Would highly recommend!"
United States
Jodi E.
The price is CA $143
CA $247 total
includes taxes & fees
Oct 6 - Oct 7
Mulberry Secluded Cabin at Lost Trails
A log cabin with a covered porch, wooden rocking chairs, and a potted plant.

11. Stoney Creek - Sit back and unwind

Stoney Creek - Sit back and unwind
Madison
10.0 out of 10, Exceptional, (128 reviews)
"Very well kept and beautiful home to stay in. The hot tub, for pit, and wrap around porch were all very nice amenities."
United States
Daniel N.
The price is CA $178
CA $372 total
includes taxes & fees
Oct 18 - Oct 19
Stoney Creek - Sit back and unwind
A log cabin with a fire pit and outdoor seating.

12. Spacious family cabin with game room and backyard!

Spacious family cabin with game room and backyard!
Hanover
9.4 out of 10, Exceptional, (3 reviews)
"Property is beautiful"
United States
Barb N.
The price is CA $328
CA $884 total
includes taxes & fees
Oct 19 - Oct 20
Spacious family cabin with game room and backyard!
An aerial view of a swimming pool complex with multiple water slides and a surrounding area with lounge chairs and umbrellas.

13. #207 King Suites, River Views, Deck, Downtown

#207 King Suites, River Views, Deck, Downtown
Madison Historic District
10.0 out of 10, Exceptional, (46 reviews)
"Loved this place, very clean and well stocked with the little extras that you always seem to need. "
United States
Matt C.
The price is CA $311
CA $656 total
includes taxes & fees
Oct 6 - Oct 7
#207 King Suites, River Views, Deck, Downtown
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

14. The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201

The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201
Madison Historic District
9.6 out of 10, Exceptional, (23 reviews)
"Our room was so cute and perfect for a couple. We loved it! The location was perfect as well!"
United States
Stee
The price is CA $97
CA $179 total
includes taxes & fees
Oct 6 - Oct 7
The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201
A cozy room with a bed, a chair, a sofa, and a small table.

15. Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison

Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
Madison Historic District
9.6 out of 10, Exceptional, (8 reviews)
"The host was extremely nice and allowed us to get into the loft a little early. The loft was really nice and we enjoyed out stay. "
United States
Judi K.
The price is CA $144
CA $264 total
includes taxes & fees
Nov 2 - Nov 3
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
An outdoor patio with wicker furniture, a fire pit, and a table with candles and fruit.

16. Romantic 1 BR Retreat on the edge of woods with private hot tub

Romantic 1 BR Retreat on the edge of woods with private hot tub
Madison
10.0 out of 10, Exceptional, (1 review)
"This was a relaxing & romantic way to celebrate our 57th wedding anniversary. Everything was clean & the host very cordial. We enjoyed the rear deck with its fireplace & hot tube as as the comfortable bed & romantic tent interior."
United States
jon h.
The price is CA $237
CA $309 total
includes taxes & fees
Oct 7 - Oct 8
Romantic 1 BR Retreat on the edge of woods with private hot tub
A spacious wooden cabin with a loft bedroom, a dining area, and a kitchen.

17. Cabin on the Ridge

Cabin on the Ridge
Madison
10.0 out of 10, Exceptional, (20 reviews)
"Super nice and cute! Would definitely stay again! "
United States
Angela G.
The price is CA $219
CA $404 total
includes taxes & fees
Oct 18 - Oct 19
Cabin on the Ridge
A house with a large garage, a dock, and a river.

18. River Retreat

River Retreat
Charlestown
10.0 out of 10, Exceptional, (1 review)
"Easy check in. Nice cozy home right by the river. Even left a golf cart for use when staying!"
United States
Brady S.
The price is CA $177
CA $412 total
includes taxes & fees
Oct 6 - Oct 7
River Retreat
A modern kitchen with stainless steel appliances, a built-in oven, and a microwave.

19. Renovated 3 bedroom, 2.5 bath 1,900 sq ft home with finished walkout basement

Renovated 3 bedroom, 2.5 bath 1,900 sq ft home with finished walkout basement
La Grange
10.0 out of 10, Exceptional, (9 reviews)
"Very nice house, spacious, clean and very comfortable. Perfect for our stay to attend a conference in the area. Highly recommend!!"
United States
Jessica B.
The price is CA $242
CA $725 total
includes taxes & fees
Oct 6 - Oct 7
Renovated 3 bedroom, 2.5 bath 1,900 sq ft home with finished walkout basement
A kitchen with a central island, wooden stools, a trash bin, and a hanging plant arrangement.

20. The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison

The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison
Hanover
9.2 out of 10, Wonderful, (7 reviews)
"It was lovely!"
United States
Carolyne R.
The price is CA $289
CA $679 total
includes taxes & fees
Oct 18 - Oct 19
The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Trimble County Hotel Reviews

Drury Inn & Suites Louisville North

Drury Inn & Suites Louisville North

8/10 Good
"Staff was great. Property a little dated."
Derek 1-night trip
Posted 4 hours ago
Drury Inn & Suites Louisville North

Find out more about Trimble County

Everything you need to know about Trimble County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Trimble County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Trimble County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Trimble County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Trimble County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Trimble County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Trimble County vacation rentals we have selected for you start as low as CA $179 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Trimble County rentals

At Expedia, we put the best Trimble County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Trimble County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Trimble County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Trimble County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.