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

Vacation Rentals in Trimble County

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Our top choices for Trimble County vacation rentals

A wooden cabin with a porch, a staircase, and a deck.

1. Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (17 reviews)
"Perfect little weekend getaway "
United Kingdom
Carrie M.
The price is ￥15,229
￥26,715 total
includes taxes & fees
Nov 2 - Nov 3
Sassafras Woodland Cabin at Lost Trails
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with a table and chairs.

2. 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 ￥12,826
￥35,489 total
includes taxes & fees
Oct 25 - Oct 26
Modern cabin very close to scenic riverfront walks
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3. 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 ￥16,626
￥28,304 total
includes taxes & fees
Oct 15 - Oct 16
Maple Cozy Cabin at Lost Trails
Property grounds

4. 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 ￥14,135
￥27,202 total
includes taxes & fees
Nov 2 - Nov 3
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
A compact kitchen with wooden cabinets, a black refrigerator, a microwave, and a coffee machine on a small shelf.

5. 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 ￥19,671
￥32,188 total
includes taxes & fees
Oct 26 - Oct 27
Mulberry Secluded Cabin at Lost Trails
A wooden deck with two black rocking chairs and a small table, surrounded by a wooden railing.

6. 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 ￥15,834
￥27,393 total
includes taxes & fees
Oct 20 - Oct 21
Walnut Secluded Cabin at Lost Trails
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

7. The Madison Inn, Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102

The Madison Inn, Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102
Madison Historic District
9.8 out of 10, Exceptional, (13 reviews)
"We enjoyed our visit and would recommend to others looking for a convenient location and comfortable stay."
United States
Renee M.
The price is ￥10,292
￥18,684 total
includes taxes & fees
Nov 12 - Nov 13
The Madison Inn, Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102
A wooden log cabin with a dark brown door featuring a metal latch and a glass panel.

8. 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 ￥17,450
￥29,269 total
includes taxes & fees
Oct 15 - Oct 16
Cedar Rustic Cabin at Lost Trails
A cozy room with a bed, a chair, a sofa, and a small table.

9. 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 ￥14,821
￥27,970 total
includes taxes & fees
Nov 9 - Nov 10
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
A log cabin with a covered porch, wooden rocking chairs, and a potted plant.

10. Stoney Creek - Sit back and unwind

Stoney Creek - Sit back and unwind
Madison
10.0 out of 10, Exceptional, (130 reviews)
"Our family enjoyed our stay."
United States
Shanna S.
Stoney Creek - Sit back and unwind
A covered porch with a wooden door, potted plants, and a metal railing.

11. The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (41 reviews)
"Very cool house in a nice neighborhood. Had everything we needed and was close to anything you want to do in Madison. We will definitely stay there again!"
United States
Dean C.
The price is ￥21,693
￥41,058 total
includes taxes & fees
Oct 25 - Oct 26
The Artist’s A-Frame
A modern kitchen with a central island, bar stools, and a dining area with a patterned table.

12. Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Madison
9.8 out of 10, Exceptional, (78 reviews)
"Love the stay very relaxed"
United States
Steve C.
The price is ￥16,388
￥34,871 total
includes taxes & fees
Oct 20 - Oct 21
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
An outdoor patio with wicker furniture, a fire pit, and a table with candles and fruit.

13. 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 ￥26,364
￥34,507 total
includes taxes & fees
Oct 22 - Oct 23
Romantic 1 BR Retreat on the edge of woods with private hot tub
A living room with a brown leather sofa, a cowhide rug, and a cowhide-patterned armchair.

14. 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 ￥20,663
￥42,519 total
includes taxes & fees
Oct 25 - Oct 26
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
A house with a large garage, a dock, and a river.

15. 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 ￥19,671
￥45,712 total
includes taxes & fees
Oct 21 - Oct 22
River Retreat
A modern living room with a black sofa, a wooden coffee table, and a brick accent wall.

16. The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
Madison
10.0 out of 10, Exceptional, (51 reviews)
"Had a very nice stay"
United States
Brad P.
The price is ￥19,238
￥36,328 total
includes taxes & fees
Oct 18 - Oct 19
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

17. The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101

The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
Madison Historic District
9.0 out of 10, Wonderful, (14 reviews)
"Very easy check in and nice location. Very comfortable stay. "
United Kingdom
Michael S.
The price is ￥9,785
￥18,863 total
includes taxes & fees
Oct 18 - Oct 19
The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
A cozy wooden cabin interior with a sofa, a dining table, and a TV.

18. Cabin on the Ridge: The Sequel

Cabin on the Ridge: The Sequel
Madison
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful, clean, serene! Perfect place for a weekend anniversary getaway!"
United States
Mallory T.
The price is ￥20,782
￥37,796 total
includes taxes & fees
Oct 18 - Oct 19
Cabin on the Ridge: The Sequel
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

19. The Madison Inn, Historic woodside view suite 205, Historic woodside view suite 205

The Madison Inn, Historic woodside view suite 205, Historic woodside view suite 205
Madison Historic District
9.8 out of 10, Exceptional, (7 reviews)
"Cozy, peaceful, wonderful with great location. "
United Kingdom
Ed E.
The price is ￥9,975
￥19,065 total
includes taxes & fees
Oct 29 - Oct 30
The Madison Inn, Historic woodside view suite 205, Historic woodside view suite 205
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

20. 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 ￥13,459
￥22,793 total
includes taxes & fees
Nov 3 - Nov 4
The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201
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

La Quinta Inn & Suites by Wyndham Louisville NE/Old Henry Rd

La Quinta Inn & Suites by Wyndham Louisville NE/Old Henry Rd

10/10 Excellent
"Good place to stay, I don't know remember the name of the front desk person who helped me out but he was awesome."
Humberto 1-night trip
Posted 2 hours ago
La Quinta Inn & Suites by Wyndham Louisville NE/Old Henry Rd

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Vacation Apartments in Trimble County

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