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

Trimble County Holiday Rentals

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Our top choices for Trimble County holiday rentals

1. Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (21 reviews)
"Perfect little weekend getaway "
United Kingdom
Carrie M.
The price is NZ$261
includes taxes & fees
16 Nov - 17 Nov
Sassafras Woodland Cabin at Lost Trails

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 NZ$415
includes taxes & fees
3 Dec - 4 Dec
Modern cabin very close to scenic riverfront walks

3. 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, (53 reviews)
"Had a very nice stay"
United States
Brad P.
The price is NZ$394
includes taxes & fees
18 Nov - 19 Nov
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

4. Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (17 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 NZ$295
includes taxes & fees
16 Nov - 17 Nov
Maple Cozy Cabin at Lost Trails

5. Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
9.8 out of 10, Exceptional, (8 reviews)
"Overall great stay and will be back!"
United States
Christina J.
The price is NZ$295
includes taxes & fees
16 Nov - 17 Nov
Mulberry Secluded Cabin at Lost Trails

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

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Madison
9.4 out of 10, Exceptional, (20 reviews)
"Clean and cozy"
United States
Julie
The price is NZ$294
includes taxes & fees
16 Nov - 17 Nov
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

7. Cedar Rustic Cabin at Lost Trails

Cedar Rustic Cabin at Lost Trails
Madison
10.0 out of 10, Exceptional, (32 reviews)
"Charming, cozy cabin! Perfect for a weekend getaway!"
United States
Mollie B.
The price is NZ$319
includes taxes & fees
19 Nov - 20 Nov
Cedar Rustic Cabin at Lost Trails

8. 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 NZ$191
includes taxes & fees
7 Dec - 8 Dec
The Madison Inn, Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102

9. Walnut Secluded Cabin at Lost Trails

Walnut Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (12 reviews)
"It was a beautiful property, very clean, new amenities, enjoyable, quiet"
United States
Jason H.
The price is NZ$295
includes taxes & fees
16 Nov - 17 Nov
Walnut Secluded Cabin at Lost Trails

10. 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, (9 reviews)
"Excellent location, nice deck and spa. Comfy bed large space."
United States
Zoey S.
The price is NZ$319
includes taxes & fees
1 Dec - 2 Dec
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison

11. 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 NZ$454
includes taxes & fees
16 Nov - 17 Nov
Romantic 1 BR Retreat on the edge of woods with private hot tub

12. Family-friendly cabin with game room and backyard!

Family-friendly cabin with game room and backyard!
Hanover
10.0 out of 10, Exceptional, (5 reviews)
"This property is unbelievably clean and had so many amenities that the stay was fabulous, enjoyable, and exactly what we were hoping for. Such a great place!!"
United States
Lauren N.
The price is NZ$917
includes taxes & fees
30 Nov - 1 Dec
Family-friendly cabin with game room and backyard!

13. The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (42 reviews)
"Lovely! We really enjoyed this amazing house!"
United States
Roxann W.
The price is NZ$444
includes taxes & fees
18 Nov - 19 Nov
The Artist’s A-Frame

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, (55 reviews)
"Great place to stay for touring in historic Madison Indiana!"
United States
Linda G.
The price is NZ$461
includes taxes & fees
18 Nov - 19 Nov
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

15. Charming 2-bedroom house with a river view in wonderful Madison

Charming 2-bedroom house with a river view in wonderful Madison
Madison Historic District
9.0 out of 10, Wonderful, (10 reviews)
"The place was indeed charming. The host was wonderful and available for all questions! "
United States
Amy W.
The price is NZ$514
includes taxes & fees
29 Nov - 30 Nov
Charming 2-bedroom house with a river view in wonderful Madison

16. Stoney Creek - Sit back and unwind

Stoney Creek - Sit back and unwind
Madison
10.0 out of 10, Exceptional, (135 reviews)
"Our family enjoyed our stay."
United States
Shanna S.
The price is NZ$444
includes taxes & fees
24 Nov - 25 Nov
Stoney Creek - Sit back and unwind

17. 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, (80 reviews)
"The place is very clean, also convenient and close to down town. Check in and everything was very smooth! I recommend this cute little place especially for young families."
United States
Kyle A.
The price is NZ$375
includes taxes & fees
16 Nov - 17 Nov
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

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 NZ$495
includes taxes & fees
16 Nov - 17 Nov
River Retreat

19. Cabin on the Ridge: The Sequel

Cabin on the Ridge: The Sequel
Madison
10.0 out of 10, Exceptional, (23 reviews)
"Beautiful, clean, serene! Perfect place for a weekend anniversary getaway!"
United States
Mallory T.
The price is NZ$408
includes taxes & fees
16 Nov - 17 Nov
Cabin on the Ridge: The Sequel

20. 3BR Home Near Hanover College & Madison

3BR Home Near Hanover College & Madison
Hanover
The price is NZ$778
includes taxes & fees
22 Nov - 23 Nov
3BR Home Near Hanover College & 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

Find out more about Trimble County

Everything you need to know about Trimble County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Trimble County holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Trimble County holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Trimble County holiday rentals we have selected for you start as low as NZ$261 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 holiday 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 holiday.

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.