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Our top choices for Pendleton vacation homes

1. Pendleton, KY Farm in Oldham Co

Pendleton, KY Farm in Oldham Co
Pendleton
10.0 out of 10, Exceptional, (6 reviews)
"The house was perfect for our group of 8. Very clean, great gathering space inside and out and well maintained. Highly recommended! Thanks Betty!"
United States
Scott B.
The price is AED 3,835
AED 5,908 total
includes taxes & fees
5 Nov - 6 Nov
Pendleton, KY Farm in Oldham Co

2. 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, (10 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.
Renovated 3 bedroom, 2.5 bath 1,900 sq ft home with finished walkout basement

3. The Sweet Retreat Wheelchair Accessible Historic Home

The Sweet Retreat Wheelchair Accessible Historic Home
La Grange
10.0 out of 10, Exceptional, (7 reviews)
"I loved having the travel crib and high chair available for my kids! Everything was clean and the host made everything a breeze!"
United States
Samantha C.
The price is AED 988
AED 1,625 total
includes taxes & fees
8 Nov - 9 Nov
The Sweet Retreat Wheelchair Accessible Historic Home

4. Exclusive Buckner retreat w/ theater & game room!

Exclusive Buckner retreat w/ theater & game room!
Buckner
6.0 out of 10, (1 review)
"The house was big enough for my family of 6. The yard was great for my children to run around and for us to sit around the fire at night. The theater room was nice for my children to hang out in. The game room was nice to play pool in but unfortunately the darts for the dart board were in sad shape so we couldn't utilize that. The home gym was nice to workout in. Unfortunately we walked into ants all over the kitchen pantry and on the counters. We contacted the host (company) right away and they...
United States
Jenn M.
The price is AED 433
AED 1,898 total
includes taxes & fees
15 Nov - 16 Nov
Exclusive Buckner retreat w/ theater & game room!

5. 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 AED 213
AED 908 total
includes taxes & fees
12 Nov - 13 Nov
Modern cabin very close to scenic riverfront walks

6. Quiet Downtown Maple Cottage Gem

Quiet Downtown Maple Cottage Gem
Shelbyville
10.0 out of 10, Exceptional, (1 review)
"Very convenient for Horse Show we were attending. Everything was as described and the hosts were very accommodating. "
United States
Marlena J.
The price is AED 463
AED 1,166 total
includes taxes & fees
8 Nov - 9 Nov
Quiet Downtown Maple Cottage Gem

7. The Shelby House | Historic Charm, Modern Comfort

The Shelby House | Historic Charm, Modern Comfort
Shelbyville
The Shelby House | Historic Charm, Modern Comfort

8. Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Charlestown
10.0 out of 10, Exceptional, (27 reviews)
"The carriage house was very roomy and nice. We would definitely stay here again."
United States
Pam
The price is AED 389
AED 523 total
includes taxes & fees
1 Dec - 2 Dec
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

9. Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
Shelbyville
9.4 out of 10, Exceptional, (50 reviews)
"Great house and location. Enjoyed our stay. Would use this location again."
United States
Donald A.
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

10. Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
9.8 out of 10, Exceptional, (20 reviews)
"Perfect little weekend getaway "
United Kingdom
Carrie M.
The price is AED 386
AED 650 total
includes taxes & fees
5 Nov - 6 Nov
Sassafras Woodland Cabin at Lost Trails

11. Spacious Bourbon retreat near Downtown Louisville!

Spacious Bourbon retreat near Downtown Louisville!
Simpsonville
The price is AED 613
AED 2,024 total
includes taxes & fees
8 Nov - 9 Nov
Spacious Bourbon retreat near Downtown Louisville!

12. Iconic Lighthouse Estate on Scenic Ohio River!

Iconic Lighthouse Estate on Scenic Ohio River!
Prospect
10.0 out of 10, Exceptional, (1 review)
"What an amazing property and an amazing owner to work with. We will definitely be looking to rebook should the property have vacancy on our next trip to Louisville."
United States
Sean S.
The price is AED 812
AED 2,501 total
includes taxes & fees
18 Nov - 19 Nov
Iconic Lighthouse Estate on Scenic Ohio River!

13. 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, (54 reviews)
"Great place to stay for touring in historic Madison Indiana!"
United States
Linda G.
The price is AED 479
AED 940 total
includes taxes & fees
10 Nov - 11 Nov
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

14. the bourbon barrel escape HotTub Game Room pets ok

the bourbon barrel escape HotTub Game Room pets ok
Shelbyville
10.0 out of 10, Exceptional, (1 review)
"The host was super helpful and friendly! We had everything that was advertised. The House was cozy and fun for a group of friends. Wonderful stay!"
United States
Breanna N.
The price is AED 1,062
AED 2,228 total
includes taxes & fees
10 Nov - 11 Nov
the bourbon barrel escape HotTub Game Room pets ok

15. Bourbon Trail! Game Room Hot Tub Speakeasy FirePit

Bourbon Trail! Game Room Hot Tub Speakeasy FirePit
Shelbyville
10.0 out of 10, Exceptional, (25 reviews)
"Great location perfect house to enjoy"
United States
tim d.
The price is AED 1,666
AED 1,915 total
includes taxes & fees
17 Nov - 18 Nov
Bourbon Trail! Game Room Hot Tub Speakeasy FirePit

16. The Barge Inn: Your Epic Ohio River Waterfront Escape in Beautiful Prospect, KY!

The Barge Inn: Your Epic Ohio River Waterfront Escape in Beautiful Prospect, KY!
Prospect
9.8 out of 10, Exceptional, (10 reviews)
"My family and I had a wonderful trip. The house was absolutely beautiful. Everything was clean and well taken care of we couldn’t have asked for a better vacation"
United States
Thomas c.
The price is AED 1,259
AED 2,368 total
includes taxes & fees
5 Nov - 6 Nov
The Barge Inn: Your Epic Ohio River Waterfront Escape in Beautiful Prospect, KY!

17. The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (42 reviews)
"Great experience. Definitely recommend staying here if you’re visiting Madison. Great location to down town,"
United States
Mike H.
The price is AED 503
AED 902 total
includes taxes & fees
8 Nov - 9 Nov
The Artist’s A-Frame

18. Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Louisville
9.8 out of 10, Exceptional, (88 reviews)
"We enjoyed a lovely family wedding and birthday party weekend at this very interesting historic property."
United States
Anna S.
The price is AED 2,046
AED 3,961 total
includes taxes & fees
8 Nov - 9 Nov
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

19. Kentucky Bourbon Trail: Hot Tub & Game Room

Kentucky Bourbon Trail: Hot Tub & Game Room
Bagdad
10.0 out of 10, Exceptional, (26 reviews)
"Such a beautiful, peaceful area and the cutest home! It was perfect for our large group and Iris was an incredible host. We definitely want to visit again!"
United States
Hannah G.
Kentucky Bourbon Trail: Hot Tub & Game Room

20. 3BR Home Near Hanover College & Madison

3BR Home Near Hanover College & Madison
Hanover
The price is AED 808
AED 1,584 total
includes taxes & fees
16 Nov - 17 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 Pendleton Hotel Reviews