Holiday Rentals in Caldwell County
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Our top choices for Caldwell County holiday rentals
10.0 out of 10, Exceptional, (170)
"Really enjoyed our stay!"
Michael B.
The price is €153
includes taxes & fees
21 Dec - 22 Dec
Holiday Home in Madisonville
Loop Haven in Madisonville Ky.9.6 out of 10, Exceptional, (9)
"Clean, quiet and economical home! Thanks for a great stay in Madisonville!"
L'Chelle J.
The price is €281
includes taxes & fees
20 Dec - 21 Dec
Holiday Home in Hopkinsville
Spacious 3BR Home - Near Downtown Hopkinsville
Holiday Home in Crofton
Pets, Families & Hunters Welcome10.0 out of 10, Exceptional, (23)
"The perfect place, everything was great! Property is beautiful! "
Jacy E.
The price is €229
includes taxes & fees
21 Dec - 22 Dec
Holiday Home in Hopkinsville
New 3-bedroom house in Hopkinsville, walking distance from Jennie StuartThe price is €241
includes taxes & fees
2 Jan - 3 Jan 2026
Cabin in cadiz
Hickory Haven • Lakefront Cabin + Dock9.6 out of 10, Exceptional, (5)
"Very cool log cabin with PLENTY of space to spread out. The kayaks and paddle boat were very fun to take out. And probably the best part was the view of the stars from the awesome fire pit and dock. Truly amazing for star gazing!"
Julie E.
Holiday Home in Cadiz
Updated cottage across from Lake Barkley, awesome patio, pets welcome!10.0 out of 10, Exceptional, (44)
"everyone was helpful and house was clean and comfortable"
fred k.
The price is €239
includes taxes & fees
31 Dec - 1 Jan 2026
Cottage in Cadiz
Quiet Lake/Hunting cottage super close to boat launch and beach10.0 out of 10, Exceptional, (14)
"Place was amazing and owner was very nice."
Linda S.
The price is €204
includes taxes & fees
21 Dec - 22 Dec
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.
Top Caldwell County Hotel Reviews
Hampton Inn by Hilton of Kuttawa/Eddyville
10/10 Excellent
Find out more about Caldwell County
Holiday Homes in Caldwell County
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Look no further and take a look at our great range of rental properties in Caldwell County!