Vacation Rentals in Caldwell County

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Our top choices for Caldwell County vacation rentals

10.0 out of 10, Exceptional, (171)
"Great getaway by the lake!!"
United States
Valerie F.
$160 nightly
The price is $175
Dec 28 - Dec 29
Total with taxes and fees
Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby

Vacation Home in Madisonville

Loop Haven in Madisonville Ky.
2.0 star property
9.6 out of 10, Exceptional, (9)
"Clean, quiet and economical home! Thanks for a great stay in Madisonville!"
United States
L'Chelle J.
$310 nightly
The price is $331
Dec 29 - Dec 30
Total with taxes and fees
Loop Haven in Madisonville Ky.
10.0 out of 10, Exceptional, (270)
"Wonderful!We’ve stayed at the same location two times and we absolutely love it!!"
United States
Traci E.
$165 nightly
The price is $187
Jan 1 - Jan 2, 2026
Total with taxes and fees
2of2 Bedroom Suites Overlooking Lake Barkley Old Kuttawa w/ golf cart
10.0 out of 10, Exceptional, (14)
"Place was amazing and owner was very nice."
United States
Linda S.
$215 nightly
The price is $230
Jan 4 - Jan 5, 2026
Total with taxes and fees
Quiet Lake/Hunting cottage super close to boat launch and beach
2.0 star property
$377 nightly
The price is $428
Dec 28 - Dec 29
Total with taxes and fees
Spacious 3BR Home - Near Downtown Hopkinsville

Mobile Home in Cadiz

The Castle at Rock Castle
2.0 star property
10.0 out of 10, Exceptional, (1)
"I hope this place is still there when I come back to Cadiz next year. I loved it. "
United States
Kathy M.
$219 nightly
The price is $233
Dec 28 - Dec 29
Total with taxes and fees
The Castle at Rock Castle
8.6 out of 10, Excellent, (20)
"Visiting friends in the area. This cabin was affordable, clean, quiet, and family friendly. It was convenient to the lake and general store. "
United States
Heidi O.
$140 nightly
The price is $150
Jan 3 - Jan 4, 2026
Total with taxes and fees
Stand alone cabin, sanitized, full kitchen.
9.4 out of 10, Exceptional, (30)
"Beautiful and perfect place to stay for Grand Rivers. Would love to stay there again!"
United States
Sydney R.
$127 nightly
The price is $140
Jan 2 - Jan 3, 2026
Total with taxes and fees
The Funky Little Shack at Grand Rivers - Pet friendly! Wi-fi, smart TV!
9.8 out of 10, Exceptional, (8)
"Great hunting trip!"
United States
Nancy
$140 nightly
The price is $150
Dec 29 - Dec 30
Total with taxes and fees
Quiet and cozy cabin with full kitchen and two bedrooms adjoining Lake Barkley.
9.6 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!"
United States
Julie E.
$480 nightly
The price is $509
Jan 5 - Jan 6, 2026
Total with taxes and fees
Hickory Haven • Lakefront Cabin + Dock
10.0 out of 10, Exceptional, (124)
"Fantastic stay!"
United States
Jason T.
$165 nightly
The price is $187
Jan 1 - Jan 2, 2026
Total with taxes and fees
1of2 Bedroom Suites at Lake Barkley Old Kuttawa, KY - w/ golf cart
8.8 out of 10, Excellent, (5)
"Adorable little cabin and great communication with host"
United States
Kelli W.
$140 nightly
The price is $150
Dec 28 - Dec 29
Total with taxes and fees
Cabin 8 Fish Island Resort Cozy stand alone cabin close to Lake Barkley
$244 nightly
The price is $277
Dec 28 - Dec 29
Total with taxes and fees
New 3-bedroom house in Hopkinsville, walking distance from Jennie Stuart
9.4 out of 10, Exceptional, (40)
"Private and very quiet!!"
United States
Linda M.
$140 nightly
The price is $150
Dec 28 - Dec 29
Total with taxes and fees
Clean, full kitchen, stand alone cabin
10.0 out of 10, Exceptional, (44)
"everyone was helpful and house was clean and comfortable"
United States
fred k.
$247 nightly
The price is $264
Jan 4 - Jan 5, 2026
Total with taxes and fees
Updated cottage across from Lake Barkley, awesome patio, pets welcome!
8.6 out of 10, Excellent, (17)
"Our stay was good the manager was great "
United States
John
$140 nightly
The price is $150
Dec 28 - Dec 29
Total with taxes and fees
Two Bedroom Cabin adjacent to Lake Barkley State Park
9.8 out of 10, Exceptional, (40)
"We went for a long weekend for Mothers Day and was very happy with this place. I’m sure we will rent again"
United States
diana s.
$311 nightly
The price is $333
Dec 28 - Dec 29
Total with taxes and fees
Cutest Cozy Getaway Cottage w/ Sunset Lakeview
9.2 out of 10, Wonderful, (15)
"Good cozy place to stay. Had everything we needed and just out of town. "
United States
Devin S.
$169 nightly
The price is $181
Jan 4 - Jan 5, 2026
Total with taxes and fees
Charming 3-bedroom house in pleasant Marion with AC, fitness room, WiFi.
6.0 out of 10, (1)
"Convenient to visit Hopkinsville downtown but. Very noisy train whistles and traffic noise over night. Not good outside lighting generally. Very clean efficiency unit was original summer porch off kitchen I expect. Drafty but not too bad. Shower could use another curtain. Only a flimsy liner too short. No T P and only one coffee pod. No tea. Minimal effort and trip to close Walmart solves. Cheapest I found so. "
United States
ANGELINA
$181 nightly
The price is $205
Dec 31 - Jan 1, 2026
Total with taxes and fees
Charming Studio apartment in fabulous Hopkinsville with WiFi, AC
9.8 out of 10, Exceptional, (15)
"The view was amazing, and the cabin was gorgeous!"
United States
Rebecca L.
$496 nightly
The price is $526
Jan 4 - Jan 5, 2026
Total with taxes and fees
Ridge Hideaway • Cozy Lakefront Escape
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 Caldwell County Hotel Reviews

Find out more about Caldwell County

Discover your perfect Caldwell County vacation rental with Expedia

How many vacation rentals are available in Caldwell County?


Expedia has plenty of vacation rentals to choose from in and around  Caldwell County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Caldwell County?


The selection of Caldwell County vacation rentals we have selected for you start as low as $140 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Caldwell County?


Vacation rentals in Caldwell County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Caldwell County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Caldwell County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Caldwell 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. 


How do I find the best deal on a vacation rental in Caldwell County?


Find vacation rentals in Caldwell County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Caldwell County.  


What amenities are available in a vacation rental in Caldwell County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Caldwell County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Caldwell County?   


Everytime is a great time to head to Caldwell County! Staying in a Caldwell County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Caldwell County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Caldwell County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Caldwell County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Caldwell County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.