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Holiday Rentals in Caldwell County

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Our top choices for Caldwell County holiday rentals

A spacious dining area with a large wooden table and chairs, a kitchen with white cabinets, and a ceiling with wooden beams.

1. Littlefield Farmhouse in Princeton, KY

Littlefield Farmhouse in Princeton, KY
Princeton
10.0 out of 10, Exceptional, (44 reviews)
"Great place to stay! The house was spotless and very comfortable. The hosts were great. We will definitely be returning for another stay!"
United States
Beverly W.
The price is €167
includes taxes & fees
1 Oct - 2 Oct
Littlefield Farmhouse in Princeton, KY
A modern kitchen with white cabinets, a wooden island, and a gray sofa with yellow pillows.

2. Lake Country House on City Square

Lake Country House on City Square
Princeton
9.8 out of 10, Exceptional, (29 reviews)
"Host was great to work with. House was very spacious and comfortable. Will definitely stay again."
United States
Beverly W.
The price is €260
includes taxes & fees
27 Sept - 28 Sept
Lake Country House on City Square
A two-story lodge with a balcony, outdoor seating, and a 'Lodging' sign.

3. 2of2 Bedroom Suites Overlooking Lake Barkley Old Kuttawa w/ golf cart

2of2 Bedroom Suites Overlooking Lake Barkley Old Kuttawa w/ golf cart
Kuttawa
10.0 out of 10, Exceptional, (291 reviews)
"Great host and very comfortable "
United States
Jon F.
The price is €175
includes taxes & fees
28 Sept - 29 Sept
2of2 Bedroom Suites Overlooking Lake Barkley Old Kuttawa w/ golf cart
A small cabin with a porch, surrounded by trees and gravel.

4. Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby

Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby
Crofton
9.8 out of 10, Exceptional, (192 reviews)
"Loved the cabin!! Will definitely rent again."
United States
Barbara
The price is €157
includes taxes & fees
4 Oct - 5 Oct
Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby
A cabin with a green roof, a porch with a wooden railing, and a stone foundation.

5. Wilderness Retreat

Wilderness Retreat
Cadiz
10.0 out of 10, Exceptional, (31 reviews)
"Very nice and relaxing place to stay for a few nights"
United States
James
The price is €182
includes taxes & fees
7 Oct - 8 Oct
Wilderness Retreat
A covered porch with wooden railings, a patterned rug, and a view of a wooded area.

6. Cozy 2-bedroom cabin nestled in the woods adjoining Pennyrile Forest State Park.

Cozy 2-bedroom cabin nestled in the woods adjoining Pennyrile Forest State Park.
Crofton
10.0 out of 10, Exceptional, (68 reviews)
"The place was very quiet and peaceful. I really enjoyed the calm atmosphere. It was a great place to relax and enjoy some peace and quiet. Everything was clean and comfortable, and I had a very nice stay."
United States
Anahyte
The price is €258
includes taxes & fees
4 Oct - 5 Oct
Cozy 2-bedroom cabin nestled in the woods adjoining Pennyrile Forest State Park.
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

7. Brand New, Conveniently Located In Marion, KY

Brand New, Conveniently Located In Marion, KY
Marion
9.4 out of 10, Exceptional, (16 reviews)
"Beautifully decorated with amazing attention to detail. Very clean and located in Marion. Every thing you would need for a relaxing stay. "
United States
Carol B.
The price is €233
includes taxes & fees
27 Sept - 28 Sept
Brand New, Conveniently Located In Marion, KY

8. Quaint cottage with 3 queen beds and screened porch.

Quaint cottage with 3 queen beds and screened porch.
Crofton
10.0 out of 10, Exceptional, (93 reviews)
"Would definitely stay here again!"
United States
Becky S.
The price is €272
includes taxes & fees
28 Sept - 29 Sept
Quaint cottage with 3 queen beds and screened porch.
A log cabin interior with a dining area, large windows, and a ceiling light fixture.

9. Lakefront Family Retreat • Dock • Hot Tub & Games

Lakefront Family Retreat • Dock • Hot Tub & Games
Cadiz
9.0 out of 10, Wonderful, (35 reviews)
"Pet friendly, beautiful fire pit by the water, good fishing, very clean, cabin like feel, hot tub was nice. Would definitely recommend!!"
United States
Brad D.
The price is €385
includes taxes & fees
29 Sept - 30 Sept
Lakefront Family Retreat • Dock • Hot Tub & Games
A living room with a patterned armchair, two grey sofas, a wooden floor, and a window with curtains.

10. 3-bedroom farmhouse just minutes from Barkley Lake perfect for relaxing getaways

3-bedroom farmhouse just minutes from Barkley Lake perfect for relaxing getaways
Marion
10.0 out of 10, Exceptional, (2 reviews)
"Super lovely spot out in the country surrounded by a cornfield. Very relaxing atmosphere, host paid attention to detail setting up the house. Loved my experience."
United States
jessica
The price is €140
includes taxes & fees
30 Sept - 1 Oct
3-bedroom farmhouse just minutes from Barkley Lake perfect for relaxing getaways
A single-story house with a front porch, surrounded by a well-maintained lawn and two large trees.

11. Quiet 3-bedroom house in Mexico, Kentucky

Quiet 3-bedroom house in Mexico, Kentucky
Marion
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful country "
United States
Sue M.
The price is €191
includes taxes & fees
5 Oct - 6 Oct
Quiet 3-bedroom house in Mexico, Kentucky
A covered deck with wooden chairs and a view of a lake.

12. Remodeled Lakefront Retreat with Hot Tub

Remodeled Lakefront Retreat with Hot Tub
Lyon County
10.0 out of 10, Exceptional, (4 reviews)
"We had an amazing stay at this property! The location was fantastic—convenient and quiet. The home itself was exceptionally clean, comfortable, and well-equipped with everything we needed for a relaxing trip. The host was responsive, welcoming, and provided clear check-in instructions. We would gladly stay here again and highly recommend it to anyone visiting the area!"
United States
Eric B.
The price is €617
includes taxes & fees
27 Sept - 28 Sept
Remodeled Lakefront Retreat with Hot Tub
A room with a pool table, a foosball table, and a dining table with chairs.

13. Southern Charm · Cheerful Vacation Home right by the lake!

Southern Charm · Cheerful Vacation Home right by the lake!
Cadiz
9.2 out of 10, Wonderful, (40 reviews)
"Enjoyed the house"
United States
kim g.
Southern Charm · Cheerful Vacation Home right by the lake!
A cozy cabin interior with a wooden ceiling, a brown leather sofa, a dining table, and a kitchen area visible through an open door.

14. Fishin' Hole

Fishin' Hole
Cadiz
9.8 out of 10, Exceptional, (40 reviews)
"Property was private, clean, and great value."
United States
blakeley l.
The price is €182
includes taxes & fees
8 Oct - 9 Oct
Fishin' Hole
A compact living space with a kitchenette, a sofa, and a television.

15. The Funky Little Shack at Grand Rivers - Pet friendly! Wi-fi, smart TV!

The Funky Little Shack at Grand Rivers - Pet friendly! Wi-fi, smart TV!
Grand Rivers
9.6 out of 10, Exceptional, (53 reviews)
"Everything about this stay was awesome!! "
United States
Casey S.
The price is €132
includes taxes & fees
1 Oct - 2 Oct
The Funky Little Shack at Grand Rivers - Pet friendly! Wi-fi, smart TV!
A motel with a covered entrance, a sign indicating 'Kentucky-Barkley Lakes Inn,' and a clear blue sky.

16. 2 Queen Beds | Non-Smoking, Micfridge

2 Queen Beds | Non-Smoking, Micfridge
Grand Rivers
10.0 out of 10, Exceptional, (100 reviews)
"Clean facilities and great location made this an ideal choice for my short stay in Balch Springs."
United States
Anonymous traveller
The price is €67
includes taxes & fees
27 Sept - 28 Sept
2 Queen Beds | Non-Smoking, Micfridge
A living room with a wooden floor, a sofa, a television mounted on the wall, and a door with a window.

17. Cabin 8 Fish Island Resort Cozy stand alone cabin close to Lake Barkley

Cabin 8 Fish Island Resort Cozy stand alone cabin close to Lake Barkley
Cadiz
9.2 out of 10, Wonderful, (7 reviews)
"Adorable little cabin and great communication with host"
United States
Kelli W.
The price is €136
includes taxes & fees
27 Sept - 28 Sept
Cabin 8 Fish Island Resort Cozy stand alone cabin close to Lake Barkley
A wooden deck with a railing overlooking a lake, surrounded by trees.

18. Lake Front, Sunrise, Dock, Kayaks + Game Room

Lake Front, Sunrise, Dock, Kayaks + Game Room
Cadiz
9.8 out of 10, Exceptional, (35 reviews)
"Had a great time! Place was beautiful! "
United States
Anonymous traveller
The price is €464
includes taxes & fees
27 Oct - 28 Oct
Lake Front, Sunrise, Dock, Kayaks + Game Room
A small, single-story building with a covered porch and a small window.

19. Clean, full kitchen, stand alone cabin adjoining Lake Barkley State Park

Clean, full kitchen, stand alone cabin adjoining Lake Barkley State Park
Cadiz
8.0 out of 10, Very good, (10 reviews)
"We had a wonderful night's rest at the resort!"
United States
Maria W.
The price is €136
includes taxes & fees
27 Sept - 28 Sept
Clean, full kitchen, stand alone cabin adjoining Lake Barkley State Park
A window box with a variety of flowers, a building exterior, and a gravel area.

20. Two Bedroom Cabin adjacent to Lake Barkley State Park

Two Bedroom Cabin adjacent to Lake Barkley State Park
Cadiz
8.8 out of 10, Excellent, (18 reviews)
"Our stay was good the manager was great "
United States
John
Two Bedroom Cabin adjacent to Lake Barkley State Park
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

Baymont by Wyndham Madisonville

Baymont by Wyndham Madisonville

8/10 Good
"Clean room. Bathroom needs updating and a new tub drain. Shower head was nice and strong."
Susan 1-night trip
Posted 2 hours ago
Baymont by Wyndham Madisonville

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Holiday Homes in Caldwell County

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