Top Condo Rentals in Caldwell County in 2026

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Top cities in Caldwell County

A landscaped park with a curved pathway, a pond with water lilies, and buildings in the background.

Fredonia

Find vacation rentals that suit your style

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Caldwell County condo rentals

A wooden building with a covered porch, a staircase, and a sign indicating a restaurant.

1. Grand Rivers, KY ~ Unit B ~ Cozy & Charming ~ near Kentucky & Barkley Lake

Grand Rivers

Angelea H.

SAR 902 total

includes taxes & fees

21 Nov - 22 Nov

A spacious kitchen with a central island, wooden flooring, white cabinetry, and modern lighting fixtures.

2. KY Lake townhome in upscale community, minutes from dining & activities!

Grand Rivers

Jordan H.

3. Grand Rivers, KY - Unit A - Cozy getaway with Cabin Charm near KY & Barkley Lake

Grand Rivers

Robert B.

SAR 956 total

includes taxes & fees

12 Nov - 13 Nov

A spacious living area with a sofa, a leather chair, a dining table with chairs, a television, and a ceiling fan.

4. Charming KY Lake Condo Short Walk to Lake

Gilbertsville

Tammy H.

5. One Bedroom Marina View Condo

Grand Rivers

Tiffany B.

SAR 1,020 total

includes taxes & fees

19 Nov - 20 Nov

A kitchen with granite countertops, a microwave, oven, and refrigerator. There are two wooden chairs and a vase with flowers on the counter.

6. Lakefront Kentucky Lake Condo • Pool • Boat Parking • Sleeps 8 • Big Bear Resort

Benton

Jamie M.

A living room with a fireplace, two striped armchairs, a TV on the wall, and a bookshelf.

7. Three Bedroom Hurst Haven Condo

Grand Rivers

"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This house is in a very convenient location to the pools. It has a screened in front porch where we spent a lot of time enjoying watching deer in the front yard. The house has been newly decorated and looks beautiful inside. The only suggestion...

Lesa M.

SAR 2,232 total

includes taxes & fees

8 Nov - 9 Nov

A covered porch with wicker furniture, a ceiling fan, and large windows offering a view of the outdoors.

8. Four Bedroom Yacht Condo

Grand Rivers

Leigh T.

SAR 3,070 total

includes taxes & fees

19 Nov - 20 Nov

A lakeside view with a dock, two lawn chairs, and a stone fire pit.

9. Condo on the Water with a Dock on Kentucky Lake

Gilbertsville

Elizabeth S.

An aerial view of a lakeside property with multiple houses, a marina, and a boat dock.

10. Relaxing Executive Condo at Big Bear Resort - Kentucky Lake views

Benton

Wes D.

View all properties

Top reviews in Caldwell County

A dining area with yellow walls, wooden tables and chairs, potted plants, and a window with a view of a house.

American Inn Princeton

Princeton

10/10 Excellent

Shan

A bathroom with a bathtub, a sofa, a lamp, and a framed picture on the wall.

Stratton Inn

Princeton

10/10 Excellent

Sandra

A hotel room with two beds, a desk, a chair, a TV, and a bathroom visible in the background.

Relax Inn & Suites

Kuttawa

10/10 Excellent

Tim

A sandy beach with clear water, surrounded by dense forest.

Pennyrile Forest State Resort Park

Dawson Springs

10/10 Excellent

Staff was very nice despite some of the reviews I’ve read about rude or lazy staff! Being African American we were somewhat skeptical after seeing some of the reviews but had no problems what so ever! The staff treated us nice and was very friendly! Room view was excellent! Kids had blast at beach and pool. The other guests were friendly as well! The kids even made some friends to! Arcade was added bonus to keep kids busy! Tips… bring coolers, tons of snacks and grill or hot plate as there are...

Anonymous traveler