Lodging Image

Search Vacation Homes in Western Kentucky

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Western Kentucky vacation homes

1. Nice and Quite place to stay

Nice and Quite place to stay
Madisonville
The price is ¥11,931
¥52,593 total
includes taxes & fees
Nov 17 - Nov 18
Nice and Quite place to stay

2. Union Station Union Station

Union Station Union Station
Madisonville
9.4 out of 10, Exceptional, (6 reviews)
"Was a beautiful house and a lovey stay! "
United States
Rhonda P.
The price is ¥17,424
¥49,881 total
includes taxes & fees
Nov 17 - Nov 18
Union Station Union Station

3. Sweet Dreams in Sacramento

Sweet Dreams in Sacramento
Sacramento
8.4 out of 10, Very good, (6 reviews)
"This the second time that we have stayed at this location for the Civil War reenactment "
United States
Paul R.
The price is ¥12,685
¥35,982 total
includes taxes & fees
Dec 1 - Dec 2
Sweet Dreams in Sacramento

4. Bluegrass Bungalow 2 bedrooms with large porch

Bluegrass Bungalow 2 bedrooms with large porch
Owensboro
9.6 out of 10, Exceptional, (45 reviews)
"This was a great house in a perfect location for our stay in Owensboro. Really enjoyed our stay."
United States
Jennifer A.
The price is ¥16,189
¥27,825 total
includes taxes & fees
Nov 19 - Nov 20
Bluegrass Bungalow 2 bedrooms with large porch

5. Littlefield Farmhouse in Princeton, KY

Littlefield Farmhouse in Princeton, KY
Princeton
10.0 out of 10, Exceptional, (45 reviews)
"Wonderful place to stay!"
United States
Beverly W.
The price is ¥22,221
¥33,474 total
includes taxes & fees
Dec 2 - Dec 3
Littlefield Farmhouse in Princeton, KY

6. The Bluegrass Barbie

The Bluegrass Barbie
Owensboro
10.0 out of 10, Exceptional, (1 review)
"After staying for several weeks, we can say with confidence that our host, Kelsey, and the Bluegrass Barbie house exceeded our expectations! Kelsey was so friendly and made our experience an easy one. She was accessible to us, very responsive, and accommodating throughout our stay. She made the process seamless. The home has great curb appeal and is located in a nice neighborhood where we felt very safe. We felt welcomed when we walked in the door. Inside, the home was very clean throughout...
United States
Jessica S.
The price is ¥14,142
¥44,089 total
includes taxes & fees
Nov 18 - Nov 19
The Bluegrass Barbie

7. Stylish Southern Stay for Music Lovers & Getaways!

Stylish Southern Stay for Music Lovers & Getaways!
Owensboro
The price is ¥15,999
¥52,065 total
includes taxes & fees
Nov 18 - Nov 19
Stylish Southern Stay for Music Lovers & Getaways!

8. Guitars & Harmony

Guitars & Harmony
Central City
9.8 out of 10, Exceptional, (22 reviews)
"Very good communication"
United States
Di
The price is ¥28,411
¥52,448 total
includes taxes & fees
Dec 5 - Dec 6
Guitars & Harmony

9. Enjoy mama’s House in a quiet little area of Crofton ky

Enjoy mama’s House in a quiet little area of Crofton ky
Crofton
10.0 out of 10, Exceptional, (3 reviews)
"We stayed here because my son got married at Burdoc Farms Oct 17th, 2026. The house was so cute, very clean and about 10 minutes from the venue. Any messages I sent to Phyllis, she got back to me promptly. The only downside was we would get back so late from setting up/wedding that it was too chilly to enjoy the front/back porch and gaze at all the stars. It’s just over a 2 hr drive (from Louisville) so if I needed a quick weekend reset, this would be the perfect quiet place to unwind."
United States
Shawn F.
The price is ¥47,616
¥75,381 total
includes taxes & fees
Nov 23 - Nov 24
Enjoy mama’s House in a quiet little area of Crofton ky

10. Cozy Cottage home

Cozy Cottage home
Owensboro
10.0 out of 10, Exceptional, (5 reviews)
"Cute little cottage! We were in town for my son’s tournament and it worked great for a short stay with me, my husband and our two sons. Host had great communication and hospitality. Will book again if travel brings us back to this area. "
United States
Kristen C.
The price is ¥16,428
¥34,646 total
includes taxes & fees
Nov 20 - Nov 21
Cozy Cottage home

11. Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!

Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
Owensboro
9.8 out of 10, Exceptional, (37 reviews)
"House was clean and friendly host."
United States
Danielle B.
The price is ¥17,142
¥31,935 total
includes taxes & fees
Nov 15 - Nov 16
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!

12. Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat

Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
Owensboro
The price is ¥18,570
¥54,531 total
includes taxes & fees
Nov 18 - Nov 19
Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat

13. Guitars & Harmony II in Historic Greenville with WiFi & beautiful outdoor space

Guitars & Harmony II in Historic Greenville with WiFi & beautiful outdoor space
Greenville
10.0 out of 10, Exceptional, (10 reviews)
"Awesome stay "
United States
Gregory S.
The price is ¥32,538
¥56,176 total
includes taxes & fees
Nov 16 - Nov 17
Guitars & Harmony II in Historic Greenville with WiFi & beautiful outdoor space

14. 1520 Howard St B "HCB"

1520 Howard St B "HCB"
Evansville
10.0 out of 10, Exceptional, (2 reviews)
"Nice place to stay, except for the traffic noise all night and the next door tenants that don't leave room for everyone to park."
United States
scott c.
The price is ¥12,072
¥25,563 total
includes taxes & fees
Nov 15 - Nov 16
1520 Howard St B "HCB"

15. 1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio

1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
Owensboro
10.0 out of 10, Exceptional, (25 reviews)
"We were in town for my daughter’s graduation, it was a 10 out of 10. We couldn’t have asked for a better place to stay. "
United States
Johnny J.
The price is ¥20,475
¥50,049 total
includes taxes & fees
Nov 29 - Nov 30
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio

16. 3BR Owensboro Home- Fenced Yard- Pet Friendly- Near KWC & Downtown

3BR Owensboro Home- Fenced Yard- Pet Friendly- Near KWC & Downtown
Owensboro
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful time here. The home was easy to check in to and the host was very responsive."
United States
Isaac D.
The price is ¥21,268
¥52,103 total
includes taxes & fees
Nov 15 - Nov 16
3BR Owensboro Home- Fenced Yard- Pet Friendly- Near KWC & Downtown

17. 4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World

4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World
Owensboro
10.0 out of 10, Exceptional, (43 reviews)
"Extremely well-maintained property stocked with everything you could need. Host was accessible and very helpful."
United States
John
The price is ¥23,014
¥50,423 total
includes taxes & fees
Nov 16 - Nov 17
4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World

18. Downtown Dream in Owensboro Ky

Downtown Dream in Owensboro Ky
Owensboro
9.4 out of 10, Exceptional, (26 reviews)
"Everything was great, perfect location downtown. "
United States
James K.
The price is ¥14,913
¥68,271 total
includes taxes & fees
Nov 17 - Nov 18
Downtown Dream in Owensboro Ky

19. Great for Family Reunions, Hunting Lodge And Pet Friendly!

Great for Family Reunions, Hunting Lodge And Pet Friendly!
Crofton
9.8 out of 10, Exceptional, (130 reviews)
"Great place with a lot of room. My youth group especially enjoyed the games downstairs"
United States
Andrew D.
The price is ¥59,520
¥108,999 total
includes taxes & fees
Nov 28 - Nov 29
Great for Family Reunions, Hunting Lodge And Pet Friendly!

20. The Clark: Where Superheroes Sleep!

The Clark: Where Superheroes Sleep!
Metropolis
9.8 out of 10, Exceptional, (19 reviews)
"This property is amazing and the attention to detail is fantastic. We had a super stay and hope to come back soon!"
United States
Mallory H.
The price is ¥17,618
¥24,895 total
includes taxes & fees
Nov 16 - Nov 17
The Clark: Where Superheroes Sleep!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Western Kentucky Hotel Reviews

Find out more about Western Kentucky

Western Kentucky Vacation Homes information

Number of reviews
296
Accommodation
566 Vacation Homes
Lowest Price
¥24,895
Highest Price
¥108,999