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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Western Kentucky vacation homes

A living room with two sofas, a coffee table, a rug, and a bookshelf.

1. Nice and Quite place to stay

Nice and Quite place to stay
Madisonville
The price is ￥13,062
￥58,580 total
includes taxes & fees
Oct 31 - Nov 1
Nice and Quite place to stay
A covered porch with a wooden floor, a bench, and a small Christmas tree.

2. 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 ￥16,064
￥29,092 total
includes taxes & fees
Oct 29 - Oct 30
Bluegrass Bungalow 2 bedrooms with large porch
A spacious living room with hardwood floors, a wooden coffee table, a sofa, and a chandelier.

3. 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 ￥22,049
￥36,588 total
includes taxes & fees
Nov 20 - Nov 21
Littlefield Farmhouse in Princeton, KY
A modern kitchen with dark cabinets, stainless steel appliances, a granite countertop, and a dishwasher.

4. 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, (24 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 ￥17,403
￥48,644 total
includes taxes & fees
Nov 1 - Nov 2
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
A house with a porch, a large planter with red flowers, and a mailbox.

5. Guitars & Harmony

Guitars & Harmony
Central City
9.8 out of 10, Exceptional, (22 reviews)
"Very good communication"
United States
Di
The price is ￥26,301
￥52,224 total
includes taxes & fees
Nov 19 - Nov 20
Guitars & Harmony
Exterior

6. Stylish Southern Stay for Music Lovers & Getaways!

Stylish Southern Stay for Music Lovers & Getaways!
Owensboro
The price is ￥15,875
￥54,071 total
includes taxes & fees
Nov 3 - Nov 4
Stylish Southern Stay for Music Lovers & Getaways!
A living room with a fireplace, a ceiling fan, and a flat-screen TV.

7. 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)
"Very nice home with great amenities and owner was really great and helpful with any questions and needs."
United States
Brad H.
The price is ￥17,009
￥33,355 total
includes taxes & fees
Nov 1 - Nov 2
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a bar area with stools.

8. 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 ￥47,247
￥78,580 total
includes taxes & fees
Nov 3 - Nov 4
Enjoy mama’s House in a quiet little area of Crofton ky
A two-story house with a red door, a small porch, and a well-maintained lawn.

9. 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.
1520 Howard St B "HCB"
A modern living room with a sofa, coffee table, and a dining table.

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

Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
Owensboro
The price is ￥18,426
￥56,517 total
includes taxes & fees
Nov 3 - Nov 4
Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
A two-story house with a front porch, a mailbox, and a street lamp.

11. 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 ￥29,451
￥55,034 total
includes taxes & fees
Oct 29 - Oct 30
Guitars & Harmony II in Historic Greenville with WiFi & beautiful outdoor space
A cozy living room with a pool table, comfortable seating, and a staircase.

12. 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 ￥59,059
￥108,155 total
includes taxes & fees
Nov 28 - Nov 29
Great for Family Reunions, Hunting Lodge And Pet Friendly!
A fountain with animal sculptures, a red umbrella, and a building with arches and a tower.

13. Superior Suite- Bungalow overlooking the River

Superior Suite- Bungalow overlooking the River
Stone Church Precinct
9.4 out of 10, Exceptional, (32 reviews)
"Peaceful clean room"
United States
kevin
The price is ￥18,189
￥28,004 total
includes taxes & fees
Oct 29 - Oct 30
Superior Suite- Bungalow overlooking the River
A wooden-floored hallway with a staircase, a bookshelf, and a door with a stained glass window.

14. 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 ￥17,859
￥75,590 total
includes taxes & fees
Nov 1 - Nov 2
Downtown Dream in Owensboro Ky
A modern living room with a grey sofa, a coffee table, and a dining area with wooden chairs and a table.

15. 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 ￥22,836
￥54,479 total
includes taxes & fees
Oct 29 - Oct 30
4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World
A room with a wooden barn door, a dining area with blue chairs, and a washing machine in the background.

16. The Clark: Where Superheroes Sleep!

The Clark: Where Superheroes Sleep!
Metropolis
9.8 out of 10, Exceptional, (18 reviews)
"Great place to stay in Metropolis"
United States
Ashley T.
The price is ￥17,481
￥26,037 total
includes taxes & fees
Nov 1 - Nov 2
The Clark: Where Superheroes Sleep!
A hot tub in an outdoor setting with a wooden deck and lounge chairs.

17. Perfect Couples Retreat - firepit

Perfect Couples Retreat - firepit
Carlisle County
The price is ￥19,324
￥29,367 total
includes taxes & fees
Oct 29 - Oct 30
Perfect Couples Retreat - firepit
A modern kitchen with a built-in microwave, stainless steel appliances, and a sink.

18. Charming Home just minutes from Interstate and Mall

Charming Home just minutes from Interstate and Mall
Kevil
10.0 out of 10, Exceptional, (26 reviews)
"Location was great. Beds were so comfortable, place was so clean and nice. Very cute place to stay. Would stay here again!"
United States
Deannena H.
The price is ￥17,324
￥32,331 total
includes taxes & fees
Oct 29 - Oct 30
Charming Home just minutes from Interstate and Mall
A modern kitchen with dark cabinets, a large island with stools, and a dining area with chairs.

19. Cozy Studio home 10min from Murray and 20min from Ky Lake

Cozy Studio home 10min from Murray and 20min from Ky Lake
Murray
9.8 out of 10, Exceptional, (125 reviews)
"Fantastic stay! Very clean and spacious. Will definitely be back!"
United States
Denise H.
The price is ￥10,631
￥28,215 total
includes taxes & fees
Nov 2 - Nov 3
Cozy Studio home 10min from Murray and 20min from Ky Lake
A campfire surrounded by a stone fire pit, with a dock extending into a calm lake.

20. Our home on Lake Malone is the perfect getaway. We call it "The Maya II"!

Our home on Lake Malone is the perfect getaway. We call it "The Maya II"!
Lewisburg
9.8 out of 10, Exceptional, (82 reviews)
"Nice place on the water. We really enjoyed being able to dock our boat. The only issue we had was no parking for a boat trailer."
United States
Andrew W.
The price is ￥29,766
￥60,420 total
includes taxes & fees
Oct 29 - Oct 30
Our home on Lake Malone is the perfect getaway. We call it "The Maya II"!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Western Kentucky Hotel Reviews

Fairfield Inn by Marriott Owensboro

Fairfield Inn by Marriott Owensboro

10/10 Excellent
"Very clean and comfortable!"
Teresa 2-night trip
Posted 23 hours ago
Fairfield Inn by Marriott Owensboro

Find out more about Western Kentucky

Western Kentucky Vacation Homes information

Number of reviews
458
Accommodation
566 Vacation Homes
Lowest Price
￥26,037
Highest Price
￥108,155

Explore a world of travel with Expedia