Lodging Image

Holiday 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
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Western Kentucky holiday homes

A covered porch with a wooden floor, a bench, and a small Christmas tree.

1. Bluegrass Bungalow 2 bedrooms with large porch

Bluegrass Bungalow 2 bedrooms with large porch
Owensboro
9.6 out of 10, Exceptional, (44 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 €168
includes taxes & fees
18 Oct - 19 Oct
Bluegrass Bungalow 2 bedrooms with large porch
A living room with a fireplace, a ceiling fan, and a flat-screen TV.

2. 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 €190
includes taxes & fees
18 Oct - 19 Oct
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
A modern living room with a sofa, coffee table, and a dining table.

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

Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
Owensboro
The price is €314
includes taxes & fees
24 Oct - 25 Oct
Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
A two-story house with a front porch, a mailbox, and a street lamp.

4. 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 €308
includes taxes & fees
18 Oct - 19 Oct
Guitars & Harmony II in Historic Greenville with WiFi & beautiful outdoor space
A wooden-floored hallway with a staircase, a bookshelf, and a door with a stained glass window.

5. Downtown Dream in Owensboro Ky

Downtown Dream in Owensboro Ky
Owensboro
9.4 out of 10, Exceptional, (24 reviews)
"Everything was great, perfect location downtown. "
United States
James K.
The price is €387
includes taxes & fees
20 Oct - 21 Oct
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.

6. 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 €306
includes taxes & fees
26 Oct - 27 Oct
4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World
A modern living room with a sectional sofa, a coffee table, and decorative plants.

7. Trendy Two bedroom home centrally located near UE

Trendy Two bedroom home centrally located near UE
Evansville
9.0 out of 10, Wonderful, (11 reviews)
"Would stay again"
United States
Scott D.
The price is €176
includes taxes & fees
19 Oct - 20 Oct
Trendy Two bedroom home centrally located near UE
A modern kitchen with dark cabinets, stainless steel appliances, a granite countertop, and a dishwasher.

8. 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.
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
A living room with blue walls, a ceiling fan, a large clock, a massage chair, a massage table, and a patterned rug.

9. Welcome to simple comfort a like new family friendly home Full of accommodation

Welcome to simple comfort a like new family friendly home Full of accommodation
Owensboro
10.0 out of 10, Exceptional, (22 reviews)
"Great location and the host was easy to communicate with."
United States
Jonathan M.
The price is €233
includes taxes & fees
20 Oct - 21 Oct
Welcome to simple comfort a like new family friendly home Full of accommodation
A room with a wooden barn door, a dining area with blue chairs, and a washing machine in the background.

10. The Clark: Where Superheroes Sleep!

The Clark: Where Superheroes Sleep!
Metropolis
9.8 out of 10, Exceptional, (17 reviews)
"Great place to stay in Metropolis"
United States
Ashley T.
The price is €151
includes taxes & fees
16 Nov - 17 Nov
The Clark: Where Superheroes Sleep!
A cozy living room with a pool table, comfortable seating, and a staircase.

11. 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, (128 reviews)
"Great place with a lot of room. My youth group especially enjoyed the games downstairs"
United States
Andrew D.
The price is €584
includes taxes & fees
18 Oct - 19 Oct
Great for Family Reunions, Hunting Lodge And Pet Friendly!
A modern kitchen with white cabinets, a wooden island, and a gray sofa with yellow pillows.

12. Lake Country House on City Square

Lake Country House on City Square
Princeton
9.8 out of 10, Exceptional, (29 reviews)
"Our stay was excellent and even better we were close to family so we didn't need to travel far after activities."
United States
Stacey S.
The price is €260
includes taxes & fees
18 Oct - 19 Oct
Lake Country House on City Square
A spacious kitchen with a central island, wooden cabinets, and a ceiling fan.

13. Cozy 1-bedroom house on 17 acres in Elizabethtown, IL near the Ohio River.

Cozy 1-bedroom house on 17 acres in Elizabethtown, IL near the Ohio River.
Elizabethtown
10.0 out of 10, Exceptional, (3 reviews)
"Just a wonderful little cabin and extremely helpful host. Loved it"
United States
Jeremiah 33:3 m.
The price is €158
includes taxes & fees
16 Nov - 17 Nov
Cozy 1-bedroom house on 17 acres in Elizabethtown, IL near the Ohio River.
A covered deck with outdoor furniture, a grill, and a planter with greenery.

14. 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, (81 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 €342
includes taxes & fees
18 Oct - 19 Oct
Our home on Lake Malone is the perfect getaway. We call it "The Maya II"!
A modern kitchen with a built-in microwave, stainless steel appliances, and a sink.

15. 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.
Charming Home just minutes from Interstate and Mall
A modern kitchen with white cabinetry, stainless steel appliances, and a window with a view of greenery.

16. Quiet Country Stay: Modern Home Near Paducah

Quiet Country Stay: Modern Home Near Paducah
Cunningham
10.0 out of 10, Exceptional, (4 reviews)
"Host was great. "
United States
Sheila C.
Quiet Country Stay: Modern Home Near Paducah
A large white paddle steamer with multiple decks and a prominent red paddle wheel, floating on a calm river.

17. Deluxe Suite - Bungalow overlooking on the Bluff!

Deluxe Suite - Bungalow overlooking on the Bluff!
Stone Church Precinct
9.2 out of 10, Wonderful, (46 reviews)
"Such a hidden gem here in Southern illinois. We enjoyed ourselves so much. So very peaceful and relaxing. We are now planning another trip to your facility soon."
United States
Erin H.
The price is €152
includes taxes & fees
21 Oct - 22 Oct
Deluxe Suite - Bungalow overlooking on the Bluff!
A modern kitchen with dark cabinets, a large island with stools, and a dining area with chairs.

18. 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 €164
includes taxes & fees
26 Oct - 27 Oct
Cozy Studio home 10min from Murray and 20min from Ky Lake
A dining area with a dark wooden table, black chairs, a chandelier, and a cabinet with glass doors.

19. Becky's Place, Hopkinsville!

Becky's Place, Hopkinsville!
Hopkinsville
9.6 out of 10, Exceptional, (8 reviews)
"Beautiful home! Comfortable stay and Central to all of our activities! We loved the porch!"
United States
Lynda S.
The price is €498
includes taxes & fees
18 Oct - 19 Oct
Becky's Place, Hopkinsville!
A spacious living area with a wooden staircase, a leather recliner, and a round coffee table.

20. Cozy 2-bedroom Milking Parlor in peaceful Logan County near Russellville with AC

Cozy 2-bedroom Milking Parlor in peaceful Logan County near Russellville with AC
Russellville
10.0 out of 10, Exceptional, (7 reviews)
"It was a lovely place to stay…kitchen was well stocked"
United States
Herman D.
The price is €252
includes taxes & fees
18 Oct - 19 Oct
Cozy 2-bedroom Milking Parlor in peaceful Logan County near Russellville with AC
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

Drury Inn & Suites Paducah

Drury Inn & Suites Paducah

10/10 Excellent
"We liked everything although we were there just one night and didn't use the pool. When we arrived there was a free supper buffet and my husband was hungry and very happy we didn't have to go looking for a place to eat. There was also a free breakfast. We definitely recommend this hotel and it's now high on our list."
Vicki 1-night trip
Posted 3 hours ago
Drury Inn & Suites Paducah

Find out more about Western Kentucky

Western Kentucky Holiday Homes information

Number of reviews
542
Accommodation
553 Holiday Homes
Lowest Price
€151
Highest Price
€584

Explore a world of travel with Expedia