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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Western Kentucky vacation homes

A bathroom with a vanity, a mirror, a sink, a towel rack, and a window with a view of a garden.

1. 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 ￥15,122
￥49,308 total
includes taxes & fees
Nov 14 - Nov 15
Union Station Union Station
An open-plan living area with a sofa, two armchairs, a ceiling fan, and a door leading to a balcony.

2. Loop Haven is an awesome place to stay.

Loop Haven is an awesome place to stay.
Madisonville
9.4 out of 10, Exceptional, (14 reviews)
"Nice clean space with room for everything we needed. Host was quick to always keep us up to date on our reservation, check in and check out.One minor issue was resolved immediately. Would stay here again although it's not fenced in on one side so luckily that was not an issue for us."
United States
Dianne K.
The price is ￥18,374
￥61,069 total
includes taxes & fees
Nov 12 - Nov 13
Loop Haven is an awesome place to stay.
A covered porch with a wooden floor, a bench, and a small Christmas tree.

3. 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 ￥16,165
￥27,783 total
includes taxes & fees
Nov 9 - Nov 10
Bluegrass Bungalow 2 bedrooms with large porch
A spacious dining area with a large wooden table and chairs, a kitchen with white cabinets, and a ceiling with wooden beams.

4. 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 ￥19,968
￥32,407 total
includes taxes & fees
Nov 20 - Nov 21
Littlefield Farmhouse in Princeton, KY
Exterior

5. Stylish Southern Stay for Music Lovers & Getaways!

Stylish Southern Stay for Music Lovers & Getaways!
Owensboro
The price is ￥15,975
￥52,173 total
includes taxes & fees
Nov 15 - Nov 16
Stylish Southern Stay for Music Lovers & Getaways!
A house with a porch, a large planter with red flowers, and a mailbox.

6. Guitars & Harmony

Guitars & Harmony
Central City
9.8 out of 10, Exceptional, (22 reviews)
"Very good communication"
United States
Di
The price is ￥28,368
￥52,368 total
includes taxes & fees
Nov 30 - Dec 1
Guitars & Harmony
A neatly made bed with a 'WELCOME' pillow, a bedside table with a lamp, a ceiling fan, and a 'STAY awhile' sign on the wall.

7. 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 ￥16,403
￥36,085 total
includes taxes & fees
Nov 20 - Nov 21
Cozy Cottage home
A two-story house with a red door, a small porch, and a well-maintained lawn.

8. 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 ￥11,344
￥24,163 total
includes taxes & fees
Nov 9 - Nov 10
1520 Howard St B "HCB"
A two-story house with a front porch, a mailbox, and a street lamp.

9. 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 ￥32,488
￥56,090 total
includes taxes & fees
Nov 16 - Nov 17
Guitars & Harmony II in Historic Greenville with WiFi & beautiful outdoor space
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 ￥18,542
￥54,636 total
includes taxes & fees
Nov 15 - Nov 16
Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a bar area with stools.

11. 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 ￥47,544
￥75,267 total
includes taxes & fees
Nov 9 - Nov 10
Enjoy mama’s House in a quiet little area of Crofton ky
A living room with a fireplace, a ceiling fan, and a flat-screen TV.

12. 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 ￥17,116
￥32,072 total
includes taxes & fees
Nov 9 - Nov 10
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
A modern kitchen with white cabinets, a built-in refrigerator, and a dining area with a marble table and chairs.

13. 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 ￥19,810
￥50,533 total
includes taxes & fees
Nov 15 - Nov 16
3BR Owensboro Home- Fenced Yard- Pet Friendly- Near KWC & Downtown
A modern kitchen with dark cabinets, stainless steel appliances, a granite countertop, and a dishwasher.

14. 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 ￥20,444
￥49,974 total
includes taxes & fees
Nov 29 - Nov 30
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
A modern kitchen with dark cabinets, a large island with stools, and a dining area with chairs.

15. 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 ￥10,697
￥26,993 total
includes taxes & fees
Nov 11 - Nov 12
Cozy Studio home 10min from Murray and 20min from Ky Lake
A wall-mounted dispenser with three compartments labeled shampoo, conditioner, and body wash.

16. 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 ￥22,980
￥52,399 total
includes taxes & fees
Nov 9 - Nov 10
4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World
A wooden-floored hallway with a staircase, a bookshelf, and a door with a stained glass window.

17. 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 ￥23,620
￥78,609 total
includes taxes & fees
Nov 21 - Nov 22
Downtown Dream in Owensboro Ky
A cozy living room with a pool table, comfortable seating, and a staircase.

18. 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 ￥59,430
￥108,835 total
includes taxes & fees
Nov 30 - Dec 1
Great for Family Reunions, Hunting Lodge And Pet Friendly!
A covered deck with outdoor furniture, a grill, and a planter with greenery.

19. 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 ￥29,953
￥57,654 total
includes taxes & fees
Nov 9 - Nov 10
Our home on Lake Malone is the perfect getaway. We call it "The Maya II"!
A living room with blue walls, a ceiling fan, a large clock, a massage chair, a massage table, and a patterned rug.

20. 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 ￥30,354
￥38,887 total
includes taxes & fees
Nov 9 - Nov 10
Welcome to simple comfort a like new family friendly home Full of accommodation
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 Western Kentucky Hotel Reviews

Drury Inn Paducah

Drury Inn Paducah

10/10 Excellent
"Easy check in, helpful staff, quiet space after 10."
Karen 1-night trip
Posted 4 hours ago
Drury Inn Paducah

Find out more about Western Kentucky

Western Kentucky Vacation Homes information

Number of reviews
431
Accommodation
566 Vacation Homes
Lowest Price
￥24,163
Highest Price
￥108,835

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