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Vacation Homes in Kentucky

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Top Cities in Kentucky

A modern building with a cylindrical structure and a glass facade.
Vacation HomesVacation Homes

Louisville

Louisville

Our top choices for Kentucky holiday homes

A swimming pool with lounge chairs, a hot tub, and a covered patio area.

1. 💙 BOURBON TRAIL on LAKE, HEATED POOL, GAME RM, PICKLEBALL, THEATRE, GOLF SIMULATOR!

💙 BOURBON TRAIL on LAKE, HEATED POOL, GAME RM, PICKLEBALL, THEATRE, GOLF SIMULATOR!
Lawrenceburg
10.0 out of 10, Exceptional, (8 reviews)
💙 BOURBON TRAIL on LAKE, HEATED POOL, GAME RM, PICKLEBALL, THEATRE, GOLF SIMULATOR!
A spacious living area with a stone wall, wooden ceiling beams, a large chandelier, and a dining area with a stone countertop and bar stools.

2. 7 BR Lake Barkley Estate - Perfect for Family Gatherings, Reunions & Retreats

7 BR Lake Barkley Estate - Perfect for Family Gatherings, Reunions & Retreats
Cadiz
9.8 out of 10, Exceptional, (88 reviews)
"This is a beautiful home with tons of room inside and out. When we weren’t outside, my family loved to hang out in the game room. The host was great to work with. I highly recommend this property for your next trip to Lake Barkley."
United States
Ginger W.
7 BR Lake Barkley Estate - Perfect for Family Gatherings, Reunions & Retreats
A covered patio with a piano, a hot tub, and outdoor furniture.

3. The Bunkhouse @Dragonfly Ranch is made to make you feel like home away from home

The Bunkhouse @Dragonfly Ranch is made to make you feel like home away from home
Cub Run
9.8 out of 10, Exceptional, (72 reviews)
"The bunkhouse was incredibly clean and tidy, we all had an amazing stay and even ended up booking and extra night! The horses were fun to watch and next time we will definitely try and go out on a trail ride. Highly recommend, host was lovely and welcoming and we felt at home here so much so that it was really hard to leave!"
United States
Misty F.
The price is HK$1,200
HK$1,781 total
includes taxes & fees
7 Sept - 8 Sept
The Bunkhouse @Dragonfly Ranch is made to make you feel like home away from home
A living room with a fireplace, leather armchairs, a coffee table, and a painting on the wall.

4. New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
South Louisville
9.8 out of 10, Exceptional, (45 reviews)
"Great stay and great host"
United States
Chayil B.
The price is HK$423
HK$1,492 total
includes taxes & fees
9 Sept - 10 Sept
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

5. Charming home in the heart of the city!

Charming home in the heart of the city!
Irish Hill
9.8 out of 10, Exceptional, (32 reviews)
"Lovely, walkable location!"
United States
Andrea S.
Charming home in the heart of the city!
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a dining table set with white plates and glasses.

6. Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.

Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.
Cave City
9.4 out of 10, Exceptional, (49 reviews)
"Perfect location for all the hiking trails and amazing coffee shop downtown!"
United States
Ami
The price is HK$699
HK$1,694 total
includes taxes & fees
8 Sept - 9 Sept
Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.
A small cabin with a porch, a table, and chairs outside.

7. Charming 2-bedroom house with Hot Tub 1.5 miles from Cave Run lake

Charming 2-bedroom house with Hot Tub 1.5 miles from Cave Run lake
Morehead
10.0 out of 10, Exceptional, (21 reviews)
"The place was absolutely beautiful. I really enjoyed the peacefulness of the area. The place was very clean and overall a great experience."
United States
Ernest
Charming 2-bedroom house with Hot Tub 1.5 miles from Cave Run lake
A wooden interior with a kitchen area, including a microwave and cabinets.

8. Hikers Gem• Handcrafted Cabin in RRG • Pet Friendly• Fire Pit

Hikers Gem• Handcrafted Cabin in RRG • Pet Friendly• Fire Pit
Pine Ridge
9.6 out of 10, Exceptional, (57 reviews)
"Very clean and perfect for a couple nights in the Gorge. Definitely hope to visit again!"
United States
Stephanie P.
Hikers Gem• Handcrafted Cabin in RRG • Pet Friendly• Fire Pit
A modern living room with a brown leather sofa, a wooden floor, and a black spiral staircase.

9. Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!

Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!
Springfield
10.0 out of 10, Exceptional, (13 reviews)
"Great location and the host was so wonderful! Will definitely stay again! "
United States
Lucy W.
The price is HK$882
HK$1,868 total
includes taxes & fees
4 Sept - 5 Sept
Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!
A modern living room with a sofa, coffee table, and a TV. A kitchen with appliances and a dining area is visible in the background.

10. The Caldwell - Germantown Highlands

The Caldwell - Germantown Highlands
Germantown
10.0 out of 10, Exceptional, (61 reviews)
"Amazing place to stay"
United States
Chris M.
The price is HK$769
HK$1,758 total
includes taxes & fees
7 Sept - 8 Sept
The Caldwell - Germantown Highlands
A modern living room with two leather sofas, a black lamp, and framed pictures on the wall.

11. Stylish 2BR Retreat Minutes from NuLu & Downtown!

Stylish 2BR Retreat Minutes from NuLu & Downtown!
Smoketown Jackson
10.0 out of 10, Exceptional, (30 reviews)
"Spacious, walking distance to several eateries, decor is simple but wonderful"
United States
Ca S.
Stylish 2BR Retreat Minutes from NuLu & Downtown!
A single-story house with a front porch, a garage, and a well-maintained lawn.

12. 2 BR Beautiful new home near Mammoth Cave.

2 BR Beautiful new home near Mammoth Cave.
Cave City
9.8 out of 10, Exceptional, (92 reviews)
"Awesome place to stay. Great location! Very clean and as advertised "
United States
Joey
The price is HK$660
HK$1,116 total
includes taxes & fees
10 Sept - 11 Sept
2 BR Beautiful new home near Mammoth Cave.
A spacious living room with a large blue sofa, a patterned armchair, and a dining area with a chandelier.

13. Old Glory - NEWER LISTING / FULLY RENOVATED

Old Glory - NEWER LISTING / FULLY RENOVATED
Williamstown
10.0 out of 10, Exceptional, (138 reviews)
"Really nice and clean property. Everything we required."
United States
Charmaine
The price is HK$1,334
HK$2,672 total
includes taxes & fees
6 Sept - 7 Sept
Old Glory - NEWER LISTING / FULLY RENOVATED
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

14. Blue Holler’s back entrance is 2 driveways down, near Mammoth Cave and Nolin Lk

Blue Holler’s back entrance is 2 driveways down, near Mammoth Cave and Nolin Lk
Mammoth Cave
9.8 out of 10, Exceptional, (62 reviews)
"Great location and lovely home. Will be booking again!"
United States
Tracy M.
The price is HK$1,447
HK$2,814 total
includes taxes & fees
9 Sept - 10 Sept
Blue Holler’s back entrance is 2 driveways down, near Mammoth Cave and Nolin Lk
A fire pit with logs, a green chair, and a wooden deck overlooking a body of water.

15. 4-Bedroom Lake-side Retreat with New Dock!

4-Bedroom Lake-side Retreat with New Dock!
Harrodsburg
9.4 out of 10, Exceptional, (19 reviews)
"Very nice home, excellent dock and easy to get too. Great location. "
United States
Chris B.
4-Bedroom Lake-side Retreat with New Dock!
A modern living room with a sofa, coffee table, and dining area with chairs.

16. Bhie Lovely Hideaway | RRG | Peaceful | Cozy Stay. Stanton location, just steps from Kroger and a short 15-minute drive to Natural Bridge. Ideal home base for hikers + climbers, featuring a modern kitchen, firepit, grill, covered patio

Bhie Lovely Hideaway | RRG | Peaceful | Cozy Stay. Stanton location, just steps from Kroger and a short 15-minute drive to Natural Bridge. Ideal home base for hikers + climbers, featuring a modern kitchen, firepit, grill, covered patio
Stanton
10.0 out of 10, Exceptional, (27 reviews)
"It was perfect! Clean, cozy, private"
United States
sue w.
Bhie Lovely Hideaway | RRG | Peaceful | Cozy Stay. Stanton location, just steps from Kroger and a short 15-minute drive to Natural Bridge. Ideal home base for hikers + climbers, featuring a modern kitchen, firepit, grill, covered patio
A natural rock pool with a waterfall, surrounded by large rocks and a cave-like rock formation.

17. Modern RRG Cabin | Epic Treetop Views | Hot Tub & Fire Pit

Modern RRG Cabin | Epic Treetop Views | Hot Tub & Fire Pit
Rogers
10.0 out of 10, Exceptional, (47 reviews)
"It was a perfect place to spend the weekend with my kids, planning to go back soon"
United States
Yanaris L.
The price is HK$1,176
HK$2,198 total
includes taxes & fees
7 Sept - 8 Sept
Modern RRG Cabin | Epic Treetop Views | Hot Tub & Fire Pit
A porch with two blue Adirondack chairs, a potted plant, and a view of a white house in the background.

18. Waterworks come to relax

Waterworks come to relax
Williamstown
10.0 out of 10, Exceptional, (217 reviews)
"Great place and very clean. Close to Noah's Ark experience, which is why we were there."
United States
Karen J.
Waterworks come to relax
A modern living room with a large window overlooking a lake, a sofa with patterned cushions, a glass coffee table, and a lamp.

19. The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
Louisville
10.0 out of 10, Exceptional, (215 reviews)
"Beautiful location…very relaxing after a busy day!"
United States
Jim N.
The price is HK$1,500
HK$2,951 total
includes taxes & fees
23 Sept - 24 Sept
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
A modern kitchen with white cabinetry, stainless steel appliances, a central island with seating, and a pendant light fixture.

20. Home for 21 Near Ark - Ensuite Bathrooms - w/Pool!

Home for 21 Near Ark - Ensuite Bathrooms - w/Pool!
Williamstown
10.0 out of 10, Exceptional, (14 reviews)
"We had a very nice family vacation here. We were lucky to have excellent weather and we enjoyed Edwardos pizza!"
United States
Julie H.
The price is HK$4,406
HK$9,498 total
includes taxes & fees
6 Sept - 7 Sept
Home for 21 Near Ark - Ensuite Bathrooms - w/Pool!
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 Kentucky Hotel Reviews

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

10/10 Excellent
"EVERYTHING WAS AMAZING, CLEAN ROOM, FRIENDLY STAFF HELPFUL. ALWAYS STAY THERE WHEN COMING TO TOWN."
DEBORAH DEBBIE 1-night trip
Posted 1 hour ago
Galt House Hotel Trademark Collection by Wyndham

Find out more about Kentucky

Kentucky Vacation Homes information

Number of reviews
1,203
Accommodation
3305 Vacation Homes
Lowest Price
HK$1,116
Highest Price
HK$9,498

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