Vacation Rentals By Owner in Kentucky, United States

Buddha's Bungalow above the Highlands

Louisville, Kentucky, United States

In the Heart of the Highlands,...

2

Bed

2

Bath

8

Guest(S)

Lake Condo in Nancy KY at the entrance to Lee’s Ford Marina.

Nancy, Kentucky, United States

Quaint Condo Less than half a mile from...

3

Bed

1

Bath

8

Guest(S)

175 LEX - Stunning Downtown Views on Main Street!

Lexington, Kentucky, United States

Offering unparalleled views of Downtown...

1

Bed

1

Bath

4

Guest(S)

bright choice

Louisville, Kentucky, United States

Cozy 1BR/1BA in the heart of Louisville!...

1

Bed

1

Bath

2

Guest(S)

3 Bedroom Lakefront Condos - Dog Friendly

Cadiz, Kentucky, United States

Spacious 3-Bedroom Lakefront Condos -...

3

Bed

2

Bath

12

Guest(S)

175 LEX - Walkable Downtown Lexington - Top Floor

Lexington, Kentucky, United States

Offering unparalleled views of Downtown...

1

Bed

1

Bath

4

Guest(S)

175 LEX - Walkable Downtown Lexington Condo

Lexington, Kentucky, United States

Located in the heart of Downtown...

1

Bed

1

Bath

4

Guest(S)

175 LEX - Walk to Rupp Arena Downtown Top Floor

Lexington, Kentucky, United States

Located in the heart of Downtown...

1

Bed

1

Bath

4

Guest(S)

175 LEX - Walkable Loft to Rupp Arena & Downtown!

Lexington, Kentucky, United States

Located in the heart of Downtown...

1

Bed

1

Bath

4

Guest(S)

175 LEX - Loft in Downtown Lexington, Rupp Arena

Lexington, Kentucky, United States

Located in the heart of Downtown...

1

Bed

1

Bath

4

Guest(S)

Brand new 2 bedroom carriage house with patio in the heart of Frankfort!

Unknown, Unknown, United States

Enjoy all the beauty of charming...

2

Bed

1

Bath

6

Guest(S)

Lux NULU | Walk to Eats Bars Distilleries Shopping

Louisville, Kentucky, United States

Welcome to The Double Play presented by...

5

Bed

2

Bath

12

Guest(S)

Whiskey Row - 1 Min to Yum - Sleeps - 4 Studio

Louisville, Kentucky, United States

Be where the action is in this stylish...

1

Bed

1

Bath

4

Guest(S)

NEW! Stylish Home w/ Projector TV & Pvt Backyard!

Louisville, Kentucky, United States

Summary:Immerse yourself in comfort at...

3

Bed

2

Bath

6

Guest(S)

Newly-Renovated Townhouse| Parking | Pet Friendly

Louisville, Kentucky, United States

Summary:Welcome to our newly renovated...

2

Bed

1

Bath

4

Guest(S)

The Luxe/Hot Tub/Putt Putt/10 Miles Shaker Village

Harrodsburg, Kentucky, United States

Discover the Perfect Setting! Nestled on...

2

Bed

2

Bath

6

Guest(S)

Hollyhock Suite 407: 3 bed /2 bath

Louisville, Kentucky, United States

Spacious 3 bedroom and 2 bath with a...

3

Bed

2

Bath

6

Guest(S)

The Villa 1B Downtown Covington & by St. Elizabeth

Covington, Kentucky, United States

Enjoy a charming bright & spacious 1...

1

Bed

1

Bath

4

Guest(S)

The Luxe/ Hot Tub/ On Bright Leaf Golf Course

Harrodsburg, Kentucky, United States

Nestled on the illustrious Bright Leaf...

2

Bed

2

Bath

6

Guest(S)

The Ultimate Escape 3-bedroom apartment in central Elizabethtown

Elizabethtown, Kentucky, United States

Welcome to our charming 3-bedroom...

3

Bed

2

Bath

6

Guest(S)

Mountaintop Cottage

Stanton, Kentucky, United States

Our Mountaintop retreat is waiting for...

2

Bed

1

Bath

6

Guest(S)

3 Bedroom Lake Refuge along the Kentucky Bourbon Trail

Taylorsville, Kentucky, United States

Cottage 52 is a bright and comfy 3...

3

Bed

3

Bath

8

Guest(S)

One of a kind cabin in the woods. Quiet and private but close to everything.

Coxs Creek, Kentucky, United States

Unique cottage nestled in the woods...

1

Bed

1

Bath

2

Guest(S)

Perfect Bourbon Trail Couple Getaway

Frankfort, Kentucky, United States

Beautiful, quiet and relaxing spot on...

1

Bed

1

Bath

3

Guest(S)

Cottage is located on scenic byway in beautiful bluegrass region of Lexington KY

Lexington, Kentucky, United States

Our cottage is a place to relax in the...

2

Bed

2

Bath

4

Guest(S)

Boating, bourbon and high speed internet, oh my!

Taylorsville, Kentucky, United States

Conveniently located just moments away...

2

Bed

2

Bath

6

Guest(S)

NEW LISTING! Carroll Cottage by Main Street Bed & Breakfast

Glasgow, Kentucky, United States

The Carroll Cottage is named after my...

1

Bed

1

Bath

2

Guest(S)

Lake Daze - Cottage C

Campbellsville, Kentucky, United States

This open-concept lake themed cottage is...

1

Bed

1

Bath

2

Guest(S)

Quiet Escape: 2-bedroom cottage near Lake Barkley in Cadiz KY

Cadiz, Kentucky, United States

This Cadiz cottage is new and has 2...

2

Bed

2

Bath

5

Guest(S)

Capital City Cottage

Frankfort, Kentucky, United States

Discover this newly renovated,...

2

Bed

1

Bath

6

Guest(S)

Lake Retreat with Deck near Marina

Gilbertsville, Kentucky, United States

Your lakeside retreat awaits! This...

3

Bed

1

Bath

8

Guest(S)

Farmview Villa on Bourbon Trail with HOT TUB-4

Harrodsburg, Kentucky, United States

Escape to the rolling bluegrass hills...

1

Bed

1

Bath

6

Guest(S)

Villa on Bourbon Trail with HOT TUB-6

Harrodsburg, Kentucky, United States

Escape to the rolling bluegrass hills...

2

Bed

1

Bath

6

Guest(S)

Farmview Villa on Bourbon Trail with HOT TUB-5

Harrodsburg, Kentucky, United States

Escape to the rolling bluegrass hills...

2

Bed

1

Bath

6

Guest(S)

Farmview Villa on Bourbon Trail with HOT TUB-2

Harrodsburg, Kentucky, United States

Enjoy convenience mixed with beautiful...

1

Bed

1

Bath

4

Guest(S)

Villa On the Bourbon Trail with HOT TUB-3

Harrodsburg, Kentucky, United States

Escape to the rolling bluegrass hills...

2

Bed

1

Bath

6

Guest(S)

DERBY PERFECT LUXURY VILLA

Louisville, Kentucky, United States

2026 Derby time in Louisville!...

8

Guest(S)

Villa On the Bourbon Trail with HOT TUB-1

Harrodsburg, Kentucky, United States

Escape to the rolling bluegrass hills...

2

Bed

1

Bath

4

Guest(S)

The Dim Light: Downtown Paducah

Paducah, Kentucky, United States

Built in 1865, The Dim Light is located...

2

Bed

2

Bath

6

Guest(S)

Secretariat Cottage | Cozy Versailles Getaway

Versailles, Kentucky, United States

Stay in the heart of downtown Versailles...

2

Bed

2

Bath

4

Guest(S)

Cottage Park Carriage House. Rest & Explore with Hollyhock

Louisville, Kentucky, United States

Welcome to a cozy retreat in the heart...

2

Bed

1

Bath

8

Guest(S)

Derby Week Historic Carriage House 0.3 miles,5 mins from Churchill Downs

Louisville, Kentucky, United States

5 minute drive from Churchill Downs,...

2

Bed

2

Bath

4

Guest(S)

Gorgeous Carriage House near KYCOM - 30 day min

Pikeville, Kentucky, United States

30 day minimum. Perfect for students on...

1

Bed

1

Bath

4

Guest(S)

Walk to WKU from this charming one-bedroom bungalow

Bowling Green, Kentucky, United States

Welcome to your temporary home in...

1

Bed

1

Bath

2

Guest(S)

'Edith' Carriage House Getaway - I-75/Hamburg!

Lexington, Kentucky, United States

This recently renovated...

1

Bed

1

Bath

4

Guest(S)

1of2 Bedroom Suites at Lake Barkley Old Kuttawa, KY - w/ golf cart

Kuttawa, Kentucky, United States

Come….. enjoy a Unique Lodging...

1

Bed

1

Bath

2

Guest(S)

Modern & Elegant Carriage House on Paris Pike in Lexington

Lexington, Kentucky, United States

YOUR BLUEGRASS GETAWAY IS HERE! This...

1

Bed

1

Bath

2

Guest(S)

\"The Guest House\", Located on a 300 acre horse farm.

Lexington, Kentucky, United States

The Guest House is a recently renovated...

3

Bed

1

Bath

6

Guest(S)

Guest House Of Kentucky (King - 2nd Floor)

Lancaster, Kentucky, United States

The King Room Tucked beneath the quiet...

1

Bed

1

Bath

2

Guest(S)

Luxury on Main / North

Richmond, Kentucky, United States

Stately ★ Modern ★ Elegant ★This listing...

1

Bed

1

Bath

2

Guest(S)

NEW LISTING! America Room by Main Street Bed & Breakfast

Glasgow, Kentucky, United States

The America Room is named after America...

1

Bed

1

Bath

2

Guest(S)

NEW LISTING! Greer Room by Main Street Bed & Breakfast

Glasgow, Kentucky, United States

The Greer Room is named after Delvaux...

1

Bed

1

Bath

2

Guest(S)

NEW LISTING! DuPriest Room by Main Street Bed & Breakfast

Glasgow, Kentucky, United States

The Du Priest Room is named after...

1

Bed

1

Bath

3

Guest(S)

Old Rustic Country store near Pine mtn. / Kingdom Come Park & Bad Branch Falls

Partridge, Kentucky, United States

Get ready to experience a one of kind...

2

Bed

1

Bath

6

Guest(S)

Downtown gem B&B, 2 ml from Buffalo Trace on Bourbon Trail

Frankfort, Kentucky, United States

2 Bedrooms with the queen beds and 2...

2

Bed

2

Bath

4

Guest(S)

My Old Kentucky Home! Restful Log cabin retreat..

Madisonville, Kentucky, United States

Go back in time for awhile. Enjoy this...

5

Bed

2

Bath

12

Guest(S)

Enjoy Louisville, but relax a world away in KY bluegrass horse country

La Grange, Kentucky, United States

A hot tub, laundry facilities, and an...

5

Bed

5

Bath

12

Guest(S)

BOURBON TRAIL: Bardstown 3 bedroom/3 bath cottage, park setting, walk to downtown

Bardstown, Kentucky, United States

3 Bedroom Cottage includes a shared...

3

Bed

3

Bath

8

Guest(S)

NEW LISTING! Dickinson Room by Main Street Bed & Breakfast

Glasgow, Kentucky, United States

The Dickinson Room, named after the...

1

Bath

4

Guest(S)

Hotel Hilo - Room 101

Louisville, Kentucky, United States

Summary:Hotel Hilo is a bold, boutique...

1

Bed

1

Bath

2

Guest(S)