Photo by Churchill Downs

Guest Houses in Kentucky

Start date: Check-in selected.
To Date
End date: Check-out

  • 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

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Kentucky guest houses

Exterior
Kentucky Derby Guest House < 16 guest !!

Kentucky Derby Guest House < 16 guest !!

Kentucky Derby Guest House < 16 guest !!
Mount Washington
9.0 out of 10, Wonderful, (46)
"Property was in a good location and was clean."
United States
Eric W M.
The price is €119
includes taxes & fees
28 Dec - 29 Dec
Kentucky Derby Guest House < 16 guest !!
Smart TV, books
Walk to Everything! Bourbon Trail & Cherokee Golf Course

Walk to Everything! Bourbon Trail & Cherokee Golf Course

Walk to Everything! Bourbon Trail & Cherokee Golf Course
Cherokee Triangle
8.0 out of 10, Very good, (3)
"Cute little carriage house. Super clean, tidy, and crisp white. Loved it! Walkable to lots of fun restaurants. The owners are wonderful people and very responsive. The comforters & pillows are marvelous!"
United States
Elizabeth L.
Walk to Everything! Bourbon Trail & Cherokee Golf Course
Exterior
Cottage Park Carriage House. Rest & Explore with Hollyhock

Cottage Park Carriage House. Rest & Explore with Hollyhock

Cottage Park Carriage House. Rest & Explore with Hollyhock
Crescent Hill
9.8 out of 10, Exceptional, (51)
"Great location and great space! Host response was excellent and everything as advertised. Thank you for a great stay for our family. "
United States
Catherine B.
Cottage Park Carriage House. Rest & Explore with Hollyhock
Property grounds
See why everyone loves it here! 1.5 miles to Ark.

See why everyone loves it here! 1.5 miles to Ark.

See why everyone loves it here! 1.5 miles to Ark.
Williamstown
9.8 out of 10, Exceptional, (192)
"Such a cute house. Would definitely stay again. "
United States
Tammy G.
See why everyone loves it here! 1.5 miles to Ark.
Dining
Luxury on Main / North

Luxury on Main / North

Luxury on Main / North
Richmond
9.8 out of 10, Exceptional, (103)
"Great stay, will be back again!"
United States
Christine B.
The price is €156
includes taxes & fees
31 Dec - 1 Jan 2026
Luxury on Main / North
1 bedroom, iron/ironing board, bed sheets
Guest House of Kentucky (2 Queens - 1st Floor)

Guest House of Kentucky (2 Queens - 1st Floor)

Guest House of Kentucky (2 Queens - 1st Floor)
2.0 star property
Lancaster
The price is €210
includes taxes & fees
26 Dec - 27 Dec
Guest House of Kentucky (2 Queens - 1st Floor)
1 bedroom, iron/ironing board, bed sheets
Guest House Of Kentucky (King - 2nd Floor)

Guest House Of Kentucky (King - 2nd Floor)

Guest House Of Kentucky (King - 2nd Floor)
Lancaster
6.4 out of 10, (5)
"Did not receive check in instructions, door code, WiFi code. Property owner arrived at property to let me in after an hour. House and bed was nice. I think the listing need to be updated to reflect that different rooms of the house are being rented by different parties. A party arrived after me and began accusing me of using the house they believed they rented the entire thing. Also there is no laundry machines available. They are present, but in a locked area of the house. Overall, I needed a...
United States
Camaron P.
The price is €142
includes taxes & fees
7 Jan - 8 Jan 2026
Guest House Of Kentucky (King - 2nd Floor)
Outdoor dining
College Park Bungalow

College Park Bungalow

College Park Bungalow
Winchester
College Park Bungalow
Pool
"The Guest House", Located on a 300 acre horse farm.

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

"The Guest House", Located on a 300 acre horse farm.
Lexington
10.0 out of 10, Exceptional, (15)
"We could not have had a better experience with this stay! The property is beautiful and the home was very clean. And Teresa was an incredible host! Would recommend to anyone staying in the area."
United States
Andreas T.
"The Guest House", Located on a 300 acre horse farm.
Terrace/patio
Sleep in a Restored 175-Year-Old Church

Sleep in a Restored 175-Year-Old Church

Sleep in a Restored 175-Year-Old Church
Downtown Louisville
9.8 out of 10, Exceptional, (10)
"Location is perfect and this is the most thought out, creative and fun vacation home. Will make the church our only place to stay when on the bourbon pilgrimage."
United States
Benjamin M.
Sleep in a Restored 175-Year-Old Church
Exterior detail
Kentucky Derby & Oaks Own Cabin at Audubon Park

Kentucky Derby & Oaks Own Cabin at Audubon Park

Kentucky Derby & Oaks Own Cabin at Audubon Park
Audubon Park
Kentucky Derby & Oaks Own Cabin at Audubon Park
Comfort House | Private kitchen
Derby Home- 4 blocks to Track

Derby Home- 4 blocks to Track

Derby Home- 4 blocks to Track
3.0 star property
Wyandotte
Derby Home- 4 blocks to Track
1 bedroom, iron/ironing board, bed sheets
Guest House of Kentucky (2 Singles - 2nd Floor)

Guest House of Kentucky (2 Singles - 2nd Floor)

Guest House of Kentucky (2 Singles - 2nd Floor)
2.0 star property
Lancaster
The price is €171
includes taxes & fees
7 Jan - 8 Jan 2026
Guest House of Kentucky (2 Singles - 2nd Floor)
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 Kentucky Hotel Reviews

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

10/10 Excellent
"Everything was amazing from Check in to check out"
William 1-night trip
Posted 1 day ago
Galt House Hotel Trademark Collection by Wyndham

Find out more about Kentucky

Kentucky Guest Houses information

Number of reviews
395
Accommodation
14 Guest Houses
Lowest Price
€119
Highest Price
€210

Explore a world of travel with Expedia