Skip to content
300+ stays

Stays in Pleasant Home

Enter dates and number of guests to see the total price per night.
Check travel restrictions before booking.
Please review and follow government travel guidelines.
Learn more
SUPERHOST
Entire cabin in Madison
Cabin on the Ridge
4 guests2 bedrooms2 beds2 bathrooms
Air conditioningKitchenWifiFree parking
Rating 4.97 out of 5;261 reviews
SUPERHOST
Entire flat in Lexington
The Attic
5 guests2 bedrooms2 beds1 bathroom
Air conditioningKitchenWifiFree parking
Rating 4.98 out of 5;286 reviews
SUPERHOST
Tiny house in Lexington
Modern & Bright Tiny House
3 guests2 bedrooms2 beds1 bathroom
Air conditioningKitchenWifiFree parking
Rating 4.86 out of 5;139 reviews
PLUS
Entire house in Lexington
Adorable, Clean Lexington Cottage, Convenient to Everything
4 guests2 bedrooms2 beds1 bathroom
Air conditioningKitchenWifiFree parking
Rating 4.95 out of 5;315 reviews
SUPERHOST
Entire house in Stamping Ground
Buffalo Springs Distilling Company
4 guests1 bedroom1 bed1 bathroom
Air conditioningKitchenWifiFree parking
Rating 4.99 out of 5;169 reviews
SUPERHOST
Entire cabin in Mount Eden
Bourbon Country Cabin
6 guests1 bedroom2 beds1 bathroom
Air conditioningKitchenWifiFree parking
Rating 4.94 out of 5;175 reviews
SUPERHOST
Private room in Lexington
Cozy, Private room near downtown
2 guests1 bedroom1 bed1 shared bathroom
Air conditioningKitchenWifiFree parking
Rating 4.95 out of 5;435 reviews
SUPERHOST
Farm stay in Morning View
Relaxing Views, Quiet On-Farm Suite
6 guests2 bedrooms3 beds1 bathroom
Air conditioningKitchenWifiFree parking
Rating 4.92 out of 5;271 reviews
SUPERHOST
Campervan/Motorhome in Lexington
Vintage Airstream/Downtown
4 guestsStudio3 beds1 bathroom
Air conditioningKitchenWifi
Rating 4.88 out of 5;235 reviews
SUPERHOST
Entire bungalow in Dry Ridge
The Cute Little House Near The Ark Encounter
4 guests1 bedroom2 beds1 bathroom
Air conditioningKitchenWifiFree parking
Rating 4.98 out of 5;222 reviews
SUPERHOST
Entire house in Lexington
Horse Farm Creekside Cabin- 6 min to KY Horse Park
4 guests2 bedrooms3 beds2 bathrooms
Air conditioningKitchenWifiFree parking
Rating 4.94 out of 5;121 reviews
SUPERHOST
Entire townhouse in Lexington
Lexington’s PREMIER Cul-de-sac CHILL SPOT
11 guests2 bedrooms3 beds2.5 bathrooms
Air conditioningKitchenWifiFree parking
Rating 4.91 out of 5;206 reviews
SUPERHOST
Entire house in Stamping Ground
Alexander Bradford House
6 guests3 bedrooms3 beds1 bathroom
Air conditioningKitchenWifiFree parking
Rating 4.85 out of 5;209 reviews
SUPERHOST
Entire flat in Lexington
New! Downtown Apartment: Walk to Rupp, UK & More
3 guests1 bedroom1 bed1 bathroom
Air conditioningKitchenWifiFree parking
Rating 4.94 out of 5;180 reviews
SUPERHOST
Entire cottage in Williamstown
Country Charm
10 guests3 bedrooms5 beds1 bathroom
Air conditioningKitchenWifiFree parking
Rating 4.87 out of 5;60 reviews
Private room in Williamstown
Solid Rock Lodging
6 guests2 bedrooms3 beds1 private bathroom
Air conditioningKitchenWifiFree parking
Rating 4.63 out of 5;165 reviews
SUPERHOST
Entire house in Williamstown
Noah's House -Ark Encounter-SPACIOUS & CLEAN
12 guests3 bedrooms5 beds1.5 bathrooms
Air conditioningKitchenWifiFree parking
Rating 4.96 out of 5;104 reviews
SUPERHOST
Entire bungalow in Lexington
Bungalow near Downtown, Keeneland, UK
5 guests2 bedrooms2 beds1 bathroom
Air conditioningKitchenWifiFree parking
Rating 4.91 out of 5;128 reviews
SUPERHOST
Entire guest house in Lexington
My Old Kentucky Home-Downtown LEX's Premier Stay!
2 guests1 bedroom2 beds1 bathroom
Air conditioningKitchenWifiFree parking
Rating 4.97 out of 5;152 reviews
Entire house in Lexington
‘Alice’ Cozy Downtown Apartment - Steps to UK
4 guests1 bedroom2 beds1 bathroom
Air conditioningKitchenWifiFree parking
Rating 4.66 out of 5;265 reviews
120 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.