Book Holiday Homes in Lexington

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Lexington

Bourbon Trail Downtown Frankfort w/Game Room near Buffalo Trace

Bourbon Trail Downtown Frankfort w/Game Room near Buffalo Trace

Frankfort
The price is NZ$529 per night from 9 Feb to 10 Feb
NZ$529
includes taxes & fees
9 Feb - 10 Feb
Stay at this vacation home in Frankfort. Enjoy free WiFi, a garden, and a pool table. Popular attractions Buffalo Trace Distillery and Old State Capitol are ...
Bourbon Trail Downtown Frankfort w/Game Room near Buffalo Trace
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

Frankfort
Book a stay at this family-friendly vacation home in Frankfort. Enjoy concierge services, an in-room coffeemaker, and in-room fireplaces. Our guests praise the ...
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.

This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.

Lexington
Stay at this vacation home in Lexington. Enjoy free WiFi, a garden, and patios. Popular attractions Rupp Arena and The Red Mile Racetrack are located ...
This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.
Save an average of 15% on thousands of hotels when you're signed in
Isla's Landing - Charming Historic 1940s Home

Isla's Landing - Charming Historic 1940s Home

Lexington
Stay at this vacation home in Lexington. Enjoy cable/satellite TV service, an in-room coffeemaker, and air conditioning. Popular attractions The Red Mile Racetrack ...
Isla's Landing - Charming Historic 1940s Home
2 Bed/2 Bath Home in Andover area. Premier Host with 250+ 5-Star Reviews!

2 Bed/2 Bath Home in Andover area. Premier Host with 250+ 5-Star Reviews!

Lexington
Stay at this vacation home in Lexington. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Rupp Arena and The Red Mile Racetrack are located ...
2 Bed/2 Bath Home in Andover area. Premier Host with 250+ 5-Star Reviews!
Brand New Build > Hot Tub > 3 King Beds > 7 Minutes to Buffalo Trace

Brand New Build > Hot Tub > 3 King Beds > 7 Minutes to Buffalo Trace

Frankfort
The price is NZ$774 per night from 4 Feb to 5 Feb
NZ$774
includes taxes & fees
4 Feb - 5 Feb
Stay at this vacation home in Frankfort. Enjoy patios, an in-room coffeemaker, and in-room fireplaces. Popular attractions Buffalo Trace Distillery and Liberty ...
Brand New Build > Hot Tub > 3 King Beds > 7 Minutes to Buffalo Trace
Hist. Frankfort: Hot Tub, Downtown, Bourbon Trail

Hist. Frankfort: Hot Tub, Downtown, Bourbon Trail

Frankfort
The price is NZ$990 per night from 3 Feb to 4 Feb
NZ$990
includes taxes & fees
3 Feb - 4 Feb
Stay at this vacation home in Frankfort. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Buffalo Trace Distillery and Rebecca ...
Hist. Frankfort: Hot Tub, Downtown, Bourbon Trail
My Old Kentucky Home

My Old Kentucky Home

Lexington
Stay at this vacation home in Lexington. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Rupp Arena and The Red Mile Racetrack are located ...
My Old Kentucky Home
Westwood Luxury Ranch Home includes washer/dryer

Westwood Luxury Ranch Home includes washer/dryer

Richmond
Stay at this vacation home in Richmond. Enjoy free WiFi, a garden, and patios. Popular attractions Richmond Peddler's Mall and E.C. Million Park are located ...
Westwood Luxury Ranch Home includes washer/dryer
Don't see what you're looking for?
See all available properties in Lexington
View all properties
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.

Lexington Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Lexington vacation homes are the perfect way for you to wing it.

Holiday houses in Lexington let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Lexington in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Lexington adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Lexington with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Lexington vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Lexington Holiday Homes essential information

Accommodation
351 Holiday Homes
Lowest Price
NZ$184
Highest Price
NZ$990
Popular accommodation
Bourbon Trail Downtown Frankfort w/Game Room near Buffalo Trace, "Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail, This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY., Isla's Landing - Charming Historic 1940s Home, 2 Bed/2 Bath Home in Andover area. Premier Host with 250+ 5-Star Reviews!, Brand New Build > Hot Tub > 3 King Beds > 7 Minutes to Buffalo Trace, Hist. Frankfort: Hot Tub, Downtown, Bourbon Trail, My Old Kentucky Home, Westwood Luxury Ranch Home includes washer/dryer

Top trending hotels in Lexington

GLō Best Western Lexington

GLō Best Western Lexington

3 out of 5
1935 Stanton Way, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is NZ$184 per night from 9 Feb to 10 Feb
NZ$184
includes taxes & fees
9 Feb - 10 Feb
Stay at this 3-star hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
GLō Best Western Lexington
Hilton Lexington/Downtown

Hilton Lexington/Downtown

3.5 out of 5
369 West Vine Street, Lexington, KY
The price is NZ$278 per night from 17 Feb to 18 Feb
NZ$278
includes taxes & fees
17 Feb - 18 Feb
Stay at this 3.5-star business-friendly hotel in Lexington. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
Hilton Lexington/Downtown
Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

3.5 out of 5
1801 Newtown Pike, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is NZ$191 per night from 9 Feb to 10 Feb
NZ$191
includes taxes & fees
9 Feb - 10 Feb
Stay at this 3.5-star business-friendly hotel in Lexington. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the ...
Embassy Suites by Hilton Lexington/UK Coldstream
Save an average of 15% on thousands of hotels when you're signed in
The Manchester

The Manchester

4 out of 5
941 Manchester St, Lexington, KY
Fully refundableReserve now, pay when you stay
The price is NZ$446 per night from 16 Feb to 17 Feb
NZ$446
includes taxes & fees
16 Feb - 17 Feb
Stay at this 4-star hotel in Lexington. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. ...
The Manchester
Don't see what you're looking for?
See all available properties in Lexington
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.