Photo by Lexington Convention and Visitors Bureau/Gene Burch

Holiday Homes in Lexington

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Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Featured Holiday Homes in Lexington and around

Outdoor spa tub
Hot Tub! The Glow Hill - Ark 30 min - Horse Prk 13 min - Rupp - 20 min

Holiday Home in Georgetown

10.0 out of 10, Exceptional, (3)
"Enjoyed my stay. Hosts were easy to communicate with and the rental was clean and quiet. "
United States
Barton
The price is €171
includes taxes & fees
3 Dec - 4 Dec
Hot Tub! The Glow Hill - Ark 30 min - Horse Prk 13 min - Rupp - 20 min
Exterior
This house is a 0 bedroom(s), 2 bathrooms, located in Frankfort, KY.

Holiday Home in Frankfort

2.0 star property
9.6 out of 10, Exceptional, (14)
"Very nice kept and clean will be booking again "
United States
Donald
The price is €238
includes taxes & fees
15 Dec - 16 Dec
This house is a 0 bedroom(s), 2 bathrooms, located in Frankfort, KY.
3 bedrooms, desk, iron/ironing board, free WiFi
Spacious King Suite | Game Room | Patio | Firepit

Holiday Home in Georgetown

9.8 out of 10, Exceptional, (10)
"This house was perfect accommodations for our group of 3 couples. It was very clean and well stocked. The neighborhood is quiet. The location in Georgetown was convenient to Lexington attractions as well as to restaurants in downtown Georgetown. We recommend this VRBO highly. "
United States
Richard P.
The price is €220
includes taxes & fees
3 Dec - 4 Dec
Spacious King Suite | Game Room | Patio | Firepit
Fridge, microwave, oven, stovetop
My Old Kentucky Home

Holiday Home in Lexington

10.0 out of 10, Exceptional, (27)
"Cool property, with a great location. Owner had great communication."
United States
Anonymous traveller
My Old Kentucky Home
Fridge, microwave, oven, stovetop
3 Bedroom 2 Bath home located on farm land/private but only 2 minutes from town.

Holiday Home in Frankfort

10.0 out of 10, Exceptional, (31)
"Great spot to rest and recuperate after a long day on the Bourbon trail!"
United States
Jonathan F.
The price is €260
includes taxes & fees
6 Dec - 7 Dec
3 Bedroom 2 Bath home located on farm land/private but only 2 minutes from town.
Private kitchen
Bluegrass Retreat

Holiday Home in Georgetown

9.2 out of 10, Wonderful, (25)
"Cute quaint neighborhood, big back yard space, host very responsive. "
United States
Jenny M.
The price is €178
includes taxes & fees
3 Dec - 4 Dec
Bluegrass Retreat
Interior
Charming Kentucky Stone House

Holiday Home in Lexington

10.0 out of 10, Exceptional, (3)
"Super cute, updates amenities. Very clean and comfortable. Will defiantly stay there again. "
United States
melissa s.
The price is €243
includes taxes & fees
1 Jan - 2 Jan 2026
Charming Kentucky Stone House
Living area
7 Min To Downtown, Fire-Pit, Bourbon Trail, Horse-park

Holiday Home in Castlewood

2.0 star property
7 Min To Downtown, Fire-Pit, Bourbon Trail, Horse-park
Exterior
Hot Tub/Playground/12 min to Horse Park/30min Ark

Holiday Home in Georgetown

10.0 out of 10, Exceptional, (23)
"Quiet, clean, convenient"
United States
Renee W.
The price is €288
includes taxes & fees
3 Dec - 4 Dec
Hot Tub/Playground/12 min to Horse Park/30min Ark
Exterior
East Suite-🕊️ Bleubird Studio + Suites -Art Gallery • Yoga • Boutique Stay

Holiday Home in Georgetown

10.0 out of 10, Exceptional, (60)
"It was dreamy. Peaceful and beautiful. Jane is an excellent host! "
United States
Tami N.
The price is €206
includes taxes & fees
3 Dec - 4 Dec
East Suite-🕊️ Bleubird Studio + Suites -Art Gallery • Yoga • Boutique Stay
Exterior
Luxurious 1-bedroom with Free Parking

Holiday Home in Lexington

9.8 out of 10, Exceptional, (50)
"Extremely clean house with upgraded appliances. The kitchen was well stocked with everything you could need. Furnishings were comfortable. I would definitely stay here again! "
United States
Elizabeth B.
The price is €218
includes taxes & fees
7 Dec - 8 Dec
Luxurious 1-bedroom with Free Parking
Fridge, microwave, oven, stovetop
"The Dawning House" - Peaceful Modern Stay w/ Yard

Holiday Home in Georgetown

10.0 out of 10, Exceptional, (4)
"Nice time visiting my son "
United States
Lisa M.
"The Dawning House" - Peaceful Modern Stay w/ Yard
Terrace/patio
Secluded Retreat in Scenic Frankfort w/ Hot Tub: Whiskey Woods - Book Now!

Holiday Home in Frankfort

10.0 out of 10, Exceptional, (20)
"Nice property, well kept, easy check in/out."
United States
Kathleen V.
The price is €265
includes taxes & fees
7 Dec - 8 Dec
Secluded Retreat in Scenic Frankfort w/ Hot Tub: Whiskey Woods - Book Now!
Fridge, stovetop
The Thoroughbred Retreat

Holiday Home in Lexington

2.0 star property
The price is €165
includes taxes & fees
3 Dec - 4 Dec
The Thoroughbred Retreat
Interior
This house is a 3 bedroom(s), 3 bathrooms, located in Frankfort, KY.

Holiday Home in Frankfort

10.0 out of 10, Exceptional, (5)
"Large, spacious home with comfortable accommodations. Would definitely stay there again!"
United States
Charlena
The price is €351
includes taxes & fees
15 Dec - 16 Dec
This house is a 3 bedroom(s), 3 bathrooms, located in Frankfort, KY.
2 bedrooms, desk, iron/ironing board, travel cot
Bourbon Trail Lakehouse - Pet Friendly!

Holiday Home in Frankfort

9.8 out of 10, Exceptional, (50)
"Great place to stay!"
United States
Jeff S.
The price is €230
includes taxes & fees
16 Dec - 17 Dec
Bourbon Trail Lakehouse - Pet Friendly!
Fridge, microwave, oven, stovetop
"The Carlisle" WARM MODERN STAY w/ Yard -Greyline

Holiday Home in Castlewood

10.0 out of 10, Exceptional, (4)
"Nicely furnished and very comfortable. Communication was smooth and check-in was easy."
United States
John C.
"The Carlisle" WARM MODERN STAY w/ Yard -Greyline
Fridge, microwave, oven, stovetop
Bourbon Run - HotTub/ Ark 30min/ Horse Park 12min/ Walk Downtown/ 4BR Sleeps 8

Holiday Home in Georgetown

10.0 out of 10, Exceptional, (32)
"Property is as advertised, very nice and clean."
United States
D.J. D.
The price is €330
includes taxes & fees
3 Dec - 4 Dec
Bourbon Run - HotTub/ Ark 30min/ Horse Park 12min/ Walk Downtown/ 4BR Sleeps 8
Outdoor spa tub
The Luxe/Hot Tub/Private Bar/ 12 Min to Horse Park

Holiday Home in Georgetown

2.0 star property
10.0 out of 10, Exceptional, (6)
"We enjoyed our stay so much! Great location and fabulous house for 8 adults. Extra gathering space in back building was A! "
United States
Laura H.
The Luxe/Hot Tub/Private Bar/ 12 Min to Horse Park
Fridge, microwave, oven, stovetop
"The Kearney" BRIGHT MODERN STAY w/ Yard - 3BR

Holiday Home in Lexington

10.0 out of 10, Exceptional, (3)
"We really enjoyed our stay at The Kearney! It was clean, had very comfortable beds, and we loved roasting s'mores by the fire pit! Everything was just as advertised, and the proximity to the Kentucky Horse Park was very convenient for us. We will definitely stay again!"
United States
Sandra G.
"The Kearney" BRIGHT MODERN STAY w/ Yard - 3BR
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 Lexington Hotel Reviews

Candlewood Suites Lexington Medical District by IHG

Candlewood Suites Lexington Medical District by IHG

10/10 Excellent
"Great staff always, the front desk ladies were super friendly."
Arturo 1-night trip
Posted 17 hours ago
Candlewood Suites Lexington Medical District by IHG

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Lexington Holiday Homes information

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