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Holiday homes in Lexington You’ll Love

Top-Rated Lexington Holiday homes for Every Budget and Style!

Looking for a holiday home in Lexington (Kentucky)? Browse a wide range of vacation rentals – from cozy retreats to spacious family homes – starting at just $52.49 per night. Whether you are planning a weekend getaway or a longer stay, you will find the perfect home away from home in the heart of Lexington.

We found 27 Holiday-homes in Lexington and the surrounding area (within 30 miles)

Whitfield Manor in Lexington, USA

Whitfield Manor

Holiday home in Lexington, Kentucky , 364 Whitfield Drive
Whitfield Manor offers accommodations in Lexington, 7.1 miles from Rupp Arena and 7.1 miles from Lexington Convention Center.
  • Parking
  • Family rooms

Exceptional 14 Reviews 9.7

from $57.00 Show details »

Blue Oak by The Summit in Lexington, USA

Blue Oak by The Summit

Holiday home in Lexington, Kentucky , 254 Tangley Way
Blue Oak by The Summit is located in Lexington, just 1.6 miles from The Mall at Lexington Green and 5.1 miles from The Arboretum.
  • Parking
  • Family rooms

Exceptional 1 Reviews 10.0

from $81.00 Show details »

Lexington Home about 5 Mi to University of Kentucky! in Lexington, USA

Lexington Home about 5 Mi to University...

Holiday home in Lexington, Kentucky
Lexington Home about 5 Mi to University of Kentucky! offers accommodations in Lexington, 5.7 miles from Keeneland Race Course and 6.6 miles from The A...
  • Parking
  • Pets allowed

Exceptional 1 Reviews 10.0

from $90.00 Show details »

Cozy Lexington Townhome about 3 Mi to UK Campus! in Lexington, USA

Cozy Lexington Townhome about 3 Mi to UK...

Holiday home in Lexington, Kentucky
Cozy Lexington Townhome about 3 Mi to UK Campus! offers accommodations in Lexington, 3.4 miles from The Mall at Lexington Green and 3.4 miles from Ash...
  • Parking
  • Pets allowed

Exceptional 1 Reviews 10.0

from $74.00 Show details »

Lovely Lexington Home 4 Mi to Downtown! in Lexington, USA

Lovely Lexington Home 4 Mi to Downtown!

Holiday home in Lexington, Kentucky
Lovely Lexington Home 4 Mi to Downtown! offers accommodations in Lexington, 1.6 miles from The Mall at Lexington Green and 3.4 miles from Ashland The ...
  • Parking

Exceptional 8 Reviews 9.6

from $236.78 Show details »

Andrea Abode in Lexington, USA

Andrea Abode

Holiday home in Lexington, Kentucky , 513 andrea drive
Andrea Abode offers accommodations in Lexington, 4.3 miles from Hunt-Morgan House and 5.1 miles from Lexington McConnell Springs.
  • Parking
  • Fitness centre

No reviews yet 1 Reviews 1.0

from $62.00 Show details »

Shady Nook in Glendover in Lexington, USA

Shady Nook in Glendover

Holiday home in Lexington, Kentucky , 304 Albany Road
Shady Nook in Glendover offers accommodations in Lexington, 2 miles from The Mall at Lexington Green and 3.2 miles from Ashland The Henry Clay Estate.
  • Parking
  • Family rooms

Exceptional 2 Reviews 9.5

from $78.00 Show details »

The Luxe Hot Tub10 Min Keenland12 Min Downtown in Lexington, USA

The Luxe Hot Tub10 Min Keenland12 Min Do...

Holiday home in Lexington, Kentucky , 639 Cecil Way
2.3 miles from The Mall at Lexington Green in Lexington, The Luxe Hot Tub10 Min Keenland12 Min Downtown offers accommodations with access to a hot tub...
  • Parking
  • Pets allowed
  • Family rooms

Exceptional 3 Reviews 10.0

from $208.63 Show details »

Cozy and Spacious-4 Bedrooms Townhouse in Lexington, USA

Cozy and Spacious-4 Bedrooms Townhouse

Holiday home in Lexington, Kentucky , 2438 Woodhill Drive
Cozy and Spacious-4 Bedrooms Townhouse is located in Lexington, just 2.4 miles from The Arboretum and 2.5 miles from Ashland The Henry Clay Estate.
  • Parking

Good 1 Reviews 7.0

from $98.00 Show details »

Charming 2 BR 1 BA with outdoor patio and grill close to downtown in Lexington, USA

Charming 2 BR 1 BA with outdoor patio an...

Holiday home in Lexington, Kentucky , Stratford Drive 617
Charming 2 BR 1 BA with outdoor patio and grill close to downtown is located in Lexington, just 2.8 miles from The Mall at Lexington Green and 3.1 mil...
  • Parking
  • Pets allowed

Good 1 Reviews 7.0

from $250.00 Show details »

Islas Landing in Lexington, USA

Islas Landing

Holiday home in Lexington, Kentucky , 377 Bob-O-Link Drive
Islas Landing offers accommodations in Lexington, 2.4 miles from Rupp Arena and 2.4 miles from Lexington Convention Center.
  • Parking
  • Family rooms

Exceptional 13 Reviews 9.8

from $182.97 Show details »

Quaint Creekside Cottage with Porch and Backyard! in Lexington, USA

Quaint Creekside Cottage with Porch and...

Holiday home in Lexington, Kentucky
Quaint Creekside Cottage with Porch and Backyard! is located in Lexington, just 2.8 miles from Lexington Convention Center and 2.9 miles from Hunt-Mor...
  • Parking

Superb 4 Reviews 9.3

from $300.23 Show details »

Lexington Getaway with Backyard Deck Less Than 2 Mi to UK! in Lexington, USA

Lexington Getaway with Backyard Deck Les...

Holiday home in Lexington, Kentucky
Lexington Getaway with Backyard Deck Less Than 2 Mi to UK! offers accommodations in Lexington, 2.1 miles from Rupp Arena and 2.1 miles from Lexington ...
  • Parking
  • Pets allowed
  • Spa and wellness centre

Exceptional 6 Reviews 9.6

from $220.53 Show details »

about 2 Mi From UK Gorgeous Lexington Retreat! in Lexington, USA

about 2 Mi From UK Gorgeous Lexington Re...

Holiday home in Lexington, Kentucky
About 2 Mi From UK Gorgeous Lexington Retreat! is located in Lexington, just 2.5 miles from Lexington Convention Center and 2.7 miles from Hunt-Morgan...
  • Parking

Exceptional 4 Reviews 9.7

from $362.14 Show details »

LUX - Downtown Oasis - Pool Table! Free Parking! in Lexington, USA

LUX - Downtown Oasis - Pool Table! Free...

Holiday home in Lexington, Kentucky , 433 Elm Tree Lane
LUX - Downtown Oasis - Pool Table!
  • Parking
  • Pets allowed

Passable 10 Reviews 5.2

from $257.63 Show details »

Winners Circle in The City in Lexington, USA

Winners Circle in The City

Holiday home in Lexington, Kentucky , 955 Tarr Trace Unit 4102
Winners Circle in The City is located in Lexington, just 1.4 miles from Lexington McConnell Springs and 2.7 miles from Ashland The Henry Clay Estate.
  • Parking

no reviews

from $79.00 Show details »

The Flower Pot in Lexington, USA

The Flower Pot

Holiday home in Lexington, Kentucky , 137 Garrett Avenue
The Flower Pot offers accommodations in Lexington, 2.3 miles from Lexington Convention Center and 2.7 miles from Hunt-Morgan House.
  • Parking

Exceptional 39 Reviews 9.7

from $151.48 Show details »

The Distillery Dream House in Lexington, USA

The Distillery Dream House

Holiday home in Lexington, Kentucky , 955 Tarr Trace 1103
The Distillery Dream House offers accommodations in Lexington, 1.4 miles from Lexington McConnell Springs and 2.6 miles from Ashland The Henry Clay Es...
  • Parking
  • Family rooms

no reviews

from $88.00 Show details »

Historic Ward House in Lexington, USA

Historic Ward House

Holiday home in Lexington, Kentucky , 467 West 2nd Street
Just a 5-minute walk from Hunt-Morgan House and 0.8 miles from The Kentucky Theater, Historic Ward House features accommodations in Lexington with a g...
  • Parking
  • Pets allowed

no reviews

from $100.00 Show details »

Hot Tub Hammock and Pool table in Lexington, USA

Hot Tub Hammock and Pool table

Holiday home in Lexington, Kentucky , 1134 Oakwood Drive
Hot Tub Hammock and Pool table is located in Lexington, just 2.8 miles from Rupp Arena and 2.8 miles from Lexington Convention Center.
  • Parking
  • Family rooms

Good 22 Reviews 7.8

from $200.38 Show details »

Ranch Style Spacious 3 Bedrooms w/ Jacuzzi tub in Lexington, USA

Ranch Style Spacious 3 Bedrooms w/ Jacuz...

Holiday home in Lexington, Kentucky , 2009 Polk Lane
Ranch Style Spacious 3 Bedrooms w/ Jacuzzi tub offers accommodations in Lexington, 2.8 miles from Rupp Arena and 2.8 miles from Lexington Convention C...
  • Parking

No reviews yet 1 Reviews 1.0

from $521.83 Show details »

El Retro- Mid Century Ranch near Horse Park & Rupp in Lexington, USA

El Retro- Mid Century Ranch near Horse P...

Holiday home in Lexington, Kentucky , 2012 Parallel Road
El Retro- Mid Century Ranch near Horse Park & Rupp offers accommodations in Lexington, 3.2 miles from Lexington Convention Center and 3.2 miles from H...
  • Parking
  • Pets allowed
  • Family rooms

Good 6 Reviews 7.9

from $155.89 Show details »

Charming Cottage on a City Farm! in Lexington, USA

Charming Cottage on a City Farm!

Holiday home in Lexington, Kentucky , 3710 Leestown Road
Charming Cottage on a City Farm! is located in Lexington, just 5.6 miles from Lexington Convention Center and 6 miles from Hunt-Morgan House.
  • Parking

Superb 7 Reviews 9.3

from $162.05 Show details »

Horse Country House, 6 Mi to KY Horse Park! in Lexington, USA

Horse Country House, 6 Mi to KY Horse Pa...

Holiday home in Lexington, Kentucky
Horse Country House, 6 Mi to KY Horse Park! is located in Lexington, just 4.6 miles from Hunt-Morgan House and 4.8 miles from Rupp Arena.
  • Parking

Fabulous 1 Reviews 9.0

from $71.00 Show details »

Homey Horse Farm Hideaway about 6 Mi to KY Horse Park! in Lexington, USA

Homey Horse Farm Hideaway about 6 Mi to...

Holiday home in Lexington, Kentucky
Homey Horse Farm Hideaway about 6 Mi to KY Horse Park! offers accommodations in Lexington, 4.6 miles from Hunt-Morgan House and 4.8 miles from Rupp Ar...
  • Parking
  • Spa and wellness centre

Fabulous 1 Reviews 9.0

from $56.00 Show details »

Number of Holiday homes in Lexington 27
Number of guest ratings 30,297
Average price per night $249.00
Lowest price per night $52,49
Highest price per night $777,32

Top 10 Cheapest Holiday-homes in Lexington

Discover the Cheapest Holiday-homes in Lexington – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Holiday-homes in Lexington

Check out the Most Booked Holiday-homes in Lexington – Based on Guest Popularity.

Holiday homes in Lexington (Kentucky), comfortable and familiar

Staying in a holiday or vacation home in Lexington can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Lexington for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Lexington should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com