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Holiday homes in Frankfort You’ll Love

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

Looking for a holiday home in Frankfort (Kentucky)? Browse a wide range of vacation rentals – from cozy retreats to spacious family homes – starting at just $53.00 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 Frankfort.

We found 8 Holiday-homes in Frankfort and the surrounding area (within 50 miles)

Waterfront Bourbon Trail Hot tub 2 miles...

Villa in Frankfort, Kentucky , 301 Paul Sawyier Drive
Waterfront Bourbon Trail Hot tub 2 miles BuffaloTr offers accommodations in Frankfort, 22 miles from Keeneland Race Course and 25 miles from Lexington...
  • Parking
  • Pets allowed

no reviews

from $97.00 Show details »

Whiskey Woods

Holiday home in Frankfort, Kentucky , 1311 Deerwood Drive
Whiskey Woods is located in Frankfort, just 20 miles from Keeneland Race Course and 24 miles from Lexington McConnell Springs.
  • Parking
  • Family rooms

Exceptional 17 Reviews 9.8

from $232.82 Show details »

The Kentucky Bluegrass Retreat

Holiday home in Frankfort, Kentucky , 112 Bamboo Drive
26 miles from Keeneland Race Course in Frankfort, The Kentucky Bluegrass Retreat offers accommodations with access to a hot tub.
  • Parking
  • Pets allowed
  • Family rooms

Superb 17 Reviews 9.4

from $225.39 Show details »

Bourbon Trail Hideaway

Holiday home in Frankfort, Kentucky , 813 Hanly Lane
Bourbon Trail Hideaway offers accommodations in Frankfort, 19 miles from Keeneland Race Course and 22 miles from Lexington McConnell Springs.
  • Parking

Superb 11 Reviews 9.4

from $248.90 Show details »

Midway Home on 22 Acres Near Bourbon Tra...

Holiday home in Frankfort, Kentucky
Midway Home on 22 Acres Near Bourbon Trail! is located in Frankfort, just 21 miles from Rupp Arena and 21 miles from Lexington Convention Center.
  • Parking
  • Pets allowed

Exceptional 1 Reviews 10.0

from $92.00 Show details »

Spacious Frankfort Retreat on Bourbon Tr...

Holiday home in Frankfort, Kentucky
Spacious Frankfort Retreat on Bourbon Trail! is located in Frankfort, just 18 miles from Keeneland Race Course and 19 miles from Lexington McConnell S...
  • Parking

Fabulous 4 Reviews 9.0

from $255.87 Show details »

Sweet Retreat

Holiday home in Frankfort, Kentucky , 121 East 2nd Street
Sweet Retreat offers accommodations in Frankfort, 25 miles from Lexington McConnell Springs and 28 miles from Rupp Arena.
  • Parking

Exceptional 1 Reviews 10.0

from $264.27 Show details »

Derby Day Digs Frankfort

Chalet in Frankfort, Kentucky , 627 Taylor Avenue
Derby Day Digs Frankfort is located in Frankfort, just 28 miles from Rupp Arena and 28 miles from Lexington Convention Center.

no reviews

from $387.43 Show details »

Number of Holiday homes in Frankfort 8
Number of guest ratings 2,880
Average price per night $221.00
Lowest price per night $53,00
Highest price per night $777,32

Top 10 Cheapest Holiday-homes in Frankfort

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

Top 10 Most Booked Holiday-homes in Frankfort

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

Holiday homes in Frankfort (Kentucky), comfortable and familiar

Staying in a holiday or vacation home in Frankfort 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 Frankfort 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 Frankfort 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