Vacation rentals in Frankfort

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Frankfort

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Train in Lawrenceburg

4.98 out of 5 average rating, 260 reviews

Bourbon Trail: Caboose on the Farm

Nestled under the shadows of elm trees on a working cattle farm, The Southern x525 Caboose is now resting in the heart of the Bourbon Trail. Maintaining the industrial feel of an authentic caboose, while bringing in the warmth of handcrafted woodwork design, the Caboose on the Farm creates a unique experience like no other! Queen bed, twin bunk-beds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!

Sep. 2 – 9

$248 CAD per night

Guest favourite

Home in Stamping Ground

4.97 out of 5 average rating, 604 reviews

Buffalo Springs Distilling Company

On the Bourbon Trail The Buffalo Springs Distilling Company got it's start in 1868. It closed and it's warehouses were emptied out by the 1970's. This building is one of the last structures left on the site. This historic building was the main office and gatehouse for visitors to the distillery, so we can offer one bedroom due to the size of the structure. Queen size bed in the bedroom. There’s also a Queen Air Mattress that can be utilized in a pinch for folks that are staying at least a week

Mar. 3 – 10

$238 CAD per night

Guest favourite

Apartment in Versailles

4.99 out of 5 average rating, 266 reviews

High style on the Bourbon Trail

Historic 1 bedroom apt in the heart of horse country & the bourbon trail. Central Main St. location in charming Versailles, steps away from local coffee shop and bourbon bar. Walk to restaurants, shopping and park. Light filled apartment with vaulted ceiling and exposed brick wall. Cozy bedroom has memory foam Cal king bed and percale cotton sheets. The decor is an eclectic mix of antiques, Ferrick Mason textiles, wallpapers and Alex K Mason original art. Parking space. Free washer & dryer.

Dec. 9 – 16

$194 CAD per night

Guest favourite

Cottage in Wilmore

4.98 out of 5 average rating, 162 reviews

River House - Cottage with KY River View & Access

Come relax at the peaceful river house. It feels like a retreat right on the Kentucky River with a party-sized dock for easy river access. It’s a cozy cottage on stilts with a breakfast bar on the porch and swing on the patio. Be surrounded by nature and beautiful views of the river and palisades. Tuck away in seclusion just minutes away from downtown Wilmore, Asbury University & Seminary. 35 minutes or less from LEX Bluegrass Airport, Keeneland and Shaker Village. See guidebook for more info.

Aug. 20 – 27

$192 CAD per night

Guest favourite

Apartment in Frankfort

5.0 out of 5 average rating, 59 reviews

Blanton's Landing Speakeasy 2

The former office building to Kentucky gentleman and bourbon aristocrat Col. Albert B. Blanton. Guest will be centrally located in downtown Frankfort and just a few steps from restaurants, bars and attractions. Each speakeasy contains a vault room, where Mr. Blanton stored some of his most precious belongings. Guest will be offered a set of clues, that if answered will offer a combination to this vault and allow them to prosper from the riches within. Do you have what it takes to crack the code?

Nov. 28 – Dec. 3

$242 CAD per night

Guest favourite

Chalet in Lawrenceburg

4.96 out of 5 average rating, 148 reviews

Countryside On the Bourbon Trail, 22 Quiet Acres

Welcome to Sea Glass Farm. 1900's restored farmhouse with tons of charm! Full access to 22 acres with beautiful hilltop sunsets. In the heart of The Bourbon Trail, the scenery and wildlife will not disappoint. The location is perfect for a rural getaway or relaxing stop on your Bourbon Trail experience. Minutes from shopping and restaurants; situated between I-64 and The Bluegrass Parkway. This place has been a dream of ours and it will soon be in your dreams as well. Hosted by the owner!

Dec. 1 – 8

$218 CAD per night

Guest favourite

Apartment in Frankfort

4.98 out of 5 average rating, 109 reviews

Centrally located downtown “The Main Stay”

Our beautiful uptown loft style apartment is located in Downtown and in the heart of it all!. Surrounding us are shops, museums, restaurants, breweries, art statues, murals and more! Bonus: A quick 5 min. drive to Buffalo Trace. Many of our guests have taken advantage of our trails for biking, hiking, running and walking or exploring the history of our lovely Capital City. After a day of exploring, come home to the calm and relax in our spacious (Approx. 1100 sq ft) loft apartment.

Oct. 16 – 23

$230 CAD per night

Guest favourite

Guesthouse in Frankfort

4.99 out of 5 average rating, 96 reviews

Treetop Hideaway

Fully equipped apartment, only 5 blocks from the state Capitol in historic, tree-lined neighborhood. Kentucky Derby, Horse Park, and Bourbon Trail all close. Real pricing - no hidden fees! Downtown restaurants, entertainment, & distilleries are only minutes away by car or foot. Apartment includes everything for short-term or extended stays, including washer/dryer and fully-equipped kitchen. Separate building - totally separate entrance for privacy.

Jul. 15 – 22

$90 CAD per night

Guest favourite

Tiny homes in Frankfort

4.98 out of 5 average rating, 331 reviews

Tiny Home with Huge Charm near the Elkhorn Creek

Just minutes from downtown Frankfort, this place is a little peaceful country getaway with a lot to offer! It’s nestled on a quiet street with great access to the beautiful Elkhorn Creek! If you’re into Bourbon tours, Horses, canoeing/kayaking/fishing, or Natural and Historical sites, this place is a great location in the middle of a lot to see and do! The tiny house has a small kitchen and bath as well as a yard and private patio and grill to enjoy!

Aug. 17 – 24

$158 CAD per night

Guest favourite

Condo in Frankfort

4.97 out of 5 average rating, 119 reviews

Bourbon Trail R&R

Our condo is conveniently located in walking distance of the capital. Peaceful neighborhood with wide streets. PLEASE NOTE: The condo is located up two flights of stairs. Kitchen is completely equipped with everything you’ll need to enjoy your stay, including a K-cup coffee machine. (Just bring your K-cups) Frankfort is a vibrant town located in the heart of the Bourbon Trail. 1 small dog may be permitted with pre-approval - $75/stay

Dec. 4 – 11

$208 CAD per night

Guest favourite

Apartment in Frankfort

4.86 out of 5 average rating, 159 reviews

Downtown Apartment above a Brewery

Second level apartment in downtown Frankfort, located above Goodwood Brewing Restaurant and Bar and in the heart of bourbon country. Located on the Kentucky River within walking distance of the Kentucky State Capital and a 5 minute drive to Buffalo Trace Distillery and 15 minutes to Woodford Reserve Distillery. Approximately 30 minutes to downtown Lexington and University of Kentucky, 25 minutes to Keeneland Race Track, 45 minutes to Louisville.

Mar. 6 – 13

$220 CAD per night

Guest favourite

Guesthouse in Frankfort

4.91 out of 5 average rating, 147 reviews

The Carriage - Quaint Haven steps to the Capitol

Retreat to our cozy Pied-à-terre, tucked away in the serenity of Historic Frankfort, secluded from the street. Enjoy a plush queen bed and essential amenities for an ideal stay. This Parisian-inspired escape is steps from the KY Capitol and downtown attractions. With free parking, a 5 min drive to Buffalo Trace, and nearby distilleries, ensure a stress-free travel experience. Book now for a getaway filled with warmth and comfort!

Jan. 11 – 18

$166 CAD per night