
Cottage holiday rentals in Frankfort
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Top-rated cottage rentals in Frankfort
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Popular amenities for Frankfort cottage rentals
Cottage rentals with a hot tub

Anchor Rental
Went to the Kentucky Derby with a group of friends. He graciously left us a derby care package at check-in. This place was perfect for 8 guys who just were looking for a place to sleep and have a BBQ in the driveway. Pillows could use an upgrade, and the closet in the bunk bed room had games and toys thrown about, but overall a good place to stay and worth the money of the rental.

Life is Better On The River
Was a wonderful place to stay

2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tu
Nice and clean place. The train at night was a bit annoying, went through a couple different times. So bring some earplugs if possible. But we did get use to it. We had a blast listening to the record player one night over a drink. The hot tub was great , especially on the rainy colder days of the trip. We would definitely recommend and stay again. If and when we plan another trip to Kentucky. Thanks!

Miles Around KY Cottage-Hot Tub
Lovely location, loved the space, the back porch was such a lovely way to end the day with the hot tub. Super responsive, and a great central location to the bourbon trail! Definitely will stay here again when we visit this side of KY!

Lakeside Cottage -upgraded hot tub- Bourbon Trail!
After the recent passing of my Mom, I needed a getaway to relax , unwind and clear my head . I wanted someplace cozy and private, surrounded by nature. I knew nothing of the area but was very pleased. So quite and relaxing. SUPER clean, very impressive, no details overlooked. While relaxing in the hot tub, you could hear an owl calling in the distance. Exactly what I needed. Thank you for sharing your beautiful cottage with us.

Mint Julep Cottage near Louisville & Bourbon Trail
Cute cottage perfect for a weekend getaway. Close to the playground for the kids.

Splash of 7&7
I used this cottage to prepare for my wedding. It had great spaces for several people to get ready including a large area in the master bedroom upstairs. The wedding venue was right across the street. We stayed here for the weekend so we could setup and take down without having to rush. The jacuzzi out back was clean and private. The home was beautiful and comfortable. I would highly recommend!

Little Beauty, lake cottage, near Louisville.
We loved the warm welcome of flowers, snacks, waters, and bourbon gift basket. Everything was spotless and very homey. We had plenty of room in the kitchen and appreciated all of the different types of glasses etc for drinking and eating. We enjoyed our stay very much and appreciated all of the thought and time that went into making this cottage a great vacation retreat for the two of us.
Pet-friendly cottage rentals

A Romantic Getaway on the Bourbon Trail
This place is a little out of way, but so peaceful and beautiful scene. Very comfortable bed! Judith checked in a couple times via email to see if we needed anything, but we really had everything we needed. It was one of the best for us.

Cottage in Louisville,KY on Scenic River Rd
Very comfortable home close to everything. Would definitely stay here again.

Best view of the lake two bed two bath cottage #4
Had a very nice time here, enjoyed the hot tub and watching T.V.

Mile Back Hide-Away
great place tucked out in the country.

Linden Place LLC
I highly recommend this cottage. Extremely clean with all the comforts of home. Keurig with Kcups, breakfast items and bottled water. Wonderful choice of bathroom toiletries. Host greeted us with true southern charm so much that we immediately felt right at home. She even directed us to a local restaurant that was fabulous!! The best part was the peaceful surroundings with a beautiful backyard view of horses and birds from the private deck. Will definitely stay there again in the future.

Bourbon Oak Smokehouse Cottage
Great property in bourbon country. The location was close to shopping and restaurants. The fenced-in backyard was perfect for my dog. The owners were very responsive. Would definitely stay here again.

Springwood Cottage in the heart of the Bluegrass.
This house was updated and clean! It had everything we needed. Close to KHP and pretty much everything. Kim was easy to communicate with and even accommodated an extra night at short notice. Would book this house again.

The Cottage at Montresor
Amazing place to stay, our dogs were able to roam and feel right at home. Best Airbnb I have stayed in!
Private cottage rentals

Cozy Pre-Civil War Home on the Bourbon Trail
Sylvia and John are SUPER super hosts! Their home is lovely – filled with antiques and very homey. Extremely clean. Sylvia went out of her way to contact us every day to make sure we had everything we needed. Her attention to detail is superb. We felt so comfortable and slept like babies in their very comfortable beds. We will be back.

Quaint Cottage in DTown Lex, 15 mins to Horse Park
Architectural decor. Comfy bed. Quiet and enjoyable. Thanks for a great trip to Lexington!

Quaint cottage in the heart of Danville
Let’s just say we were overwhelmingly surprised by how cute this house is!! Pictures don’t do it justice!! Virginia was very responsive to all our questions. She is the quintessential southern host. Providing everything you could possibly need & some things you didn’t know you needed! Fresh baked cookies & muffins, sleep masks and fairly complete stocked pantry. The location was terrific! We were able to walk to most of our destinations. This is THE place to stay when visiting Danville. Virginia made our stay perfect 😍

Bardstown Coppersmith Cottage
Had a great stay at the coppersmith house. Extremely convenient to Bardstown and surrounding distilleries. Everything was comfortable, clean, and well appointed. We had a great time in the outdoor grotto in the evenings.

Cozy Tree House @ Herrington Lake near Lexington
My 16 year old granddaughter and I adored your house and everything about it. I have stayed in lots of Airbnb’s but this was a very special place - filled with charm and color that made us feel instantly at home. I wouldn’t change a thing about it - especially the really comfortable beds - and we hated to leave after our three day visit. I would definitely recommend this house if you want a lovely and unique place to stay!

Two Bourbon Barrel Cottages
They only think I would change about the cabins, a full length mirror in the cabin and a way to cover the front doors. All the windows are able to be covered. IIr would have been nice to have full privacy with coverings for the door

Bourbon Crossing
Bourbon Crossing was one of our favorite stays! We enjoyed how comfortable we felt in the space and how easily accessible it was. Brad was very responsive when we had a question and his place just made our bourbon trip perfect!

Country Cottage
This home was perfect for our stay for the high school trap meet which was being held only a couple miles down the road. Patty was friendly and we appreciated her family's story. We plan to book again for the state trap meet.
Destinations to explore
- Louisville Holiday rentals
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- Ark Encounter
- Kentucky Horse Park
- Rupp Arena
- Kentucky Kingdom & Hurricane Bay
- Buffalo Trace Distillery
- Louisville Slugger Field
- Louisville Slugger Museum & Factory
- Kentucky Derby Museum
- Valhalla Golf Club
- Anderson Dean Community Park
- Muhammad Ali Center
- Big Four Bridge
- Heritage Hill Golf Club
- Angel's Envy Distillery
- Charlestown State Park
- Waterfront Park
- Old Fort Harrod State Park
- Hurstbourne Country Club
- Hamon Haven Winery
- Big Spring Country Club
- Evan Williams Bourbon Experience
- Kentucky Science Center
- Falls of the Ohio State Park
- Paradise Cove Aquatic Center