Places to stay in Midway

4.97 out of 5 average rating, 112 reviews

A spacious living area features a circular gold leather couch surrounding a suspended fireplace. Exposed wooden beams and original brick walls enhance the character of the loft. Soft seating and decorative cushions invite relaxation, while the unique patterned wall adds visual interest.

Loft in Shelbyville

Transportation Included For A Day/ Up to 14 PPL

MikeRating, 5 stars2 months ago

We stayed for a dual Bach party and this place was just perfect. It’s a cozy and incredibly stylish loft that had a ton of space and super unique features. We would recommend for any group. We will close both days to distilleries and was so nice to come home to a great place.

5 out of 5 average rating, 28 reviews

A spacious hot tub sits in a private fenced backyard, surrounded by a softly illuminated ambiance from string lights overhead. The scene features a snowy landscape and wooden stairs leading to the yard, creating a serene retreat for evening relaxation.

Home in Springfield

Kentucky Barrel House

LeticiaRating, 5 stars1 day ago

I’ve stayed at many Airbnb locations, even in many different countries and this one was even still in my top 5. This locations is very peaceful & sooo well put together. The hospitality in this house is really what makes it in my top 5. Yes it’s very cute & homey but the details Samantha has put into this house is what makes it whole! A whole closet full of high quality towels, high quality bath mat, a towel warmer, face cloths, qtips, every drinking glass you would really ever need I think I even seen a money gun in the closet with a few games ha she has a chamber of commence back ground so she gave such great detailed recommendations that make me want to come back, so with that being said we will be back 😌

4.93 out of 5 average rating, 246 reviews

A serene landscape captures grazing horses in a lush green pasture, bordered by a traditional wooden fence. The early morning fog blankets the distant trees, while a soft orange and pink sky indicates sunrise, creating a tranquil and picturesque setting.

Home in Harrodsburg

Kentucky Horse Farm Barndo On The Bourbon Trail

RobertRating, 5 stars3 weeks ago

3rd time we have stayed here. It is a very beautiful and peaceful place. The mornings and evenings on the deck with coffee or a drink are amazing. Alona makes this place what it is. She is very attentive and helpful, always ready to help you make your stay a memorable one.

5 out of 5 average rating, 8 reviews

The exterior of the home presents a charming facade with white siding and brown shutters framing two windows. A green door welcomes guests, flanked by small evergreen shrubs. Stone steps lead to the entrance, surrounded by seasonal foliage.

Home in Shelbyville

WillHelpFloodVictims | DerbyDiscount | WelcomeTreat

RoxannaRating, 5 stars3 weeks ago

This place felt like you were staying in a cottage. So cute and quaint!! Everything you would need was available. Shelbyville is so close to Louisville for may things to do and downtown Shelbyville is the cutest. Definitely will book in the future

4.98 out of 5 average rating, 154 reviews

A bright and spacious kitchen features large windows allowing abundant natural light. The modern appliances include a stainless-steel refrigerator and stove, while a central island provides seating with two cushioned chairs. A textured rug adds warmth to the room's contemporary design.

Loft in Frankfort

The Loft - Cozy Retreat in Historic Downtown

EvaRating, 5 stars3 weeks ago

The loft in Frankfort is just as described and more. It really is a cozy and well done place. We appreciated all of the nice touches, including drinks, snacks and even new toothbrushes, paste, razor and shaving cream. How thoughtful. Very clean and each room has a great feeling and is well appointed. The balcony off of the kitchen was a huge bonus. Wine and Kentucky bourbon in the evening under the stars and morning coffee with the sun greeting you. Highly recommended. We would definiltely stay again the next time we find ourselves in Frankfort.

4.98 out of 5 average rating, 66 reviews

A charming two-story historic home is presented, featuring a white exterior with blue shutters. The front porch showcases two chairs and seasonal decor. Lush bushes and a manicured lawn complement the inviting entrance, while large windows allow natural light to fill the interior.

Home in Georgetown

The George- Beautifully Furnished, Walk Downtown

BethRating, 5 stars1 month ago

Highly recommend! Amanda’s house is BEAUTIFUL and very CLEAN! Our family of four stayed for a week and we loved our stay. House was spotless and comfortable. The location is great. You can walk to downtown Georgetown, which is great a downtown! We did day trips everyday and her house was a great location for this. Amanda also checked in on us to make sure everything was ok and gave us great recommendations. Great stay!!!

4.95 out of 5 average rating, 306 reviews

A modern bathroom is displayed, featuring a sleek vanity with blue cabinets and a light countertop. A shower area with white tile and a wood step is visible. Large windows provide natural light, and stylish artwork is hung on the walls, complemented by a small dining table with a black chair.

Townhouse in Lexington

LUX TownBranch Retreat 💙 Downtown w/ Tempur-Pedics

KellyRating, 5 stars4 weeks ago

We only stayed for one night in Lexington, but the place was ready and clean at check-in time. Danny is a very responsive host. We were able to walk to nearby West 6th Brewing and Smithtown Seafood. Later had dinner in Lexington.

4.94 out of 5 average rating, 111 reviews

The spacious bathroom features elegant dark stone tiles and a large soaking tub positioned under an arched window. Two vintage-style vanities with sink basins are complemented by decorative mirrors. A separate shower enclosure is visible, and a toilet is placed discreetly in the corner.

Condo in Paris

Paradise Inn B&B - Lover's Suite

SharynRating, 5 stars3 weeks ago

This was the most beautiful and ornate airbnb I've ever experienced! Everything's so charming and full of stories as this place is a true extension of Mr. Lee who is so full of love and life and you can tell he's eager to extend that to his guests. The only possible downside is theres no elevator so for quests who are handicapped and have a hard time with stairs this may not be for you considering there's a few flights to the room BUT Mr. Lee insisted to carry our bags and made sure we were comfortable. The decor is so unique and vibrant yet calm and the town of Paris is very quaint. We enjoyed our $25 gift card to Lee's restaurant and had the place to ourselves to dine. The room also had free organic bananas, muffins and drinks in the fridge. The whirlpool jacuzzi tub was also a plus! 10/10 would stay again.

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What guests are saying

Serene Cabin KY Bourbon Trail With Hot Tub

4.82 out of 5 average rating, 91 reviews4 weeks ago

John’s cabin was perfect for our family. It had more than we needed to make us feel right at home and live comfortably for a few days. We enjoyed the big porch and the beautiful, quiet scenery. This cabin is such a little hidden gem and we would love to stay again! If you have the chance to stay here then book this cabin!

Cabin in Harrodsburg

What guests are saying

Broadway BNBs II - Studio Apartment-Walk to Centre

4.96 out of 5 average rating, 89 reviews1 month ago

Wendy's place is a short walk from great restaurants and beautiful neighborhoods, amd reasonable walk from downtown and Centre College. The apartment in a venerable brick house is thoroughly modern and clean. The large remodeled kitchen is spectacular! We met Wendy on the street while checking out and enjoyed a friendly, warm chat.

Apartment in Danville

What guests are saying

Bourbon Barrel Cottages #4 on the Kentucky Bourbon Trail

4.99 out of 5 average rating, 70 reviews1 month ago

We stayed one night in the cabin on our way home from Gatlinburg. It was the favorite part of our trip! The cabin was beautiful, thoughtfully stocked with everything we could need. Beautiful and secluded surroundings. We will be back for sure!

Home in Lawrenceburg

What guests are saying

Eire Cottage Hot Tub & Private Waterfall Luxury

4.95 out of 5 average rating, 37 reviews2 weeks ago

Wow! If I could give Brandan more than 5 stars, I would! Her home is so cozy and peaceful! She had everything there a guest would need or never think of needing and available! Her home is spotless! The instructions she gave us were on spot! We were there during the record breaking floods of Frankfort and never had a problem at the house. She offered so many suggestions after finding out a few of our tours were cancelled. Thank you Brandan for a memorable stay with our friends!

Home in Frankfort

What guests are saying

Great Walkable Location, Spacious, Amenities

4.91 out of 5 average rating, 53 reviews4 months ago

Annie’s place is fantastic for a getaway in Lexington. Incredibly spacious house with anything you could possibly need, readily available. Large backyard if you decide to bring a pet. Walking distance to grocery store, restaurants and woodland park. It’s a fantastic listing in a fantastic area. Wife & I will look to stay here during our future Lexington visits.

Home in Lexington

What guests are saying

The “News Reserve”

5 out of 5 average rating, 10 reviews2 weeks ago

The house is fantastic, obvious care to updates and maintenance, very clean and nicely decorated. I can be a bit of a germaphobe, and I felt immediately comfortable because of how neat it all was. The Internet worked wonderfully. Kitchen was well-appointed for our needs. The bedding and beds were very comfortable, and there were plenty of towels for our group size. The hosts were very kind, cordial, helpful, and quick to respond when we had questions. The neighborhood felt safe, and was quiet during our stay. The HVAC was louder than anticipated, but we slept very soundly after adjusting to that. Only recommendations that I would suggest would be lamps for night stands, a couple more chairs for the dining room (or that could be used in the dining room), and an extra lock on the exterior doors. I would definitely recommend the hosts and location, and would happily stay again.

Home in Frankfort

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Popular amenities for Midway places to stay

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Midway's top sights

Equus Run Vineyards36 locals recommend

Heirloom Restaurant30 locals recommend

Holly Hill Inn25 locals recommend

The Brown Barrel & Blind Harry's12 locals recommend

The Goose & Gander11 locals recommend

Darlin Jean's Apple Cobbler Cafe9 locals recommend

Other great vacation rentals in Midway

4.98 out of 5 average rating, 143 reviews

An outdoor patio features two black lounge chairs positioned around a small white table. A fire pit with flames adds warmth to the setting, surrounded by a grassy area and scenic views of distant trees and hills, with a colorful sky at sunset.

Cabin in Mount Eden

Bourbon Country Cottage

TheodoreRating, 5 stars4 weeks ago

The opportunity for me and my brother to enjoy the NCAA tourney while cooking on the grill, enjoying bourbon bought after our tour of Buffalo Trace distillery, all the while taking in the vast landscape by the fire pit and enjoying the Western Kentucky breeze and sunset. If you are looking for a true get away and enjoying a vaca solo or with loved ones this is the spot for you. Just wish we had bought more bourbon and firewood cause both never lasted long enough enjoying the conversations and the night sky. Definitely one for the memory books.

4.89 out of 5 average rating, 122 reviews

Cottage in Taylorsville

Best view of the lake two bed two bath cottage #4

Martha GraceRating, 5 stars6 months ago

Kim helped me get reservations set up for my parents anniversary, for the second year in a row. She is extremely kind and helpful, and my parents loved her place and the area so much they went back! Very clean and nice place, plenty of extra amenities, beautiful views of the lake and surrounding area and wildlife, good restaurants within driving distance, and plenty of privacy and a feeling of safety and calm! Thank you again Kim from all of us, especially my very happy parents!

Cottage in Spencer County

Aerial view captures Taylorsville Lake, surrounded by lush greenery and autumn foliage. The winding shoreline is visible alongside the marina with several boat docks. The community road runs beside the scenic landscape, providing a clear view of the serene water and rolling hills.

4.91 out of 5 average rating, 151 reviews

Peaceful Cottage Minutes from Lake Access

JamesRating, 5 stars4 weeks ago

We enjoyed our stay very much. Home was exactly what we were looking for with our selection. Peaceful area with hiking near the home in the Taylorsville State Park.

4.94 out of 5 average rating, 178 reviews

Cottage in Harrodsburg

Paradise Cottage Enjoy lake Views and Lake Access!

JackieRating, 5 stars2 weeks ago

We really enjoyed the home. It was very comfortable. The view of the water was awesome!

4.84 out of 5 average rating, 37 reviews

An exterior view of a modern patio area features stacked stone benches surrounding a fire pit. A black metal staircase leads to an upper level, framed by textured brick walls and lush greenery. Paved pathways extend through the outdoor space.

Apartment in Lexington

Count Fleet @ 3Forty /2BR Apt/ Walk to Rupp Arena

ToliverRating, 5 stars1 month ago

Great location. Easy parking. Nice layout of the apartment.

4.97 out of 5 average rating, 106 reviews

Home in Lexington

Hot Tub | Great Location | Patio | Grill | Ping Po

LaineRating, 5 stars1 week ago

I had to rent for a crowd and this was a great place lots of accommodation and amenities

4.73 out of 5 average rating, 165 reviews

Cottage in Taylorsville

Get Away From It All

WhitneyRating, 5 stars1 month ago

We had a wonderful time staying at Jared’s cottage! Felt right at home! There was an issue with the hot tub but he had someone come out right then and there to take care of the issue. Very responsive and flexible!