Midway Holiday Rentals

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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Midway holiday rentals

Dining

Family Fun Retreat - Pickleball, 9 Hole Mini Golf, Hot Tub + Fire Pit + Jukebox

Family Fun Retreat - Pickleball, 9 Hole Mini Golf, Hot Tub + Fire Pit + Jukebox
Midway
The price is HK$1,327
HK$2,594 total
includes taxes & fees
17 Jun - 18 Jun
Family Fun Retreat - Pickleball, 9 Hole Mini Golf, Hot Tub + Fire Pit + Jukebox
Interior

Welcome to FarRhode Stable! A new, charming, 3 bedroom, 2-bathroom luxury condo perched above a beautiful barn. You will feel like a true Kentuckian with the gorgeous views of horses, cattle, donkeys, & even ducks! Book now for a perfect stay!

Welcome to FarRhode Stable! A new, charming, 3 bedroom, 2-bathroom luxury condo perched above a beautiful barn. You will feel like a true Kentuckian with the gorgeous views of horses, cattle, donkeys, & even ducks! Book now for a perfect stay!
Midway
10.0 out of 10, Exceptional, (4 reviews)
"The amenities were outstanding. The place was beautiful, clean, cozy and comfortable!"
United States
WILLIAM K.
The price is HK$2,102
HK$3,775 total
includes taxes & fees
17 Jun - 18 Jun
Welcome to FarRhode Stable! A new, charming, 3 bedroom, 2-bathroom luxury condo perched above a beautiful barn. You will feel like a true Kentuckian with the gorgeous views of horses, cattle, donkeys, & even ducks! Book now for a perfect stay!
Outdoor dining

Bourbon Trail: Caboose on the Farm

Bourbon Trail: Caboose on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (38 reviews)
"We loved it here! It was clean and quiet and the perfect theme to our train weekend! "
United States
Brittany B.
The price is HK$1,111
HK$1,859 total
includes taxes & fees
11 Jun - 12 Jun
Bourbon Trail: Caboose on the Farm
Interior

Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
Frankfort
8.8 out of 10, Excellent, (102 reviews)
"We enjoyed our stay while we were down for Breyer Fest. It was close to places we wanted to go and quiet. We would definitely stay here again."
United States
Jacob Y.
The price is HK$549
HK$1,291 total
includes taxes & fees
9 Jun - 10 Jun
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
Property grounds

Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.

Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
Frankfort
9.6 out of 10, Exceptional, (20 reviews)
"What a great cabin it was so clean and cute and had everything that we needed a great place to stay"
United States
Jessica S.
The price is HK$1,097
HK$1,964 total
includes taxes & fees
4 Jul - 5 Jul
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
Property grounds

Bourbon Trail Cabin on the Farm

Bourbon Trail Cabin on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (58 reviews)
"Fantastic location and great hosts!"
United States
James S.
The price is HK$741
HK$1,395 total
includes taxes & fees
9 Jun - 10 Jun
Bourbon Trail Cabin on the Farm
Interior

East Suite-🕊️ at Bleubird Studio, Walk to Downtown

East Suite-🕊️ at Bleubird Studio, Walk to Downtown
Georgetown
10.0 out of 10, Exceptional, (65 reviews)
"Great place to stay -- perfect location, wonderful host, beautiful accomodations, and sweet welcome dog on top of it all! Highly recommended. "
United States
l v.
The price is HK$980
HK$1,771 total
includes taxes & fees
5 Jul - 6 Jul
East Suite-🕊️ at Bleubird Studio, Walk to Downtown
Exterior

Lexington Apt. with parking & private entrance Preview listing

Lexington Apt. with parking & private entrance Preview listing
Copperfield
10.0 out of 10, Exceptional, (147 reviews)
"Great place and so clean. Host was great and will stay here again"
United States
Eric D.
The price is HK$627
HK$1,273 total
includes taxes & fees
8 Jun - 9 Jun
Lexington Apt. with parking & private entrance Preview listing
Smart TV, books

Capital City Condo #8

Capital City Condo #8
Frankfort
8.6 out of 10, Excellent, (38 reviews)
"This was our third time staying at this place for a bourbon trip. Overall it is a good value, has the basics and close to distilleries. "
United States
Robert V.
The price is HK$549
HK$1,291 total
includes taxes & fees
17 Jun - 18 Jun
Capital City Condo #8
Exterior detail

Treetops Solar Sanctuary

Treetops Solar Sanctuary
Chevy Chase
10.0 out of 10, Exceptional, (87 reviews)
"Great location with kindest host! "
United States
Tiffany S.
The price is HK$621
HK$1,393 total
includes taxes & fees
15 Jun - 16 Jun
Treetops Solar Sanctuary
Smart TV

My Old Kentucky Home

My Old Kentucky Home
Lexington
10.0 out of 10, Exceptional, (28 reviews)
"Great place for a nice weekend visit."
United States
brian g.
The price is HK$611
HK$1,947 total
includes taxes & fees
8 Jun - 9 Jun
My Old Kentucky Home
Terrace/patio

Quiet-Country and Spacious Grandma's Duplex

Quiet-Country and Spacious Grandma's Duplex
Stamping Ground
9.8 out of 10, Exceptional, (56 reviews)
"Great place to stay while in the area for work. It was just as described, clean and well furnished with a definite retro vibe. Would absolutley stay again when in the area! "
United States
Jean E.
The price is HK$862
HK$1,123 total
includes taxes & fees
9 Jun - 10 Jun
Quiet-Country and Spacious Grandma's Duplex
Living area

Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C

Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C
Lawrenceburg
10.0 out of 10, Exceptional, (8 reviews)
"Absolutely beautiful well maintained it’s right downtown A+++++ "
United States
Dustin
The price is HK$635
HK$1,849 total
includes taxes & fees
9 Jun - 10 Jun
Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C
2 bedrooms, iron/ironing board, travel cot, free WiFi

Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping

Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
Frankfort
8.8 out of 10, Excellent, (89 reviews)
"Really enjoyed the stay and the host was very responsive. Only a few minor things that came up but the host was very gracious and accommodating. We really liked it!"
United States
todd
The price is HK$549
HK$1,291 total
includes taxes & fees
3 Jul - 4 Jul
Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
Outdoor dining

Original Circa 1818 Oak Lodge

Original Circa 1818 Oak Lodge
Lawrenceburg
9.4 out of 10, Exceptional, (55 reviews)
"We really enjoyed our stay at Oak Lodge. Judi, was a great host and made sure our stay truly felt like vacation. Communication was great. The Oak Lodge is a special place, rich with history and charm. Very convenient location when visiting local distilleries. We would definitely book again. "
United States
Kerrie C.
The price is HK$1,176
HK$2,220 total
includes taxes & fees
8 Jun - 9 Jun
Original Circa 1818 Oak Lodge
Interior

Luxurious 1-bedroom with Free Parking

Luxurious 1-bedroom with Free Parking
Lexington
9.8 out of 10, Exceptional, (65 reviews)
"Such a clean and beautiful place! Great location! Enjoyed our stay very much! "
United States
Amanda V.
The price is HK$508
HK$1,708 total
includes taxes & fees
8 Jun - 9 Jun
Luxurious 1-bedroom with Free Parking
Dining

Bourbon and Horse Racing

Bourbon and Horse Racing
Frankfort
10.0 out of 10, Exceptional, (40 reviews)
"Great location! The home was very clean and comfortable. Would definitely stay here again. "
United States
LeeAnn B.
The price is HK$1,234
HK$2,582 total
includes taxes & fees
7 Jun - 8 Jun
Bourbon and Horse Racing
Exterior

2 Bed/2 Bath/Game Room

2 Bed/2 Bath/Game Room
Lawrenceburg
10.0 out of 10, Exceptional, (132 reviews)
"Outstanding location and comfortable accommodations. Hope to make it back soon. "
United States
Eric C.
The price is HK$1,215
HK$2,263 total
includes taxes & fees
15 Jun - 16 Jun
2 Bed/2 Bath/Game Room
Interior

Capital City Condo #10

Capital City Condo #10
Frankfort
8.4 out of 10, Very good, (8 reviews)
"Such a great little place. Hosts are wonderful!"
United States
Amanda L.
The price is HK$549
HK$1,291 total
includes taxes & fees
17 Jun - 18 Jun
Capital City Condo #10
TV, offices

Where urban meets horses and bourbon , is exactly where you will find this adorable Lexington home in 40514. Sky Beauty is a 3 bedroom, 2 bathroom home features a fenced in backyard, updated kitchen, comfortable living room, Apple TV, and so much mor

Where urban meets horses and bourbon , is exactly where you will find this adorable Lexington home in 40514. Sky Beauty is a 3 bedroom, 2 bathroom home features a fenced in backyard, updated kitchen, comfortable living room, Apple TV, and so much mor
Lexington
9.4 out of 10, Exceptional, (91 reviews)
"We love the location of this little house. This is the second time we have stayed there and plan to use it every time we're in Lexington."
United States
Carol M.
The price is HK$1,136
HK$2,048 total
includes taxes & fees
9 Jun - 10 Jun
Where urban meets horses and bourbon , is exactly where you will find this adorable Lexington home in 40514. Sky Beauty is a 3 bedroom, 2 bathroom home features a fenced in backyard, updated kitchen, comfortable living room, Apple TV, and so much mor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Midway Hotel Reviews

The Manchester

The Manchester

10/10 Excellent
"Great valet workers"
Tanner 2-night trip
Posted 1 hour ago
The Manchester

Find out more about Midway

Search for holiday rentals in Midway on Expedia! You can easily find your home rentals, villas, holiday apartments in Midway using one of the methods below:

  • View our selection of featured holiday rentals in Midway
  • Use the map to find apartments and other holiday homes in the Midway neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Midway while they last

Look no further and take a look at our great range of rental properties in Midway!

Frequently asked questions

Can I find a holiday rental in Midway?

Yes, there are holiday rentals close to the most popular sights in Midway, or you can select a more secluded option if you're looking for a relaxing stay. Midway is known for its wineries and local tours. Make sure you have time to check out the art while you're in the area.

What are some of the best holiday rentals that Midway has to offer?

KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!: This holiday home rental outside of Midway is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Midway?

With 9 Expedia holiday rentals, you're guaranteed to find just the right place for your Midway stay.

What’s there to see and do in Midway?

While exploring the area, visit family-friendly sights like Blue Grass Railroad Museum, or get outside and enjoy nature at Masterson Station Park. In the wider area, you’ll find Equus Run Vineyard & Winery and Kentucky Horse Park.

What’s a holiday rental in Midway like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Midway. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for a family getaway.