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Midway Vacation Rentals

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Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Rentals in Midway

Terrace/patio
Cozy cabin in the heart of horse country

Cozy cabin in the heart of horse country

Midway
10.0 out of 10, Exceptional, (31)
"This is a great property and was perfect for two couples. The house was clean and host was accessible if needed. We will definitely stay here again if in the area. Midway is a cute little town with several nice restaurants and shopping. "
United States
Tonya W.
Cozy cabin in the heart of horse country
Exterior
2 or 3 Bedroom/Baths House in Andover Convenient to All of Lexington

2 or 3 Bedroom/Baths House in Andover Convenient to All of Lexington

Lexington
10.0 out of 10, Exceptional, (306)
"House was great, clean and well stocked. Owner was amazing to work with, simple requirements and offered great suggestions, above and beyond! Would 100% recommend staying here! "
United States
Amanda R.
2 or 3 Bedroom/Baths House in Andover Convenient to All of Lexington
Smart TV
Bourbon on Broadway

Bourbon on Broadway

2.0 star property
Frankfort
9.8 out of 10, Exceptional, (18)
"We were in town to hit a few distilleries, so this place was perfect as is just a few minutes from Buffalo Trace! The apartment was so cute and had great character. We had 4 adults in our group so the space worked out wonderful for us.The beds were very comfortable. The kitchen was nicely stocked. "
United States
Ashley H.
The price is ￥20,712
￥38,220 total
includes taxes & fees
Nov 12 - Nov 13
Bourbon on Broadway
Property grounds
Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location

Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location

Downtown Lexington
10.0 out of 10, Exceptional, (144)
"A lovely combination of historical charm with all the modern conveniences you need. And you can’t beat the location! Loved our stay."
United States
John T.
The price is ￥40,733
￥72,387 total
includes taxes & fees
Nov 13 - Nov 14
Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location
Terrace/patio
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

Frankfort
9.8 out of 10, Exceptional, (153)
"We enjoyed six comfortable days at this house. After spending all day on the Bourbon Trail, it was great to come back here and relax for the evening. Our host was attentive and gave us recommendations and information that made our stay enjoyable. "
United States
Patricia A.
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
Property grounds
Private One Bedroom Apartment in Downtown Lexington near Rupp Arena

Private One Bedroom Apartment in Downtown Lexington near Rupp Arena

Downtown Lexington
10.0 out of 10, Exceptional, (151)
"It was perfect, quaint, and clean!"
United States
Katie G.
The price is ￥15,187
￥25,641 total
includes taxes & fees
Nov 16 - Nov 17
Private One Bedroom Apartment in Downtown Lexington near Rupp Arena
Exterior
Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28

Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28

Frankfort
10.0 out of 10, Exceptional, (14)
"Great place for a family vacation. Owners were very responsive. "
United States
Angela N.
Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28
Exterior
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

Bagdad
9.6 out of 10, Exceptional, (238)
"This house was perfect for a ladies getaway.."
United States
Lisa B.
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!
TV
Location, Location, Location

Location, Location, Location

Northside District
9.2 out of 10, Wonderful, (65)
"We came to town to celebrate my daughter’s bday. Place was spacious, clean, an well stocked with everything we needed."
United States
Rachelle B.
The price is ￥16,876
￥33,246 total
includes taxes & fees
Nov 12 - Nov 13
Location, Location, Location
Exterior
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

Frankfort
9.0 out of 10, Wonderful, (67)
"The beds were comfortable and everything was updated and clean. We enjoyed our stay!"
United States
Becky J.
The price is ￥9,205
￥24,321 total
includes taxes & fees
Nov 12 - Nov 13
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Terrace/patio
The Luxe/Hot Tub/10 Min Keenland/12 Min Downtown/Fenced In Yard/ Pet Friendly

The Luxe/Hot Tub/10 Min Keenland/12 Min Downtown/Fenced In Yard/ Pet Friendly

Lexington
10.0 out of 10, Exceptional, (17)
"We found this home perfect for our needs. Bedrooms all have large beds and TVs. Great space outside for the dog. Hot tub worked perfectly. Everything is a short drive away. We would pop downtown and back frequently between trips to distilleries. Half an hour to BT, WT, 4R,, etc. Hour to Bardstown and 1:15 back to Louisville. The neighborhood seemed very safe and quiet. Again, easy access everywhere. "
United States
Jason D.
The price is ￥22,369
￥60,153 total
includes taxes & fees
Nov 19 - Nov 20
The Luxe/Hot Tub/10 Min Keenland/12 Min Downtown/Fenced In Yard/ Pet Friendly
Fridge, microwave, oven, stovetop
Cecil's Cozy Cottage

Cecil's Cozy Cottage

Lexington
9.4 out of 10, Exceptional, (67)
"Property was describe very well and was very clean and comfortable. It was perfect for a visit with my daughter. Owners were super responsive and very easy to work with. Would definitely stay again when in the area."
United States
Christine W.
The price is ￥16,876
￥33,958 total
includes taxes & fees
Nov 18 - Nov 19
Cecil's Cozy Cottage
Exterior
This bungalow is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.

This bungalow is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.

Lexington
8.8 out of 10, Excellent, (38)
"The house was just as described and very clean. We would definitely stay again!"
United States
Dyone C.
The price is ￥12,887
￥28,721 total
includes taxes & fees
Nov 13 - Nov 14
This bungalow is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
Interior
Solar Sanctuary

Solar Sanctuary

Chevy Chase
10.0 out of 10, Exceptional, (7)
"Great neighborhood "
United States
Michael T.
The price is ￥9,804
￥23,667 total
includes taxes & fees
Nov 12 - Nov 13
Solar Sanctuary
Fridge, microwave, oven, stovetop
This house is a 3 bedroom(s), 2.5 bathrooms, located in Lexington, KY.

This house is a 3 bedroom(s), 2.5 bathrooms, located in Lexington, KY.

2.0 star property
Downtown Lexington
10.0 out of 10, Exceptional, (14)
"We absolutely loved our stay! The property was super nice and very spacious, it was in a perfect location to reach anywhere in downtown Lex. Will definitely book again!"
United States
Anonymous traveler
The price is ￥30,684
￥52,026 total
includes taxes & fees
Nov 17 - Nov 18
This house is a 3 bedroom(s), 2.5 bathrooms, located in Lexington, KY.
Terrace/patio
Golf Simulator | Hot Tub | Game Room | Pool Table

Golf Simulator | Hot Tub | Game Room | Pool Table

Kenwick
10.0 out of 10, Exceptional, (65)
"This is a great place to stay. It was clean and well appointed and the property manager was prompt and helpful. "
United States
Amy B.
Golf Simulator | Hot Tub | Game Room | Pool Table
Exterior
Hot Tub/Playground/12 min to Horse Park/30min Ark

Hot Tub/Playground/12 min to Horse Park/30min Ark

Georgetown
10.0 out of 10, Exceptional, (23)
"Very nice house with everything you need for a night away"
United States
Tim S.
The price is ￥22,369
￥56,456 total
includes taxes & fees
Nov 12 - Nov 13
Hot Tub/Playground/12 min to Horse Park/30min Ark
Exterior
This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.

This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.

Castlewood
9.6 out of 10, Exceptional, (81)
"This was a wonderful property with plenty of room. Very clean and beds were so comfortable. Will definitely stay here again. "
United States
Anonymous traveler
The price is ￥23,013
￥58,108 total
includes taxes & fees
Nov 12 - Nov 13
This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.
Private kitchen
Upscale 6 Bedroom Home Near Stadium and Restaurants

Upscale 6 Bedroom Home Near Stadium and Restaurants

Hollywood - Mt. Vernon
The price is ￥22,246
￥90,641 total
includes taxes & fees
Dec 1 - Dec 2
Upscale 6 Bedroom Home Near Stadium and Restaurants
Exterior
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

Frankfort
8.2 out of 10, Very Good, (38)
"Enjoyed staying here "
United States
Margaret I.
The price is ￥11,507
￥26,623 total
includes taxes & fees
Nov 13 - Nov 14
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
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

Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

10/10 Excellent
"The staff was very courteous "
Shajuana 2-night trip
Posted 1 day ago
Embassy Suites by Hilton Lexington/UK Coldstream

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 vacation rental in Midway?

Yes, you can find vacation rentals near top points of interest in Midway, or you can choose a more secluded option if you'd like a relaxing place to 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's the top vacation rental in Midway?

Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location: Visitors like this Midway vacation home rental. It is located in the city center and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Midway?

With 10 Expedia vacation rentals, you're sure 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. Equus Run Vineyard & Winery and Damselfly Gallery are other places to visit while you're in town.

What’s a vacation rental in Midway like?

Vacation rentals are private properties you can stay in for several days or longer in Midway. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.