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Holiday Rentals in Midway

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Holiday Rentals in Midway

Cozy cabin in the heart of horse country

10.0 out of 10, Exceptional, (8)
"The house was perfect for our group of six. Wonderful location to explore the area. Highly recommended!"
Cozy cabin in the heart of horse country

2 Bed/2 Bath Home in Andover area. Premier Host with 250+ 5-Star Reviews!

10.0 out of 10, Exceptional, (31)
"My wife worked at UK as a travel nurse and we booked very last minute. While she was at work I was in charge of watching the 4 month old and check in wasn’t till 1pm. We were able to call the house a home around 9:30am! Absolutely amazing service and PERFECT location for everyone! Definitely will be coming back "
2 Bed/2 Bath Home in Andover area. Premier Host with 250+ 5-Star Reviews!

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

9.4 out of 10, Exceptional, (36)
"Everything was perfect! Only thing was parking was difficult with our F150 truck but we knew that going in from other reviews! Would stay again for sure!! "
The price is €153
includes taxes & fees
26 Nov - 27 Nov
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

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

9.8 out of 10, Exceptional, (112)
"Perfect place! Very relaxing and comfortable. We had a group of 4 - 2 couples, and it had plenty of space. Close to everything! "
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

Treetops Solar Sanctuary

10.0 out of 10, Exceptional, (69)
"This space was very cozy and clean. Lots of thoughtful touches such as soft music playing on the big projection screen when we entered the room and a Keurig with several coffee options. The owner was a very good communicator. We had no trouble checking in. Very nice neighborhood. We would stay here again!"
The price is €164
includes taxes & fees
26 Nov - 27 Nov
Treetops Solar Sanctuary

Horse Country 2 - Sleeping For 12 - Beautiful Outdoor Space - 3 Bedrooms + Loft

9.0 out of 10, Wonderful, (29)
"Property was all that it was advertised to be. Multiple rooms and sleeping areas. Very responsive owner. Close to several bourbon tasting venues and to Keeneland horse racing park."
The price is €473
includes taxes & fees
30 Nov - 1 Dec
Horse Country 2 - Sleeping For 12 - Beautiful Outdoor Space - 3 Bedrooms + Loft

Lexington Apt. with parking & private entrance Preview listing

10.0 out of 10, Exceptional, (118)
"This was a planned vacation for my wife and I that turned into 4. Joyce was more than accommodating to that change. Every time that I messaged her, she responded quickly. We absolutely loved the apartment. It was immaculate. It was 100% accurate on description. Very quiet neighborhood but also within 10 minutes of downtown Lexington. When we come back next year, I'm definitely gonna book this place again. 5 star place and host"
The price is €141
includes taxes & fees
26 Nov - 27 Nov
Lexington Apt. with parking & private entrance Preview listing

Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Special Fall Rates

9.6 out of 10, Exceptional, (208)
"Nice Cabin, good location"
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Special Fall Rates

We are located close to Keeneland, Lexington Airport, Rupp Arena and UK.

9.8 out of 10, Exceptional, (18)
"Great place. The lock was confusing but otherwise it was a great stay. Neighborhood is busy but we felt safe. "
We are located close to Keeneland, Lexington Airport, Rupp Arena and UK.

A Renovated 3 Bedroom, 2.5 Bath Townhouse In Downtown Lexington.

9.0 out of 10, Wonderful, (109)
"Highly recommend this townhouse! Clean, everything you need in a quiet neighborhood. Very responsive to questions. Will definitely book again!"
The price is €305
includes taxes & fees
26 Nov - 27 Nov
A Renovated 3 Bedroom, 2.5 Bath Townhouse In Downtown Lexington.

Capital City Cottage

9.4 out of 10, Exceptional, (22)
"We enjoyed our stay ! Very clean and comfortable!"
The price is €234
includes taxes & fees
29 Nov - 30 Nov
Capital City Cottage

Golf Simulator | Hot Tub | Game Room | Pool Table

10.0 out of 10, Exceptional, (34)
"Great location for Keenland and Kroger field and Very accessible to downtown. House was clean but probably could use a tankless water heater. Some of us had cold showers (party of 8). Great value compared to other locations we looked at. "
Golf Simulator | Hot Tub | Game Room | Pool Table

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

10.0 out of 10, Exceptional, (125)
"We had a lovely time with sisters and friends, celebrating friendship. The house is cozy and close to fine dining! "
The price is €505
includes taxes & fees
26 Nov - 27 Nov
Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location

3 Bdr/3 Bath House in Andover Convenient to All of Lexington

10.0 out of 10, Exceptional, (279)
"Can not say enough good things. Prperty is in a great area. We stayed 3 nights and we covered everything we could fit in. Great restaurants, the ARK, winery, distillery, casino, Horse Park... and much more. The management group/ owner was first class along with his support crew. They took geat care of us!!!thetotresponded"
3 Bdr/3 Bath House in Andover Convenient to All of Lexington

Charming little house on the Kentucky River

9.6 out of 10, Exceptional, (136)
"The instructions were perfect!! The view was amazing!! The place was clean and well stocked so if you forgot something, it’s probably there. Whoever this property is really cares about your stay. Loved the local channels with the antenna. Lots of DVD movies to choose from. I can’t wait to book my next trip. "
Charming little house on the Kentucky River

12acre Villa right by Keeneland-Keene Creek Estate 10,000sqft

10.0 out of 10, Exceptional, (34)
"Everything went perfectly, if we ever go back to Lexington I will like to stay here again."
12acre Villa right by Keeneland-Keene Creek Estate 10,000sqft

Firepit | Outdoor Deck | Great Location

10.0 out of 10, Exceptional, (65)
"Nice stay. Property was as expected. "
Firepit | Outdoor Deck | Great Location

Kentucky's Finest - Pet Friendly

9.6 out of 10, Exceptional, (13)
"Quick and easy "
The price is €222
includes taxes & fees
1 Dec - 2 Dec
Kentucky's Finest - Pet Friendly

Pool | Hot Tub | Covered Porch | Patio | Game Room

9.8 out of 10, Exceptional, (104)
"very clean, spacious, fun layout and we used the fireplace, gas grill, downstairs rec room, large kitchen... and had a ball!"
Pool | Hot Tub | Covered Porch | Patio | Game Room

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

9.6 out of 10, Exceptional, (54)
"8 friends spending 3 days on the Bourbon Trail. Perfect location!"
The price is €370
includes taxes & fees
9 Dec - 10 Dec
This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, 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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Other types of properties in Midway you may be interested in

Quality Inn Lexington -Horse Park

2.5 star property
8.2 out of 10, Very good, (1324)
"Very comfortable beds! Convenient breakfast & good price."
The price is €64
includes taxes & fees
24 Dec - 25 Dec
Quality Inn Lexington -Horse Park

GLō Best Western Lexington

3.0 star property
9.4 out of 10, Exceptional, (2264)
"I felt like my bed sheets were not clean "
The price is €93
includes taxes & fees
27 Nov - 28 Nov
GLō Best Western Lexington

GuestHouse Lexington

2.5 star property
8.2 out of 10, Very good, (1089)
"Nice property. The shower had very little water pressure though."
The price is €75
includes taxes & fees
27 Nov - 28 Nov
GuestHouse Lexington
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.

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?

Golf Simulator | Hot Tub | Game Room | Pool Table: This holiday home rental outside of Midway offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and 1 hot tub.

How many holiday rentals are there in Midway?

With 8 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. Equus Run Vineyard & Winery and Damselfly Gallery are other places to visit while you're in town.

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.