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Midway Vacation Rentals

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Check prices for these dates

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Jul 25 - Jul 26
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Jul 26 - Jul 27
This weekend
Jul 25 - Jul 27
Next weekend
Aug 1 - Aug 3

Vacation Rentals in Midway

Cozy cabin in the heart of horse country
Terrace/patio

Cozy cabin in the heart of horse country

10.0 out of 10, Exceptional, (22)
"Host was very responsive and accommodating, cabin was in a great location, close to everything we were in town to do. It was clean and well stocked for our 5 night stay. "
Cozy cabin in the heart of horse country
Capital City Cottage
Exterior

Capital City Cottage

9.2 out of 10, Wonderful, (32)
"We were very pleased with he place. The beds were very comfortable and the amenities well thought out and nice."
The price is ￥14,707
￥35,820 total
includes taxes & fees
Aug 3 - Aug 4
Capital City Cottage
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Property grounds

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

8.4 out of 10, Very Good, (32)
"Great location, nice little unit! Parking is a bit tight! Would stay again!"
The price is ￥11,030
￥25,521 total
includes taxes & fees
Aug 17 - Aug 18
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Charming Cottage Home On A Farm In The Kentucky Horse Country! Relax!
Property grounds

Charming Cottage Home On A Farm In The Kentucky Horse Country! Relax!

10.0 out of 10, Exceptional, (271)
"Peaceful, relaxing, really enjoyed it"
The price is ￥22,061
￥38,751 total
includes taxes & fees
Aug 12 - Aug 13
Charming Cottage Home On A Farm In The Kentucky Horse Country! Relax!
Location, Location, Location
Exterior

Location, Location, Location

9.2 out of 10, Wonderful, (54)
"Would definitely stay again!"
The price is ￥16,178
￥31,357 total
includes taxes & fees
Jul 27 - Jul 28
Location, Location, Location
This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (73)
"We had a great stay. Perfect for multigenerational families."
The price is ￥22,796
￥57,121 total
includes taxes & fees
Jul 27 - Jul 28
This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Exterior

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

8.8 out of 10, Excellent, (55)
"The property was nice and felt cozy the entire stay"
The price is ￥8,824
￥23,315 total
includes taxes & fees
Jul 28 - Jul 29
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Hot Tub | Great Location | Patio | Grill | Ping Pong
Exterior

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

10.0 out of 10, Exceptional, (63)
"We had a great stay for a wedding weekend in Lexington. Centrally located, clean and comfortable. The owners were great communicators and the house was perfect."
Hot Tub | Great Location | Patio | Grill | Ping Pong
Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28
Exterior

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

9.8 out of 10, Exceptional, (7)
"Could not have asked for a better vacation rental than what we experienced at this lovely home in Frankfort, KY.The location between Louisville and Lexington made travel easy, access to the Bourbon trail was extremely convenient, and only about a 30 minute drive to the Keeneland Race Track.The house was exactly as advertised.... the garage has been converted to an amzing gameroom (golf sim, tv's, pool, air hockey, etc).... and the downstairs area of the home with a full bar, yoga, gym, theater,...
Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28
7500SqFt~Sleeps18~Themed Spaces~Bourbon Trial~Creek~Hot Tub~Sauna~Luxe Amenties
Interior

7500SqFt~Sleeps18~Themed Spaces~Bourbon Trial~Creek~Hot Tub~Sauna~Luxe Amenties

9.4 out of 10, Exceptional, (3)
"Very enjoyable!"
7500SqFt~Sleeps18~Themed Spaces~Bourbon Trial~Creek~Hot Tub~Sauna~Luxe Amenties
3 bedroom cottage on horse farm close to Kentucky Horse Park, Keeneland, the Ark
3 bedrooms, iron/ironing board, WiFi, bed sheets

3 bedroom cottage on horse farm close to Kentucky Horse Park, Keeneland, the Ark

The price is ￥29,267
￥63,880 total
includes taxes & fees
Aug 11 - Aug 12
3 bedroom cottage on horse farm close to Kentucky Horse Park, Keeneland, the Ark
Modern cottage located in the heart of the Bourbon Trail
Fridge, microwave, oven, stovetop

Modern cottage located in the heart of the Bourbon Trail

9.8 out of 10, Exceptional, (23)
"Very clean and great condition. Would stay again for sure. "
The price is ￥15,442
￥28,534 total
includes taxes & fees
Jul 30 - Jul 31
Modern cottage located in the heart of the Bourbon Trail
Hot Tub | Close to Downtown | Game Room | Fire Pit |
Fridge, oven, stovetop, dishwasher

Hot Tub | Close to Downtown | Game Room | Fire Pit |

10.0 out of 10, Exceptional, (64)
"Overall good stay. Plenty of room for families."
The price is ￥51,475
￥119,718 total
includes taxes & fees
Aug 11 - Aug 12
Hot Tub | Close to Downtown | Game Room | Fire Pit |
Luxurious 1-bedroom with Free Parking
Exterior

Luxurious 1-bedroom with Free Parking

9.8 out of 10, Exceptional, (41)
"Nicely upgraded unit, relaxing and comfortable. Close to everything!"
The price is ￥14,428
￥37,915 total
includes taxes & fees
Aug 2 - Aug 3
Luxurious 1-bedroom with Free Parking
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
Interior

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

8.8 out of 10, Excellent, (92)
"Property is a great value in a good location to explore Frankfort "
The price is ￥10,295
￥24,225 total
includes taxes & fees
Aug 16 - Aug 17
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
The Green Cabin-on-The Bourbon Trail
Outdoor dining

The Green Cabin-on-The Bourbon Trail

9.8 out of 10, Exceptional, (213)
"Liked the big wrap around porch. Cozy living room with huge sectional. Large master bedroom and bath. Good location. Handy to many activities like the bourbon trail and quaint small towns and also the large cities, Frankfort, Lexington and Louisville. Great hosts."
The Green Cabin-on-The Bourbon Trail
This apartment is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.

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

9.2 out of 10, Wonderful, (24)
"Awesome place. Will stay here again"
The price is ￥13,236
￥26,256 total
includes taxes & fees
Jul 28 - Jul 29
This apartment is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Bourbon Run - HotTub/ Ark 30min/ Horse Park 12min/ Walk Downtown/ 4BR Sleeps 8
Fridge, microwave, oven, stovetop

Bourbon Run - HotTub/ Ark 30min/ Horse Park 12min/ Walk Downtown/ 4BR Sleeps 8

10.0 out of 10, Exceptional, (24)
"It was very nice and clean and very comfortable! "
The price is ￥27,943
￥58,042 total
includes taxes & fees
Aug 18 - Aug 19
Bourbon Run - HotTub/ Ark 30min/ Horse Park 12min/ Walk Downtown/ 4BR Sleeps 8
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!
Exterior

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

9.6 out of 10, Exceptional, (228)
"This house was perfect for a ladies getaway.."
The price is ￥52,813
￥90,045 total
includes taxes & fees
Aug 13 - Aug 14
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!
NEW!!! 6 BR + 5 Bath Penthouse Overlooking Downtown. 1 mile from Buffalo Trace
Interior

NEW!!! 6 BR + 5 Bath Penthouse Overlooking Downtown. 1 mile from Buffalo Trace

9.8 out of 10, Exceptional, (28)
"Went with 5 other couples to experience the bourbon trail and celebrate a couple birthdays. The loft was absolutely perfect and stunning. There was ample space, a beautiful meeting area, and the central location made it easy to walk to dinner, shopping, or cocktails. The host was very responsive and we would definitely stay here again."
NEW!!! 6 BR + 5 Bath Penthouse Overlooking Downtown. 1 mile from Buffalo Trace
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

Hyatt Place Lexington

Hyatt Place Lexington

10/10 Excellent
"The room was clean and comfortable. The amenities and breakfast were great. "
James R 1-night trip
Posted 2 days ago
Hyatt Place Lexington

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?

This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.: Visitors like this Midway vacation home rental. It is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Midway?

With 8 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 Kentucky Horse 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.