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Compare 372 Vacation Homes in Midway with updated reviews, rates, and availability.

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

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 SAR 995
SAR 1,809 total
includes taxes & fees
30 Nov - 1 Dec
Horse Country 2 - Sleeping For 12 - Beautiful Outdoor Space - 3 Bedrooms + Loft
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath
Don't miss out. Book now!

KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath

10.0 out of 10, Exceptional, (79)
"This house is clean and well located. It is not fancy, but it is lots of fun! We came with another couple for the bourbon trail and to see the horses. At the end of each day, instead of watching TV, we took advantage of the wonderful selection of games. We played darts, cards, and chess. It made a great trip even better. "
The price is SAR 507
SAR 640 total
includes taxes & fees
8 Dec - 9 Dec
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath
2 Bed/2 Bath Home in Andover area. Premier Host with 250+ 5-Star Reviews!
Exterior detail

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.
Living area

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 SAR 225
SAR 582 total
includes taxes & fees
26 Nov - 27 Nov
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Newly renovated Historic House within walking distance to UK.
Living area

Newly renovated Historic House within walking distance to UK.

10.0 out of 10, Exceptional, (92)
"This house was perfect for a mom’s getaway weekend. Plenty of space, comfortable beds, and close to lots of restaurant options. Easy checking. Highly recommend. "
Newly renovated Historic House within walking distance to UK.
Lexington’s Premier Cul De Sac Townhome 2BR, 2.5BA, 1100 sqft
Master Bedroom with Queen Size Tempur Pedic Mattress

Lexington’s Premier Cul De Sac Townhome 2BR, 2.5BA, 1100 sqft

9.6 out of 10, Exceptional, (125)
"Perfect location to visit the horse farms. Super clean and the owner goes above and beyond to make sure you have everything you need. Also gave us good ideas where to eat and visit."
The price is SAR 353
SAR 628 total
includes taxes & fees
1 Dec - 2 Dec
Lexington’s Premier Cul De Sac Townhome 2BR, 2.5BA, 1100 sqft
Hamburg Haven / Garage /🔥 Pit / 7mi to Rupp / WiFi
Fire Pit & Hot Tub

Hamburg Haven / Garage /🔥 Pit / 7mi to Rupp / WiFi

9.4 out of 10, Exceptional, (34)
"My daughters and I were stopping for the night on our way into Knoxville and the house was perfect for a girls spa night! Dalton was great and very friendly. One of the cleanest houses we’ve ever stayed in. My only wish was that we stayed for more than one night. Would highly recommend. "
The price is SAR 319
SAR 863 total
includes taxes & fees
1 Dec - 2 Dec
Hamburg Haven / Garage /🔥 Pit / 7mi to Rupp / WiFi
Experience the Grand Getaway: Centrally Located Luxury
Interior

Experience the Grand Getaway: Centrally Located Luxury

4.0 out of 10, (2)
"If the owner would invest some money to make some small upgrades to his home it would make a world of difference. Leather couch is extremely worn & was flaking off onto our clothes. No means to make coffee which should be a basic item available and can get a cheap Keurig to cover that. There was no welcome basket as described.First place I have stayed in that didn’t provide even body soap much less shampoo. Bathrooms need a deep cleaning as bottoms of toilet were filthy. Even bathroom drawers...
The price is SAR 1,408
SAR 2,231 total
includes taxes & fees
26 Nov - 27 Nov
Experience the Grand Getaway: Centrally Located Luxury
Hot Tub | Walk to Downtown | Patio | Fire Pit | Game Room
Escape to our charming bungalow in the Chevy Chase neighborhood, located just minutes away from some of the city's best restaurants. Book your stay now and experience the perfect combination of comfort and convenience!

Hot Tub | Walk to Downtown | Patio | Fire Pit | Game Room

10.0 out of 10, Exceptional, (155)
"Appreciated the K-cups! Nice layout and Great Location. "
Hot Tub | Walk to Downtown | Patio | Fire Pit | Game Room
NEW! East Suite- Southern Charm in Georgetown Kentucky-Bleubird Studio + Suites
East Suite. Queen. French doors to balcony. Ceiling fan. Original paintings/art.

NEW! East Suite- Southern Charm in Georgetown Kentucky-Bleubird Studio + Suites

10.0 out of 10, Exceptional, (46)
"Always a wonderful stay! Jane is a delight!"
NEW! East Suite- Southern Charm in Georgetown Kentucky-Bleubird Studio + Suites
Kentucky's Finest - Pet Friendly
Living area

Kentucky's Finest - Pet Friendly

9.6 out of 10, Exceptional, (13)
"Quick and easy "
The price is SAR 338
SAR 844 total
includes taxes & fees
1 Dec - 2 Dec
Kentucky's Finest - Pet Friendly
3 Bdr/3 Bath House in Andover Convenient to All of Lexington
Front of Home

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
Cozy Lexington Townhome ~ 3 Mi to UK Campus!
Lexington Vacation Rental | 2BR | 1.5BA | 1,041 Sq Ft | Stairs Required

Cozy Lexington Townhome ~ 3 Mi to UK Campus!

9.2 out of 10, Wonderful, (5)
"Overall this place is great. Very clean which is important to my husband and I. Felt very safe as well. A week before arriving I emailed to find out what kind of coffeemaker was in unit. Four days later, the response was both a Mr. Coffee and a Keurig. I packed plenty of K cups but there wasn’t a Keurig, only a Mr. Coffee. No big deal I guess as regular coffee was on counter. Check-in info said dishwasher pods, extra toilet paper and garbage bags were in unit. They were not. I did text property...
Cozy Lexington Townhome ~ 3 Mi to UK Campus!
NEW! Freshly Furnished 4 Bedroom Sweet Kentucky Home in the heart of Lexington.
Interior

NEW! Freshly Furnished 4 Bedroom Sweet Kentucky Home in the heart of Lexington.

10.0 out of 10, Exceptional, (12)
"Had a great time going to Keeneland and Woodford Distillery"
NEW! Freshly Furnished 4 Bedroom Sweet Kentucky Home in the heart of Lexington.
Isla's Landing - Charming Historic 1940s Home
Living Room

Isla's Landing - Charming Historic 1940s Home

10.0 out of 10, Exceptional, (31)
"👍"
Isla's Landing - Charming Historic 1940s Home
Bourbon and Horse Racing
Exterior

Bourbon and Horse Racing

9.8 out of 10, Exceptional, (15)
"Really a wonderful time with so many distillers less the 20 min away in every direction. Loved the place and it was a good fit for a small friend group "
The price is SAR 657
SAR 1,320 total
includes taxes & fees
26 Nov - 27 Nov
Bourbon and Horse Racing
Lexington Home ~ 5 Mi to University of Kentucky!
Lexington Vacation Rental | 3BR | 2.5BA | 2,806 Sq Ft | Stairs Required

Lexington Home ~ 5 Mi to University of Kentucky!

10.0 out of 10, Exceptional, (4)
"This property was located in a very nice area near the outer belt so it was easy to get around Lexington. House was tastefully decorated and very clean. We travel a lot and this might have had the best amenities of any house we have stayed at. "
Lexington Home ~ 5 Mi to University of Kentucky!
Bluegrass Retreat
Living area

Bluegrass Retreat

9.6 out of 10, Exceptional, (4)
"Clean and simple, easy check in, good location to Lexington or Georgetown. Plenty of space, good amenities. Can’t complain too much except walls were maybe a bit thin and could hear neighbors/dogs/etc throughout the night. Would stay again though "
Bluegrass Retreat
Two Miles to Buffalo Trace > Speakeasy > Hot Tub > Gas Fire Pit
Welcome to the Bluegrass Bourbon House!

Two Miles to Buffalo Trace > Speakeasy > Hot Tub > Gas Fire Pit

10.0 out of 10, Exceptional, (4)
"The stay was perfect. We enjoyed the theme of the house and cleanliness. Location in Frankfort for walkability to restaurants was ideal. Had a great comfortable stay and communication was great. Would stay again. Thanks."
Two Miles to Buffalo Trace > Speakeasy > Hot Tub > Gas Fire Pit
KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!

KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!

9.8 out of 10, Exceptional, (106)
"Was a very nice cottage, would definitely recommend to others"
KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!
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 property types in Midway

Cozy cabin in the heart of horse country
Private kitchen

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!
Exterior detail

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.
Living area

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 SAR 225
SAR 582 total
includes taxes & fees
26 Nov - 27 Nov
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.