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Midway Vacation Rentals

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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, (7)
"15 mins from Horse Park. Great cabin. Very clean. Love firepit."
Cozy cabin in the heart of horse country
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
Terrace/patio
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
9.8 out of 10, Exceptional, (105)
"Great place to stay, very clean and comfortable. Loved the front porch. Owners are wonderful!"
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath
Exterior
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath
10.0 out of 10, Exceptional, (70)
"Perfect place in the heart of Bourbon country."
The price is ￥22,422
￥28,020 total
includes taxes & fees
Sep 30 - Oct 1
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath
This bungalow is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
Exterior
This bungalow is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
8.4 out of 10, Very Good, (13)
"Was clean and very nice and perfect for our stay"
The price is ￥12,151
￥26,617 total
includes taxes & fees
Oct 1 - Oct 2
This bungalow is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
This house is a 2 bedroom(s), 1 bathrooms, located in Georgetown, KY.
Coffee/tea maker, cookware/dishes/utensils
This house is a 2 bedroom(s), 1 bathrooms, located in Georgetown, KY.
8.6 out of 10, Excellent, (18)
"The home was awesome! Very nice extra touches like the shampoo , conditioner and body wash in the shower. Hand soap at the sink. Plenty of dishes, pot and pans! We didn’t need to use the washer and dryer but there was detergent available if you need to. Would definitely stay here again. Very close to a ton of amenities, restaurants and grocery stores."
The price is ￥14,021
￥27,899 total
includes taxes & fees
Oct 20 - Oct 21
This house is a 2 bedroom(s), 1 bathrooms, located in Georgetown, KY.
Treetops Solar Sanctuary
Property grounds
Treetops Solar Sanctuary
10.0 out of 10, Exceptional, (65)
"We had such a great stay at Tree"
The price is ￥11,303
￥24,577 total
includes taxes & fees
Sep 30 - Oct 1
Treetops Solar Sanctuary
5 Star Location | Walk to Downtown | Patio | Fire Pit
Fridge, microwave, oven, stovetop
5 Star Location | Walk to Downtown | Patio | Fire Pit
10.0 out of 10, Exceptional, (148)
"This is a great 3-bedroom house that was perfect for our family of five staying there for a UK football game. The house is spacious and very nice and it's just a short walk to the football field. Seth was great and the house was well appointed with very comfy beds! Will definitely stay there again for the next trip to a UK game!"
The price is ￥22,133
￥66,775 total
includes taxes & fees
Sep 29 - Sep 30
5 Star Location | Walk to Downtown | Patio | Fire Pit
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.
9.2 out of 10, Wonderful, (29)
"Nice small duplex in a great location to get the daily Buffalo Trace allocated bottles and still close enough for some great other distillery experiences. Had a great time. Of note, this host provides check in the day prior, which is later than most but everything was great!!"
The price is ￥8,680
￥22,423 total
includes taxes & fees
Sep 29 - Sep 30
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Kentucky's Finest - Pet Friendly
Private kitchen
Kentucky's Finest - Pet Friendly
9.6 out of 10, Exceptional, (13)
"Quick and easy "
The price is ￥18,083
￥39,072 total
includes taxes & fees
Oct 7 - Oct 8
Kentucky's Finest - Pet Friendly
Lexington’s Premier Cul De Sac Townhome 2BR, 2.5BA, 1100 sqft
Property grounds
Lexington’s Premier Cul De Sac Townhome 2BR, 2.5BA, 1100 sqft
9.6 out of 10, Exceptional, (122)
"A clean, nicely appointed, very comfortable property that is conveniently located. The owner clearly has gone the extra miles to ensure guest comfort and welcome.ensure"
The price is ￥9,982
￥19,981 total
includes taxes & fees
Sep 29 - Sep 30
Lexington’s Premier Cul De Sac Townhome 2BR, 2.5BA, 1100 sqft
Chic Main Street Retreat < 7 Mi to KY Horse Park!
Coffee/tea maker
Chic Main Street Retreat < 7 Mi to KY Horse Park!
10.0 out of 10, Exceptional, (48)
"I felt like I was staying in a hallmark movie! The location, like the flat was charming. Everything was easy to figure out. I would stay here again and recommend it to others. Roy let us stay an hour or so later than check out as I had gotten food poisoning and needed a place to rest."
Chic Main Street Retreat < 7 Mi to KY Horse Park!
Cozy and Spacious Lexington stay
Smart TV, books
Cozy and Spacious Lexington stay
9.4 out of 10, Exceptional, (8)
"We were in town for a horse show and only spent the nights at this house."
Cozy and Spacious Lexington stay
2 Bed/2 Bath Home in Andover area. Premier Host with 250+ 5-Star Reviews!
Fridge, microwave, oven, stovetop
2 Bed/2 Bath Home in Andover area. Premier Host with 250+ 5-Star Reviews!
10.0 out of 10, Exceptional, (20)
"All good, no issues."
2 Bed/2 Bath Home in Andover area. Premier Host with 250+ 5-Star Reviews!
Spacious house minutes from the Horse Park
Fridge, microwave, oven, stovetop
Spacious house minutes from the Horse Park
9.6 out of 10, Exceptional, (20)
"Nice place in a quiet residential neighborhood. About 10 min from Kentucky Horse Park and 10 min from some cute restaurants & shops in Georgetown. Clean, and as pictured."
Spacious house minutes from the Horse Park
Homey Horse Farm Hideaway ~ 6 Mi to KY Horse Park!
Coffee/tea maker, cookware/dishes/utensils
Homey Horse Farm Hideaway ~ 6 Mi to KY Horse Park!
9.8 out of 10, Exceptional, (55)
"This was a beautiful and peaceful place to stay, with horses and colts everywhere. The cottage is so neat, clean, and inviting, and had every amenity you could think of. The owner is very friendly and the grounds are gorgeous. We will definitely make this a destination for future getaways."
Homey Horse Farm Hideaway ~ 6 Mi to KY Horse Park!
175 LEX - Stunning Downtown Views on Main Street!
1 bedroom, iron/ironing board, travel crib, free WiFi
175 LEX - Stunning Downtown Views on Main Street!
9.8 out of 10, Exceptional, (30)
"The condo was fun to stay in, loved the 2 walls of windows. Beautiful to look out from everywhere in the condo. Well appointed and clean. Just enough of everything."
The price is ￥16,453
￥29,698 total
includes taxes & fees
Oct 1 - Oct 2
175 LEX - Stunning Downtown Views on Main Street!
Farmhouse Cottage local Horse farms, Distilleries, Winery Tours, walking trails.
Exterior
Farmhouse Cottage local Horse farms, Distilleries, Winery Tours, walking trails.
10.0 out of 10, Exceptional, (18)
"This house was very clean and put together perfectly. They had everything you would want for a weekend stay. The host was very good at communicating everything with us. "
Farmhouse Cottage local Horse farms, Distilleries, Winery Tours, walking trails.
This house is a 2 bedroom(s), 2 bathrooms, located in Lexington, KY.
Property grounds
This house is a 2 bedroom(s), 2 bathrooms, located in Lexington, KY.
10.0 out of 10, Exceptional, (21)
"This house is gorgeous! Beautifully decorated with all the modern amenities. The pool was warm & clean and just perfect for our family to enjoy. The grand piano was so very nice and filed the house with beautiful music during our stay. Everything we needed was there from spices to pool towels. Would highly recommend!"
This house is a 2 bedroom(s), 2 bathrooms, located in Lexington, KY.
NEW! East Suite- Southern Charm in Georgetown Kentucky-Bleubird Studio + Suites
Exterior
NEW! East Suite- Southern Charm in Georgetown Kentucky-Bleubird Studio + Suites
10.0 out of 10, Exceptional, (43)
"I was a photographer at the Kentucky horse Park and needed a place to stay for an extra night. I was going to book a hotel room, but SO happy I didn’t. This was literally the best place I have ever stayed at in my life. My short stay and I slept like a baby. This house is a dream and I for sure will be back! My new favorite place! Hospitality is Above and beyond! Thank you SO much! "
The price is ￥18,083
￥33,489 total
includes taxes & fees
Sep 30 - Oct 1
NEW! East Suite- Southern Charm in Georgetown Kentucky-Bleubird Studio + Suites
We are located close to Keeneland, Lexington Airport, Rupp Arena and UK.
Property grounds
We are located close to Keeneland, Lexington Airport, Rupp Arena and UK.
9.8 out of 10, Exceptional, (17)
"This property was close enough to everything that we wanted to visit while in Lexington, and was very clean and cozy. Has bunk beds in a room that are almost identical to the ones I had as a kid. Very nostalgic! The hosts were a pleasure also! Highly recommended. "
We are located close to Keeneland, Lexington Airport, Rupp Arena and UK.
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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
Front of property
Quality Inn Lexington -Horse Park
2.5 star property
8.2 out of 10, Very Good, (1206)
"Great place. Nice people"
The price is ￥10,016
￥11,626 total
includes taxes & fees
Oct 27 - Oct 28
Quality Inn Lexington -Horse Park
GLō Best Western Lexington
Exterior
GLō Best Western Lexington
3.0 star property
9.4 out of 10, Exceptional, (2249)
"Excellent room, very quiet, friendly staff"
The price is ￥14,547
￥16,883 total
includes taxes & fees
Oct 7 - Oct 8
GLō Best Western Lexington
Embassy Suites by Hilton Lexington Green
Interior
Embassy Suites by Hilton Lexington Green
3.5 star property
9.4 out of 10, Exceptional, (1000)
"It was super nice. The lady at the bar had a bit of an attitude when you asked questions as if the customers should already know the answers but other then that it's a great safe place to stay. Food is amazing!"
The price is ￥19,969
￥23,177 total
includes taxes & fees
Oct 27 - Oct 28
Embassy Suites by Hilton Lexington Green
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 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 bungalow is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.: You might want to consider this vacation home rental near Midway, which is equipped with a garden, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge to make your meal-planning easier.

How many vacation rentals are there in Midway?

With 9 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.