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Midway Vacation Rentals

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Vacation Rentals in Midway

Fridge, microwave, oven, stovetop
Welcome to FarRhode Stable! A new, charming, 3 bedroom, 2-bathroom luxury condo perched above a beautiful barn. You will feel like a true Kentuckian with the gorgeous views of horses, cattle, donkeys, & even ducks! Book now for a perfect stay!

Vacation Home in Midway

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had the most amazing time at FarRhode! The owners thought of everything. The place is so beautiful and well stocked with everything you could need. The view from any window is stunning and the star gazing off the deck at night was spectacular. We saw cows, horses, geese, a skunk and “Bobby” the donkey. The location is perfect for the bourbon trail and Keeneland. We will definitely be renting again!"
United States
Stephanie P.
$440 nightly
The price is $471
Dec 5 - Dec 6
Total with taxes and fees
Welcome to FarRhode Stable! A new, charming, 3 bedroom, 2-bathroom luxury condo perched above a beautiful barn. You will feel like a true Kentuckian with the gorgeous views of horses, cattle, donkeys, & even ducks! Book now for a perfect stay!
Smart TV, fireplace, books
Bourbon Trail: Caboose on the Farm

Mobile Home in Lawrenceburg

10.0 out of 10, Exceptional, (38)
"Staying in the Caboose on the Farm was such a fun and relaxing escape. The space was clean, cozy and full of charm with beautiful views and friendly animals. It was the perfect mix of comfort and nature. Highly recommend for anyone looking for a unique getaway!"
United States
Lindsey
$225 nightly
The price is $244
Dec 7 - Dec 8
Total with taxes and fees
Bourbon Trail: Caboose on the Farm
Interior
Five Minutes from Keeneland!

Cottage in Versailles

10.0 out of 10, Exceptional, (23)
"My daughter and I stayed at this property ehile she was competing at the horse park. It was a lovely, restful place for us to start and end our busy days. The property is impeccably maintained, the hosts are wonderful, and the location in the heart of horse country was exactly what we needed. Thank you!"
United States
Rachel B.
$289 nightly
The price is $318
Dec 6 - Dec 7
Total with taxes and fees
Five Minutes from Keeneland!
Exterior
Ideal One-Bedroom Getaway on the Bourbon Trail

Cottage in LAWRENCBURG

10.0 out of 10, Exceptional, (12)
"This little house was perfect. Very clean and well-kept. Modernly decorated. Walking distance to the little downtown area, the park and the town square. We loved our short stay! "
United States
Kristi
$177 nightly
The price is $195
Dec 7 - Dec 8
Total with taxes and fees
Ideal One-Bedroom Getaway on the Bourbon Trail
Fridge, microwave, oven, stovetop
Modern cottage located in the heart of the Bourbon Trail

Cottage in Lawrenceburg

9.8 out of 10, Exceptional, (33)
"Had a great stay here! Beautiful and unique property, comfortable, very convenient location for seeing Lawrenceburg and visiting Wild Turkey/Four Roses/Buffulo Trace, etc. I would definitely stay there again."
United States
Roger C.
Modern cottage located in the heart of the Bourbon Trail
Exterior detail
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath

Vacation Home in Lawrenceburg

10.0 out of 10, Exceptional, (120)
"This property was outstanding! Super clean and every amenity you could want! We loved our stay so much that we will be back and will recommend to all of our friends. Thank you for such a wonderful stay. "
United States
Robert t.
$191 nightly
The price is $210
Dec 7 - Dec 8
Total with taxes and fees
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath
Property grounds
This house is a 2 bedroom(s), 1 bathrooms, located in Georgetown, KY.

Vacation Home in Georgetown

8.4 out of 10, Very Good, (32)
"We enjoyed our stay here very much. Thank you!"
United States
julianne k.
$175 nightly
The price is $177
Dec 5 - Dec 6
Total with taxes and fees
This house is a 2 bedroom(s), 1 bathrooms, located in Georgetown, KY.
Fridge, microwave, oven, stovetop
My Old Kentucky Home

Vacation Home in Lexington

10.0 out of 10, Exceptional, (27)
"Cool property, with a great location. Owner had great communication."
United States
Anonymous traveler
$242 nightly
The price is $281
Dec 5 - Dec 6
Total with taxes and fees
My Old Kentucky Home
Exterior
Lexington Apt. with parking & private entrance Preview listing

Apartment in Copperfield

10.0 out of 10, Exceptional, (138)
"The apartment is very nice and comfortable. Check in was a breeze. Will stay again if available. "
United States
Beverly C.
$140 nightly
The price is $162
Dec 5 - Dec 6
Total with taxes and fees
Lexington Apt. with parking & private entrance Preview listing
Property grounds
Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland

Cottage in Lexington

10.0 out of 10, Exceptional, (285)
"Great visit "
United States
Titus M.
$204 nightly
The price is $236
Dec 6 - Dec 7
Total with taxes and fees
Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland
Interior
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

Condo in Frankfort

8.8 out of 10, Excellent, (97)
"We enjoyed our stay while we were down for Breyer Fest. It was close to places we wanted to go and quiet. We would definitely stay here again."
United States
Jacob Y.
$140 nightly
The price is $165
Dec 5 - Dec 6
Total with taxes and fees
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
2 bedrooms, desk, iron/ironing board, travel crib
Bourbon Trail Lakehouse - Pet Friendly!

Vacation Home in Frankfort

9.8 out of 10, Exceptional, (50)
"Great place to stay!"
United States
Jeff S.
$243 nightly
The price is $258
Dec 7 - Dec 8
Total with taxes and fees
Bourbon Trail Lakehouse - Pet Friendly!
Fridge, microwave, oven, stovetop
This apartment is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.

Apartment in Downtown Lexington

2.0 star property
9.4 out of 10, Exceptional, (13)
"Great location and huge place. Gorg windows and high ceilings. I stayed here for a friends wedding and loved it. Will stay again next time I’m in town! "
United States
Londyn
$220 nightly
The price is $224
Dec 5 - Dec 6
Total with taxes and fees
This apartment is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
Exterior
East Suite-🕊️ Bleubird Studio + Suites -Art Gallery • Yoga • Boutique Stay

Vacation Home in Georgetown

10.0 out of 10, Exceptional, (60)
"It was dreamy. Peaceful and beautiful. Jane is an excellent host! "
United States
Tami N.
$211 nightly
The price is $233
Dec 7 - Dec 8
Total with taxes and fees
East Suite-🕊️ Bleubird Studio + Suites -Art Gallery • Yoga • Boutique Stay
Property grounds
Charming 1-bedroom cottage with WiFi and AC in lovely Stamping ky

Cottage in Stamping Ground

9.8 out of 10, Exceptional, (6)
"Great hidden gem "
United States
lucian v.
$168 nightly
The price is $185
Dec 6 - Dec 7
Total with taxes and fees
Charming 1-bedroom cottage with WiFi and AC in lovely Stamping ky
Interior
Bourbon Trail Cabin on the Farm

Cabin in Lawrenceburg

10.0 out of 10, Exceptional, (46)
"Fantastic location and great hosts!"
United States
James S.
$165 nightly
The price is $178
Dec 7 - Dec 8
Total with taxes and fees
Bourbon Trail Cabin on the Farm
Smart TV
Bourbon on Broadway

Apartment in Frankfort

2.0 star property
10.0 out of 10, Exceptional, (21)
" wanted to visit. Just a nice place to stay big enough for taking Really enjoyed it. "
United States
Anonymous traveler
$227 nightly
The price is $232
Dec 7 - Dec 8
Total with taxes and fees
Bourbon on Broadway
Smart TV, books
Capital City Condo #8

Condo in Frankfort

8.6 out of 10, Excellent, (36)
"The condo was good for an overnight stay. The owners were very responsive & kind. Very close to just about anything you want to do. The price was good for the accommodations. Thank you for the hospitality! "
United States
Pollee F.
$140 nightly
The price is $165
Dec 5 - Dec 6
Total with taxes and fees
Capital City Condo #8
Fridge, microwave, oven, stovetop
Cecil's Cozy Cottage

Vacation Home in Lexington

9.4 out of 10, Exceptional, (69)
"Nicely updated, clean and cozy. "
United States
Ann L.
$220 nightly
The price is $224
Dec 7 - Dec 8
Total with taxes and fees
Cecil's Cozy Cottage
Fridge, microwave, oven, stovetop
Location, Location, Location

Vacation Home in Northside District

9.2 out of 10, Wonderful, (67)
"Great location!"
United States
Karla R.
$214 nightly
The price is $218
Dec 5 - Dec 6
Total with taxes and fees
Location, Location, Location
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

Hilton Lexington/Downtown

Hilton Lexington/Downtown

10/10 Excellent
"Room was great, clean, fully stocked with towels and supplies. Lacked nothing for an enjoyable stay. Would highly recommend and will stay here again."
Tim 1-night trip
Posted 1 day ago
Hilton Lexington/Downtown

Find out more about Midway

Everything you need to know about Midway vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Midway vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Midway vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Midway vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Midway. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Midway in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $142 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Midway rentals

At Expedia, we put the best Midway vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Midway rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Midway vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Midway. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 Lexington Ice Center, 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.