Midway Vacation Rentals

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Midway vacation rentals

Dining

Family Fun Retreat - Pickleball, 9 Hole Mini Golf, Hot Tub + Fire Pit + Jukebox

Family Fun Retreat - Pickleball, 9 Hole Mini Golf, Hot Tub + Fire Pit + Jukebox
Midway
$300 nightly
The price is $331
Jun 9 - Jun 10
Total with taxes and fees
Family Fun Retreat - Pickleball, 9 Hole Mini Golf, Hot Tub + Fire Pit + Jukebox
Interior

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!

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!
Midway
10.0 out of 10, Exceptional, (4 reviews)
"The amenities were outstanding. The place was beautiful, clean, cozy and comfortable!"
United States
WILLIAM K.
$440 nightly
The price is $471
Jun 14 - Jun 15
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!
Outdoor dining

Bourbon Trail: Caboose on the Farm

Bourbon Trail: Caboose on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (38 reviews)
"We loved it here! It was clean and quiet and the perfect theme to our train weekend! "
United States
Brittany B.
$216 nightly
The price is $234
Jun 11 - Jun 12
Total with taxes and fees
Bourbon Trail: Caboose on the Farm
Interior

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

Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
Frankfort
8.8 out of 10, Excellent, (102 reviews)
"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
Jun 8 - Jun 9
Total with taxes and fees
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
Property grounds

Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.

Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
Frankfort
9.6 out of 10, Exceptional, (20 reviews)
"What a great cabin it was so clean and cute and had everything that we needed a great place to stay"
United States
Jessica S.
$223 nightly
The price is $253
Jun 7 - Jun 8
Total with taxes and fees
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
Property grounds

Bourbon Trail Cabin on the Farm

Bourbon Trail Cabin on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (58 reviews)
"Fantastic location and great hosts!"
United States
James S.
$165 nightly
The price is $178
Jun 9 - Jun 10
Total with taxes and fees
Bourbon Trail Cabin on the Farm
Interior

East Suite-🕊️ at Bleubird Studio, Walk to Downtown

East Suite-🕊️ at Bleubird Studio, Walk to Downtown
Georgetown
10.0 out of 10, Exceptional, (65 reviews)
"Great place to stay -- perfect location, wonderful host, beautiful accomodations, and sweet welcome dog on top of it all! Highly recommended. "
United States
l v.
$205 nightly
The price is $226
Jun 14 - Jun 15
Total with taxes and fees
East Suite-🕊️ at Bleubird Studio, Walk to Downtown
Exterior

Lexington Apt. with parking & private entrance Preview listing

Lexington Apt. with parking & private entrance Preview listing
Copperfield
10.0 out of 10, Exceptional, (147 reviews)
"Great place and so clean. Host was great and will stay here again"
United States
Eric D.
$140 nightly
The price is $162
Jun 8 - Jun 9
Total with taxes and fees
Lexington Apt. with parking & private entrance Preview listing
Smart TV, books

Capital City Condo #8

Capital City Condo #8
Frankfort
8.6 out of 10, Excellent, (38 reviews)
"This was our third time staying at this place for a bourbon trip. Overall it is a good value, has the basics and close to distilleries. "
United States
Robert V.
$140 nightly
The price is $165
Jun 11 - Jun 12
Total with taxes and fees
Capital City Condo #8
Exterior detail

Treetops Solar Sanctuary

Treetops Solar Sanctuary
Chevy Chase
10.0 out of 10, Exceptional, (87 reviews)
"Great location with kindest host! "
United States
Tiffany S.
$153 nightly
The price is $178
Jun 8 - Jun 9
Total with taxes and fees
Treetops Solar Sanctuary
Smart TV

My Old Kentucky Home

My Old Kentucky Home
Lexington
10.0 out of 10, Exceptional, (28 reviews)
"Great place for a nice weekend visit."
United States
brian g.
$214 nightly
The price is $248
Jun 8 - Jun 9
Total with taxes and fees
My Old Kentucky Home
Terrace/patio

Quiet-Country and Spacious Grandma's Duplex

Quiet-Country and Spacious Grandma's Duplex
Stamping Ground
9.8 out of 10, Exceptional, (56 reviews)
"Great place to stay while in the area for work. It was just as described, clean and well furnished with a definite retro vibe. Would absolutley stay again when in the area! "
United States
Jean E.
$130 nightly
The price is $143
Jun 9 - Jun 10
Total with taxes and fees
Quiet-Country and Spacious Grandma's Duplex
Living area

Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C

Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C
Lawrenceburg
10.0 out of 10, Exceptional, (8 reviews)
"Absolutely beautiful well maintained it’s right downtown A+++++ "
United States
Dustin
$221 nightly
The price is $244
Jul 5 - Jul 6
Total with taxes and fees
Southern Charm and Comfort on the Bourbon Trail- Trail Suites Inn, Suite C
2 bedrooms, iron/ironing board, travel crib, free WiFi

Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping

Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
Frankfort
8.8 out of 10, Excellent, (89 reviews)
"Really enjoyed the stay and the host was very responsive. Only a few minor things that came up but the host was very gracious and accommodating. We really liked it!"
United States
todd
$140 nightly
The price is $165
Jun 8 - Jun 9
Total with taxes and fees
Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
Outdoor dining

Original Circa 1818 Oak Lodge

Original Circa 1818 Oak Lodge
Lawrenceburg
9.4 out of 10, Exceptional, (55 reviews)
"We really enjoyed our stay at Oak Lodge. Judi, was a great host and made sure our stay truly felt like vacation. Communication was great. The Oak Lodge is a special place, rich with history and charm. Very convenient location when visiting local distilleries. We would definitely book again. "
United States
Kerrie C.
$257 nightly
The price is $283
Jun 8 - Jun 9
Total with taxes and fees
Original Circa 1818 Oak Lodge
Interior

Luxurious 1-bedroom with Free Parking

Luxurious 1-bedroom with Free Parking
Lexington
9.8 out of 10, Exceptional, (65 reviews)
"Such a clean and beautiful place! Great location! Enjoyed our stay very much! "
United States
Amanda V.
$188 nightly
The price is $218
Jun 8 - Jun 9
Total with taxes and fees
Luxurious 1-bedroom with Free Parking
Dining

Bourbon and Horse Racing

Bourbon and Horse Racing
Frankfort
10.0 out of 10, Exceptional, (40 reviews)
"Great location! The home was very clean and comfortable. Would definitely stay here again. "
United States
LeeAnn B.
$291 nightly
The price is $329
Jun 7 - Jun 8
Total with taxes and fees
Bourbon and Horse Racing
Exterior

2 Bed/2 Bath/Game Room

2 Bed/2 Bath/Game Room
Lawrenceburg
10.0 out of 10, Exceptional, (132 reviews)
"Outstanding location and comfortable accommodations. Hope to make it back soon. "
United States
Eric C.
$262 nightly
The price is $289
Jun 15 - Jun 16
Total with taxes and fees
2 Bed/2 Bath/Game Room
Interior

Capital City Condo #10

Capital City Condo #10
Frankfort
8.4 out of 10, Very Good, (8 reviews)
"Such a great little place. Hosts are wonderful!"
United States
Amanda L.
$140 nightly
The price is $165
Jun 8 - Jun 9
Total with taxes and fees
Capital City Condo #10
TV, offices

Where urban meets horses and bourbon , is exactly where you will find this adorable Lexington home in 40514. Sky Beauty is a 3 bedroom, 2 bathroom home features a fenced in backyard, updated kitchen, comfortable living room, Apple TV, and so much mor

Where urban meets horses and bourbon , is exactly where you will find this adorable Lexington home in 40514. Sky Beauty is a 3 bedroom, 2 bathroom home features a fenced in backyard, updated kitchen, comfortable living room, Apple TV, and so much mor
Lexington
9.4 out of 10, Exceptional, (92 reviews)
"We love the location of this little house. This is the second time we have stayed there and plan to use it every time we're in Lexington."
United States
Carol M.
$257 nightly
The price is $261
Jun 9 - Jun 10
Total with taxes and fees
Where urban meets horses and bourbon , is exactly where you will find this adorable Lexington home in 40514. Sky Beauty is a 3 bedroom, 2 bathroom home features a fenced in backyard, updated kitchen, comfortable living room, Apple TV, and so much mor
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

DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington

10/10 Excellent
"Clean and staff was very helpful."
JOSEPH 1-night trip
Posted less than an hour ago
DoubleTree Suites by Hilton Hotel Lexington

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 $151 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?

KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!: Visitors like this Midway vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 Masterson Station Park. In the larger area, you’ll find Equus Run Vineyard & Winery and Kentucky Horse Park.

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.