Midway Vacation Rentals from $168: Search Short-Term Rentals

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Our top choices for Midway vacation rentals

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

"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!"

Stephanie P.

$440 nightly

Jun 1 - Jun 2

Total with taxes and fees

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

Midway

$300 nightly

May 31 - Jun 1

Total with taxes and fees

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

Georgetown

Corrie S.

$175 nightly

Jun 1 - Jun 2

Total with taxes and fees

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

Frankfort

Jacob Y.

$140 nightly

May 28 - May 29

Total with taxes and fees

Eire Cottage, Private Waterfall views, Hot tub. On Bourbon trail.

Frankfort

Jeff T.

$517 nightly

May 30 - May 31

Total with taxes and fees

East Suite-🕊️ at Bleubird Studio, Walk to Downtown

Georgetown

l v.

$199 nightly

May 27 - May 28

Total with taxes and fees

2 Bed/2 Bath/Game Room

Lawrenceburg

Eric C.

$265 nightly

Jun 1 - Jun 2

Total with taxes and fees

Two Bourbon Barrel Cabins

Frankfort

Rebecca B.

$401 nightly

May 27 - May 28

Total with taxes and fees

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Top Midway Hotel Reviews

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

10/10 Excellent

"Room was clean staff was very friendly."

Country Inn & Suites by Radisson, Georgetown, KY

6/10 Okay

"The property in general is showing signs of age particularly in the pool area. It really needs a complete renovation. Our bathtub had rust stains and the caulking in areas looks roughly done. Also there were hairs around the base of the toilet. Our room was on the first floor near the pool and breakfast area. It was quite noisy. Our room looked out into the parking lot so we had to keep the blind shut and the room was quite dark. The breakfast was great. The eating area was clean. The staff was lovely and had fresh baked cookies available. The price was very reasonable compared to similar other places we stayed at."

The Manchester

10/10 Excellent

"The Manchester is a charming curated hotel with a refined but unpretentious aesthetic and vibe. The room was comfortable, considered, and full of character. The staff was warm, professional, and attentive without feeling overly formal. I’d say it has a distinctive southern charm that feels elevated without being contrived."

The Campbell House Lexington, Curio Collection by Hilton

6/10 Okay

"We’ve stayed in this hotel before and it’s very large. Perhaps it was the location of our room this time, which was in an older back hallway, that added to the less than desirable experience. The room was musty and smelled terrible. The entry door didn’t latch and needed to be locked to stay closed. The staff member who checked us in had the personality of cardboard. After waiting several minutes to check out, we just used the app - no one showed up. It’s decorated beautifully with great atmosphere and the restaurant was good, but overall didn’t measure up and not worth the $$. I’ll look elsewhere next time."

Hyatt Regency Lexington

4/10 Poor

"Below average rooms. Perhaps the heavy use by the various groups attending sporting events and conventions makes it difficult to keep the rooms in top working order. To be a Hyatt property the quality of the experience is way off. The common areas were nice enough, but the room itself was long past its prime. Banged up, roughed up, worn down/out. The only thing you get is location; unless you’re attending something at Rupp or the convention center there is no bang for your buck. Staff at registration truly struggled with their computer system which caused delay in getting checked in. Parking is very inconvenient especially if the weather isn’t perfect…crossing a busy roadway to your vehicle and a ticketing system that requires a validation every time you want to leave the property. A very poor overall experience for the price paid. Stay elsewhere if you’re seeking a quality experience. There’s certainly no luxury at this location."

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 $168 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.

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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 Lexington Ice Center, or get outside and enjoy nature at Masterson Station Park. In the larger area, you’ll find Equus Run Vineyard & Winery and The Kentucky Castle.

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.

Midway Vacation Rentals

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Our top choices for Midway vacation rentals

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!

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

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

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

Eire Cottage, Private Waterfall views, Hot tub. On Bourbon trail.

East Suite-🕊️ at Bleubird Studio, Walk to Downtown

2 Bed/2 Bath/Game Room

Two Bourbon Barrel Cabins

Bourbon Barrel Cottages # 1 on Bourbon Trail HOT TUB close to all distilleries

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

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

Quiet-Country and Spacious Grandma's Duplex

Luxury lodge in the heart of the Bluegrass

Your Home Away From Home

Bourbon Chaser- Horse Park 12min, Ark 30min, Hot Tub, 4 Bedrooms, Walk Downtown

Bourbon Trail Lakehouse - Pet Friendly!

Original Circa 1818 Oak Lodge

Restful Bourbon Trail Lodge with Pool and Hot Tub

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

Bourbon and Horse Racing

Find vacation rentals that suit your style

Top Midway Hotel Reviews

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Find out more about Midway

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