Midway Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Midway vacation rentals

Property grounds

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
May 13 - May 14
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, (3 reviews)
"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.
$438 nightly
The price is $469
May 25 - May 26
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.
$219 nightly
The price is $237
May 12 - May 13
Total with taxes and fees
Bourbon Trail: Caboose on the Farm
Exterior

Bourbon Trail Lakehouse - Pet Friendly!

Bourbon Trail Lakehouse - Pet Friendly!
Frankfort
9.8 out of 10, Exceptional, (56 reviews)
"Great place to stay!"
United States
Jeff S.
$377 nightly
The price is $408
May 28 - May 29
Total with taxes and fees
Bourbon Trail Lakehouse - Pet Friendly!
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
9.2 out of 10, Wonderful, (89 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.
$260 nightly
The price is $265
Jun 1 - Jun 2
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
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, (18 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.
$220 nightly
The price is $250
May 10 - May 11
Total with taxes and fees
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.
Outdoor dining

Original Circa 1818 Oak Lodge

Original Circa 1818 Oak Lodge
Lawrenceburg
9.4 out of 10, Exceptional, (55 reviews)
"Great communication. Very clean property."
United States
Alan D.
$254 nightly
The price is $280
May 11 - May 12
Total with taxes and fees
Original Circa 1818 Oak Lodge
3 bedrooms, iron/ironing board, travel crib, WiFi

Hot Tub/Playground/12 min to Horse Park/30min Ark

Hot Tub/Playground/12 min to Horse Park/30min Ark
Georgetown
10.0 out of 10, Exceptional, (29 reviews)
"Place was great and the location to the freeway and a nice quit dead end street. "
United States
Daryl A.
$371 nightly
The price is $409
May 18 - May 19
Total with taxes and fees
Hot Tub/Playground/12 min to Horse Park/30min Ark
Exterior

💙Modern Downtown with Parking - Keeneland - Horse Park

💙Modern Downtown with Parking - Keeneland - Horse Park
Lexington
9.8 out of 10, Exceptional, (37 reviews)
"Nice place. Would stay again!"
United States
Johnny K.
$232 nightly
The price is $269
May 11 - May 12
Total with taxes and fees
💙Modern Downtown with Parking - Keeneland - Horse Park
House (4 Bedrooms) | Interior

Walk to UK Campus: Charming Home w/ Patio!

Walk to UK Campus: Charming Home w/ Patio!
3.0 star property
Lexington
$382 nightly
The price is $443
May 24 - May 25
Total with taxes and fees
Walk to UK Campus: Charming Home w/ Patio!
Interior

Five Minutes from Keeneland!

Five Minutes from Keeneland!
Versailles
10.0 out of 10, Exceptional, (24 reviews)
"In Bluegrass Country yet close to Keeneland and all the other important places and activities around Lexington and surrounds. "
United States
Thomas M.
$291 nightly
The price is $321
May 10 - May 11
Total with taxes and fees
Five Minutes from Keeneland!
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, (101 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
May 9 - May 10
Total with taxes and fees
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
Property grounds

Woodford Stables / Walk to Eckert's Orchard

Woodford Stables / Walk to Eckert's Orchard
Versailles
9.6 out of 10, Exceptional, (24 reviews)
"Everything was as advertised. Would stay there again."
United States
Lori R.
$331 nightly
The price is $360
May 20 - May 21
Total with taxes and fees
Woodford Stables / Walk to Eckert's Orchard
Exterior

Greenwood Farm log cabin close to the Bourbon Trail and Keeneland

Greenwood Farm log cabin close to the Bourbon Trail and Keeneland
Versailles
10.0 out of 10, Exceptional, (33 reviews)
"My co workers and I had a great stay."
United States
accounting
$423 nightly
The price is $466
May 12 - May 13
Total with taxes and fees
Greenwood Farm log cabin close to the Bourbon Trail and Keeneland
Fridge, microwave, oven, stovetop

Location, Location, Location

Location, Location, Location
Northside District
9.2 out of 10, Wonderful, (73 reviews)
"Great house! Great stay!"
United States
Michael
$210 nightly
The price is $213
May 11 - May 12
Total with taxes and fees
Location, Location, Location
Smart TV, fireplace, books

Your Home Away From Home

Your Home Away From Home
Lexington
9.8 out of 10, Exceptional, (222 reviews)
"This is just an all-around excellent home for a family gathering. Smaller rooms plus one big gathering area that includes kitchen, dining and living."
United States
Caryn E.
$457 nightly
The price is $530
May 12 - May 13
Total with taxes and fees
Your Home Away From Home
Property grounds

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

This house is a 2 bedroom(s), 1 bathrooms, located in Georgetown, KY.
Georgetown
8.6 out of 10, Excellent, (33 reviews)
"We had a beautiful stay. This house has a wonderful home feel! It was clean and had everything we needed. We will be back! "
United States
Corrie S.
$175 nightly
The price is $177
May 10 - May 11
Total with taxes and fees
This house is a 2 bedroom(s), 1 bathrooms, located in Georgetown, KY.
Dining

Bourbon and Horse Racing

Bourbon and Horse Racing
Frankfort
10.0 out of 10, Exceptional, (39 reviews)
"Great location! The home was very clean and comfortable. Would definitely stay here again. "
United States
LeeAnn B.
$290 nightly
The price is $328
May 10 - May 11
Total with taxes and fees
Bourbon and Horse Racing
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.
$208 nightly
The price is $241
May 11 - May 12
Total with taxes and fees
My Old Kentucky Home
Property grounds

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

Eire Cottage, Private Waterfall views, Hot tub. On Bourbon trail.
Frankfort
10.0 out of 10, Exceptional, (26 reviews)
"Great place! Owner was very accommodating. I highly recommend staying here!!"
United States
Jeff T.
$532 nightly
The price is $603
May 10 - May 11
Total with taxes and fees
Eire Cottage, Private Waterfall views, Hot tub. On Bourbon trail.
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

Country Inn & Suites by Radisson, Georgetown, KY

Country Inn & Suites by Radisson, Georgetown, KY

8/10 Good
"Pool, hot tub and breakfast were excellent. Room comfort was very good, too. The hallway carpet smelled a little musty but we were very happy overall with our stay. Staff was very kind and helpful, and the lobby cookies were a nice touch!"
Karen and Steven 1-night trip
Posted 3 hours ago
Country Inn & Suites by Radisson, Georgetown, KY

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.

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 11 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.