Midway Vacation Rentals

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Our top choices for Midway vacation rentals

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
The price is CA $231
CA $454 total
includes taxes & fees
May 13 - May 14
Family Fun Retreat - Pickleball, 9 Hole Mini Golf, Hot Tub + Fire Pit + Jukebox

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.
The price is CA $355
CA $638 total
includes taxes & fees
May 25 - May 26
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!

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.
The price is CA $194
CA $321 total
includes taxes & fees
May 12 - May 13
Bourbon Trail: Caboose on the Farm

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.
The price is CA $96
CA $225 total
includes taxes & fees
May 26 - May 27
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.

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.
The price is CA $109
CA $243 total
includes taxes & fees
May 10 - May 11
This house is a 2 bedroom(s), 1 bathrooms, located in Georgetown, KY.

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.
The price is CA $247
CA $441 total
includes taxes & fees
May 11 - May 12
Five Minutes from Keeneland!

2 Bed/2 Bath/Game Room

2 Bed/2 Bath/Game Room
Lawrenceburg
10.0 out of 10, Exceptional, (128 reviews)
"Was a nice little house thst worked well for my family on our trip. I would have no issue staying again."
United States
Jeff K.
The price is CA $212
CA $405 total
includes taxes & fees
May 11 - May 12
2 Bed/2 Bath/Game Room

Charming 1-bedroom cottage with WiFi and AC in lovely Stamping ky

Charming 1-bedroom cottage with WiFi and AC in lovely Stamping ky
Stamping Ground
9.8 out of 10, Exceptional, (6 reviews)
"Very cozy! The owners are incredibly kind and available if you need anything. Their hospitality is top notch, and we will definitely be back! "
United States
Whitney M.
The price is CA $154
CA $278 total
includes taxes & fees
May 11 - May 12
Charming 1-bedroom cottage with WiFi and AC in lovely Stamping ky

Quiet-Country and Spacious Grandma's Duplex

Quiet-Country and Spacious Grandma's Duplex
Stamping Ground
9.6 out of 10, Exceptional, (53 reviews)
"Cozy home. King size bed soooooooo comfortable I wanted to take mattress home! Home is convenient location to family and friends. Would stay here again. "
United States
Cindee C.
The price is CA $150
CA $196 total
includes taxes & fees
May 11 - May 12
Quiet-Country and Spacious Grandma's Duplex

Walk to UK Campus: Charming Home w/ Patio!

Walk to UK Campus: Charming Home w/ Patio!
3.0 star property
Lexington
Walk to UK Campus: Charming Home w/ Patio!

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.
The price is CA $191
CA $343 total
includes taxes & fees
May 10 - May 11
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.

Lexington Apt. with parking & private entrance Preview listing

Lexington Apt. with parking & private entrance Preview listing
Copperfield
10.0 out of 10, Exceptional, (143 reviews)
"Great place and so clean. Host was great and will stay here again"
United States
Eric D.
The price is CA $109
CA $222 total
includes taxes & fees
May 10 - May 11
Lexington Apt. with parking & private entrance Preview listing

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.
The price is CA $205
CA $387 total
includes taxes & fees
May 11 - May 12
Original Circa 1818 Oak Lodge

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.
The price is CA $107
CA $341 total
includes taxes & fees
May 11 - May 12
My Old Kentucky Home

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

Bourbon Run - HotTub/ Ark 30min/ Horse Park 12min/ Walk Downtown/ 4BR Sleeps 8
Georgetown
10.0 out of 10, Exceptional, (39 reviews)
"The hot tub was ready to use on arrival! Did not have to wait to use it. The beds were comfortable and TVs in each room"
United States
Sherry
The price is CA $260
CA $586 total
includes taxes & fees
May 11 - May 12
Bourbon Run - HotTub/ Ark 30min/ Horse Park 12min/ Walk Downtown/ 4BR Sleeps 8

East Suite-🕊️ at Bleubird Studio, Walk to Downtown

East Suite-🕊️ at Bleubird Studio, Walk to Downtown
Georgetown
10.0 out of 10, Exceptional, (63 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.
The price is CA $171
CA $316 total
includes taxes & fees
Jun 1 - Jun 2
East Suite-🕊️ at Bleubird Studio, Walk to Downtown

Fully Renovated | Finished Basement | Luxury Beds | Games

Fully Renovated | Finished Basement | Luxury Beds | Games
Lexington
9.8 out of 10, Exceptional, (77 reviews)
"Great place. We had an excellent time. "
United States
Keith R.
The price is CA $189
CA $643 total
includes taxes & fees
May 11 - May 12
Fully Renovated | Finished Basement | Luxury Beds | Games

Bourbon Trail Cabin on the Farm

Bourbon Trail Cabin on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (54 reviews)
"Fantastic location and great hosts!"
United States
James S.
The price is CA $129
CA $243 total
includes taxes & fees
May 26 - May 27
Bourbon Trail Cabin on the Farm

This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.

This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.
Castlewood
9.6 out of 10, Exceptional, (89 reviews)
"Our host was very helpful and very responsive when I had questions."
United States
Charles C.
The price is CA $212
CA $534 total
includes taxes & fees
May 11 - May 12
This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.

💙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.
The price is CA $148
CA $378 total
includes taxes & fees
May 12 - May 13
💙Modern Downtown with Parking - Keeneland - Horse Park
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

Find out more about Midway

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Midway. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.