A river winding through a lush green landscape with fields and trees.

Midway Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Midway vacation rentals

A dining room with a wooden table, black chairs, a chandelier, and floral wallpaper.

1. 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
10.0 out of 10, Exceptional, (1 review)
"Great place for a family! Especially loved the jukebox and mini golf in the basement!"
United States
Austin P.
$308 nightly
The price is $340
Sep 7 - Sep 8
Total with taxes and fees
Family Fun Retreat - Pickleball, 9 Hole Mini Golf, Hot Tub + Fire Pit + Jukebox
A modern kitchen with a marble countertop, stainless steel appliances, and a built-in oven.

2. 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
9.6 out of 10, Exceptional, (7 reviews)
"The amenities were outstanding. The place was beautiful, clean, cozy and comfortable!"
United States
WILLIAM K.
$440 nightly
The price is $471
Sep 8 - Sep 9
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!
A large, multi-story house with a central driveway and a pond in the background.

3. Bourbon Trail Lakehouse - Pet Friendly!

Bourbon Trail Lakehouse - Pet Friendly!
Frankfort
9.8 out of 10, Exceptional, (61 reviews)
"Great place to stay!"
United States
Jeff S.
$262 nightly
The price is $279
Sep 29 - Sep 30
Total with taxes and fees
Bourbon Trail Lakehouse - Pet Friendly!
A woman in a blue floral dress opening a glass door to a patio with a dog, a potted plant, and a vase of flowers.

4. East Suite-🕊️ at Bleubird Studio, Walk to Downtown

East Suite-🕊️ at Bleubird Studio, Walk to Downtown
Georgetown
10.0 out of 10, Exceptional, (67 reviews)
"Always love staying at the Bluebird!"
United States
Julia A.
$211 nightly
The price is $233
Sep 6 - Sep 7
Total with taxes and fees
East Suite-🕊️ at Bleubird Studio, Walk to Downtown
A brick exterior with a welcome mat, two white sofas, and a red chair.

5. Quiet-Country and Spacious Grandma's Duplex

Quiet-Country and Spacious Grandma's Duplex
Stamping Ground
9.6 out of 10, Exceptional, (57 reviews)
"We were in town for our granddaughters gradutation, so the location was perfect!"
United States
Sandy M.
$130 nightly
The price is $143
Sep 8 - Sep 9
Total with taxes and fees
Quiet-Country and Spacious Grandma's Duplex
A single-story house with a front porch, a garage, and a small front yard.

6. Sleeps 8. Cozy Bungalow in Downtown Georgetown

Sleeps 8. Cozy Bungalow in Downtown Georgetown
Georgetown
9.8 out of 10, Exceptional, (21 reviews)
"We came in town for a UK graduation and the property was perfect for our needs. Comfortable beds and clean!"
United States
John S.
$327 nightly
The price is $342
Sep 29 - Sep 30
Total with taxes and fees
Sleeps 8. Cozy Bungalow in Downtown Georgetown
A bedroom with a bed, a ceiling fan, a large window, and a view of the outdoors.

7. 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, (33 reviews)
"Great house and yard!"
United States
Staci R.
$333 nightly
The price is $349
Sep 7 - Sep 8
Total with taxes and fees
Hot Tub/Playground/12 min to Horse Park/30min Ark
A hot tub with a bottle and a glass of water on its edge.

8. Hot Tub & Fireplace/12min to Horse Park/30 Min to Ark

Hot Tub & Fireplace/12min to Horse Park/30 Min to Ark
Georgetown
9.8 out of 10, Exceptional, (33 reviews)
"Beautiful place. Well kept. Close to town. Kids' loft was a lot of fun. Host even provided guest robes and snacks. Would definitely stay again!"
United States
Julia B.
$334 nightly
The price is $350
Sep 7 - Sep 8
Total with taxes and fees
Hot Tub & Fireplace/12min to Horse Park/30 Min to Ark
A modern kitchen with teal cabinets, a dining area with a wooden table and white chairs, and a cozy seating area with a patterned rug and a potted plant.

9. High style on the Bourbon Trail

High style on the Bourbon Trail
Versailles
10.0 out of 10, Exceptional, (119 reviews)
"This one of our favorite places to stay. Place is always clean, great location, nice host! Highly recommend."
United States
Rick C.
$180 nightly
The price is $198
Sep 14 - Sep 15
Total with taxes and fees
High style on the Bourbon Trail
A modern kitchen with white cabinets, a black refrigerator, granite countertops, and pendant lighting.

10. Game Room | King Suite | Firepit | Patio | Grill

Game Room | King Suite | Firepit | Patio | Grill
Georgetown
9.6 out of 10, Exceptional, (12 reviews)
"Very comfortable and beautiful! Enjoyed the lil fire pit area and that the back yard was fenced in for privacy. Excellent communication with host!!"
United States
Vicki S.
$278 nightly
The price is $306
Sep 7 - Sep 8
Total with taxes and fees
Game Room | King Suite | Firepit | Patio | Grill
A modern kitchen with stainless steel appliances, a built-in oven, and a refrigerator. There is a living area with a sofa, coffee table, and a flat-screen TV.

11. 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, (43 reviews)
"A great stay! We enjoyed the hot tub after long days, and the living room was very comfortable. The house was easy to find, we walked to the Thai restaurant a block over nearly every night. We would stay again!"
United States
Araina R.
$378 nightly
The price is $417
Sep 7 - Sep 8
Total with taxes and fees
Bourbon Run - HotTub/ Ark 30min/ Horse Park 12min/ Walk Downtown/ 4BR Sleeps 8
A hotel lobby with a flat-screen TV, a coat rack, a table with chairs, and a view of the outside through large glass doors.

12. 2 Full Beds | Non-Smoking, Micfridge

2 Full Beds | Non-Smoking, Micfridge
Lexington
10.0 out of 10, Exceptional, (347 reviews)
"Felt very comfortable during our stay,plenty of space for us both."
United States
Anonymous traveler
$61 nightly
The price is $67
Sep 6 - Sep 7
Total with taxes and fees
2 Full Beds | Non-Smoking, Micfridge
A living room with a sofa, a coffee table, a rug, and a bookshelf.

13. 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, (106 reviews)
"Perfect location for the Bourbon Trail. Nice, clean, and affordable. 10 out of 10, would do it again!"
United States
Dwight K.
$140 nightly
The price is $165
Sep 13 - Sep 14
Total with taxes and fees
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
A modern kitchen with a wooden bar counter, two stools, a television, and a window with blinds.

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

Bourbon Chaser- Horse Park 12min, Ark 30min, Hot Tub, 4 Bedrooms, Walk Downtown
Georgetown
10.0 out of 10, Exceptional, (32 reviews)
"Great location for multiple bourbon trail experience."
United States
Mark S.
$378 nightly
The price is $417
Sep 7 - Sep 8
Total with taxes and fees
Bourbon Chaser- Horse Park 12min, Ark 30min, Hot Tub, 4 Bedrooms, Walk Downtown
A beige sofa with patterned cushions, a dark patterned rug, and a window with blinds.

15. Capital City Condo #8

Capital City Condo #8
Frankfort
8.8 out of 10, Excellent, (41 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
Sep 5 - Sep 6
Total with taxes and fees
Capital City Condo #8
A modern living room with a sofa, a coffee table, and a bed.

16. The Bourbon Garage- walking distance to Buffalo Trace!

The Bourbon Garage- walking distance to Buffalo Trace!
Frankfort
10.0 out of 10, Exceptional, (30 reviews)
"Great property and wonderful hosts! "
United States
Jacinda C.
$201 nightly
The price is $237
Sep 29 - Sep 30
Total with taxes and fees
The Bourbon Garage- walking distance to Buffalo Trace!
A modern living room with a TV mounted on the wall, a wooden console table, a floor lamp, a potted plant, and a basket.

17. 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, (92 reviews)
"It was a nice stay"
United States
Teresa M.
$140 nightly
The price is $165
Sep 6 - Sep 7
Total with taxes and fees
Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
A reception area with a mounted TV displaying various streaming services, a wooden console with a welcome sign, and a seating area with a table and chairs.

18. Capital City Condo #10

Capital City Condo #10
Frankfort
8.4 out of 10, Very Good, (9 reviews)
"Such a great little place. Hosts are wonderful!"
United States
Amanda L.
$140 nightly
The price is $165
Sep 12 - Sep 13
Total with taxes and fees
Capital City Condo #10
A covered outdoor area with a wooden deck, a bench, and a fire hydrant.

19. Secluded Retreat in Scenic Frankfort w/ Hot Tub: Whiskey Woods - Book Now!

Secluded Retreat in Scenic Frankfort w/ Hot Tub: Whiskey Woods - Book Now!
Frankfort
10.0 out of 10, Exceptional, (36 reviews)
"Lovely home with lots of amenities. Loved watching the deer and hearing all the birds really made our visit enjoyable."
United States
Linda C.
$288 nightly
The price is $327
Sep 8 - Sep 9
Total with taxes and fees
Secluded Retreat in Scenic Frankfort w/ Hot Tub: Whiskey Woods - Book Now!
A gazebo with a stone base and metal roof, surrounded by a wooden fence and trees.

20. Bourbon Trail Cabin on the Farm

Bourbon Trail Cabin on the Farm
Lawrenceburg
10.0 out of 10, Exceptional, (62 reviews)
"The cabin and grounds were perfectly relaxing-we hope to return!"
United States
Julie N.
$191 nightly
The price is $207
Sep 29 - Sep 30
Total with taxes and fees
Bourbon Trail Cabin on the Farm
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

Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

10/10 Excellent
"Great stay-very clean and well maintained. The common areas were welcoming and the evening reception was fantastic. Super relaxing stay in a safe area of town."
Megan 1-night trip
Posted 1 hour ago
Embassy Suites by Hilton Lexington/UK Coldstream

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 $67 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?

💙 BOURBON TRAIL on LAKE, HEATED POOL, GAME RM, PICKLEBALL, THEATRE, GOLF SIMULATOR!: Visitors like this Midway vacation home rental. It is located on a lake and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 10 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

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 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.