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

Midway Vacation Rentals

Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Midway vacation rentals

Dining

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

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
Aug 19 - Aug 20
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!
Exterior

3. Bourbon Trail Lakehouse - Pet Friendly!

Bourbon Trail Lakehouse - Pet Friendly!
Frankfort
9.8 out of 10, Exceptional, (60 reviews)
"Great place to stay!"
United States
Jeff S.
$249 nightly
The price is $264
Aug 24 - Aug 25
Total with taxes and fees
Bourbon Trail Lakehouse - Pet Friendly!
Interior

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.
$209 nightly
The price is $230
Aug 9 - Aug 10
Total with taxes and fees
East Suite-🕊️ at Bleubird Studio, Walk to Downtown
Terrace/patio

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 had an amazing stay. It was a perfect location. It tomo less then 20 min, too very to kentucky horse park. We would stay again the next time we come to kentucky."
United States
Kathy U.
$130 nightly
The price is $143
Aug 31 - Sep 1
Total with taxes and fees
Quiet-Country and Spacious Grandma's Duplex
Interior

6. 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
Aug 19 - Aug 20
Total with taxes and fees
High style on the Bourbon Trail
3 bedrooms, iron/ironing board, travel crib, WiFi

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.
$366 nightly
The price is $385
Aug 31 - Sep 1
Total with taxes and fees
Hot Tub/Playground/12 min to Horse Park/30min Ark
Interior

8. 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)
"The condo was clean and provided what we needed to cook a simple breakfast and sleep comfortably."
United States
Sarah A.
$140 nightly
The price is $165
Aug 9 - Aug 10
Total with taxes and fees
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
Outdoor spa tub

9. 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, (31 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.
$387 nightly
The price is $409
Aug 23 - Aug 24
Total with taxes and fees
Hot Tub & Fireplace/12min to Horse Park/30 Min to Ark
Dining

10. 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.
$382 nightly
The price is $421
Aug 31 - Sep 1
Total with taxes and fees
Bourbon Chaser- Horse Park 12min, Ark 30min, Hot Tub, 4 Bedrooms, Walk Downtown
Coffee/tea maker, fridge, microwave, oven

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, (42 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.
$377 nightly
The price is $416
Aug 17 - Aug 18
Total with taxes and fees
Bourbon Run - HotTub/ Ark 30min/ Horse Park 12min/ Walk Downtown/ 4BR Sleeps 8
Dining

12. 1 King Bed | Non-Smoking, Micfridge

1 King Bed | Non-Smoking, Micfridge
Lexington
9.8 out of 10, Exceptional, (48 reviews)
"The property is misrepresented in the listing. It is not a non-smoking apartment but is a sketchy motel room that has definitely been smoked in. The smoke detector was wrapped in plastic wrap. It was dirty and we couldn’t stay there. We had to book another room for the night which was amazing."
United States
Tracy
$65 nightly
The price is $72
Aug 9 - Aug 10
Total with taxes and fees
1 King Bed | Non-Smoking, Micfridge
Smart TV, books

13. Capital City Condo #8

Capital City Condo #8
Frankfort
8.8 out of 10, Excellent, (40 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
Aug 13 - Aug 14
Total with taxes and fees
Capital City Condo #8
Exterior

14. 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
Aug 9 - Aug 10
Total with taxes and fees
Greenwood Farm log cabin close to the Bourbon Trail and Keeneland
Interior

15. 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
Aug 6 - Aug 7
Total with taxes and fees
Capital City Condo #10
Living area

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

The Bourbon Garage- walking distance to Buffalo Trace!
Frankfort
10.0 out of 10, Exceptional, (27 reviews)
"Great property and wonderful hosts! "
United States
Jacinda C.
$204 nightly
The price is $240
Aug 24 - Aug 25
Total with taxes and fees
The Bourbon Garage- walking distance to Buffalo Trace!
Property grounds

17. The Stagg House on the Ky River

The Stagg House on the Ky River
Frankfort
10.0 out of 10, Exceptional, (23 reviews)
"Amazing stay, relaxing and cozy"
United States
Liz W.
$314 nightly
The price is $356
Aug 6 - Aug 7
Total with taxes and fees
The Stagg House on the Ky River
1 bedroom, iron/ironing board, travel crib, WiFi (free)

18. 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
Aug 19 - Aug 20
Total with taxes and fees
Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
Coffee/tea maker, fridge, microwave, oven

19. 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.
$326 nightly
The price is $358
Aug 10 - Aug 11
Total with taxes and fees
Game Room | King Suite | Firepit | Patio | Grill
Interior

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

This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Frankfort
9.0 out of 10, Wonderful, (73 reviews)
"Parking was great. We were able to walk right into the cute town of Frankfort. The bathroom is quite small and slightly outdated. Other than that, Bourbon On The Hill was perfect for girls weekend! "
United States
Megan E.
$155 nightly
The price is $159
Aug 12 - Aug 13
Total with taxes and fees
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
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

Holiday Inn Express Lexington - Horse Park Area by IHG

Holiday Inn Express Lexington - Horse Park Area by IHG

10/10 Excellent
"Great place to stay. Clean hotel and friendly staff."
Kari 5-night trip
Posted 1 hour ago
Holiday Inn Express Lexington - Horse Park Area by IHG

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 $66 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 8 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.