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
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

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, (2 reviews)
"This was a spectacular place to stay Very peaceful and quiet. Absolutely loved the jukebox, pickleball qt, fire pit and hot tub.The inside putt putt provided hours of fun entertainment The host was fantastic and responsive to our needs and/or questionsAll was clean tidy and pleasant Would so stay there next time we come to visit the area Thank you Thank youCj"
United States
Christopher S.
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 property and accommodations were both amazing and exceeded my expectations. Atmosphere, serenity and amazing views in every direction. Wish we would have been able to stay longer.The amenities and attention to detail were amazing, everything was clean and fresh. Cannot recommend more strongly."
United States
Mark B.
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

Bourbon Trail Lakehouse
Frankfort
9.6 out of 10, Exceptional, (64 reviews)
"Great stay!"
United States
Beth S.
The price is AED 719
AED 1,483 total
includes taxes & fees
20 Oct - 21 Oct
Bourbon Trail Lakehouse
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, Luxury stay, Walk to Downtown

East Suite-🕊️ at Bleubird Studio, Luxury stay, Walk to Downtown
Georgetown
10.0 out of 10, Exceptional, (71 reviews)
"Always love staying at the Bluebird!"
United States
Julia A.
The price is AED 459
AED 846 total
includes taxes & fees
7 Oct - 8 Oct
East Suite-🕊️ at Bleubird Studio, Luxury stay, Walk to Downtown
A hot tub in a covered outdoor area with a table and chairs, surrounded by a wooden wall and a window.

5. Hot Tub Tiny Home Hideaway Near Horse Park and Ark

Hot Tub Tiny Home Hideaway Near Horse Park and Ark
Georgetown
9.4 out of 10, Exceptional, (11 reviews)
"This was perfect for our weekend getaway"
United States
Josh J.
The price is AED 489
AED 1,060 total
includes taxes & fees
7 Oct - 8 Oct
Hot Tub Tiny Home Hideaway Near Horse Park and Ark
A brick exterior with a welcome mat, two white sofas, and a red chair.

6. Quiet-Country and Spacious Grandma's Duplex

Quiet-Country and Spacious Grandma's Duplex
Stamping Ground
9.6 out of 10, Exceptional, (59 reviews)
"We were in town for our granddaughters gradutation, so the location was perfect!"
United States
Sandy M.
The price is AED 411
AED 535 total
includes taxes & fees
13 Oct - 14 Oct
Quiet-Country and Spacious Grandma's Duplex
A white house with a porch, stone wall, and a small garden.

7. Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland

Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland
Lexington
10.0 out of 10, Exceptional, (304 reviews)
"Good size kitchen and master bedroom...big tv..comfy couch...nice dining table...quiet and private."
United States
Lindi
Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland
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.

8. High style on the Bourbon Trail

High style on the Bourbon Trail
Versailles
10.0 out of 10, Exceptional, (122 reviews)
"This property was extremely clean, comfortable and in the perfect location to explore Horse and Bourbon Country. Our host, Albert, was close by in case we had any questions or problems. Would definitely rent this wonderful place again."
United States
Pamela C.
The price is AED 400
AED 729 total
includes taxes & fees
25 Oct - 26 Oct
High style on the Bourbon Trail
A single-story house with a front porch, a garage, and a small front yard.

9. Sleeps 8. Cozy Bungalow in Downtown Georgetown

Sleeps 8. Cozy Bungalow in Downtown Georgetown
Georgetown
9.8 out of 10, Exceptional, (22 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.
The price is AED 533
AED 1,293 total
includes taxes & fees
20 Oct - 21 Oct
Sleeps 8. Cozy Bungalow in Downtown Georgetown
A modern kitchen with a wooden bar counter, two stools, a television, and a window with blinds.

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.
The price is AED 680
AED 1,543 total
includes taxes & fees
21 Oct - 22 Oct
Bourbon Chaser- Horse Park 12min, Ark 30min, Hot Tub, 4 Bedrooms, Walk Downtown
A bedroom with a bed, a ceiling fan, a large window, and a view of the outdoors.

11. 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.
The price is AED 916
AED 1,874 total
includes taxes & fees
20 Oct - 21 Oct
Hot Tub/Playground/12 min to Horse Park/30min Ark
A hot tub with a bottle and a glass of water on its edge.

12. 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)
"Great house the kids loved the upstairs and my teenage daughter loved the downstairs room. Great location for a family and a fun walk to main street downtown. "
United States
Timette W.
The price is AED 627
AED 1,515 total
includes taxes & fees
3 Nov - 4 Nov
Hot Tub & Fireplace/12min to Horse Park/30 Min to Ark
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.

13. 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, (47 reviews)
"It was very nice and clean and very comfortable! "
United States
Denise N.
The price is AED 680
AED 1,543 total
includes taxes & fees
21 Oct - 22 Oct
Bourbon Run - HotTub/ Ark 30min/ Horse Park 12min/ Walk Downtown/ 4BR Sleeps 8
A covered outdoor seating area with a view of a river and trees.

14. Modern creekside cabin on 32 private acres. 15 minutes from Buffalo Trace!

Modern creekside cabin on 32 private acres. 15 minutes from Buffalo Trace!
Frankfort
10.0 out of 10, Exceptional, (12 reviews)
"We had a fantastic stay. Highly recommend everyone to stay at this house. The house was very clean and had beautiful views. The Host was responsive and was very polite."
United States
Brendan H.
The price is AED 1,286
AED 2,483 total
includes taxes & fees
18 Oct - 19 Oct
Modern creekside cabin on 32 private acres. 15 minutes from Buffalo Trace!
A modern kitchen with white cabinets, a black refrigerator, granite countertops, and pendant lighting.

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

Game Room | King Suite | Firepit | Patio | Grill
Georgetown
9.6 out of 10, Exceptional, (13 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.
The price is AED 425
AED 1,226 total
includes taxes & fees
12 Oct - 13 Oct
Game Room | King Suite | Firepit | Patio | Grill
A single-story house with a porch, a small garden, and a visible window.

16. 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, (35 reviews)
"My co workers and I had a great stay."
United States
accounting
The price is AED 900
AED 1,713 total
includes taxes & fees
2 Nov - 3 Nov
Greenwood Farm log cabin close to the Bourbon Trail and Keeneland
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.
The price is AED 257
AED 605 total
includes taxes & fees
7 Oct - 8 Oct
Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
A living room with a sofa, a coffee table, a rug, and a bookshelf.

18. 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, (110 reviews)
"It was a great place to stay & conveniently located to lots of restaurants & distilleries."
United States
Darby D.
The price is AED 257
AED 605 total
includes taxes & fees
7 Oct - 8 Oct
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
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, (40 reviews)
"Nice hot tub and beautiful country setting. It is off the beaten path, but very close to Glen’s Creek."
United States
Bonnie G.
The price is AED 1,064
AED 1,716 total
includes taxes & fees
20 Oct - 21 Oct
Secluded Retreat in Scenic Frankfort w/ Hot Tub: Whiskey Woods - Book Now!
A wooden deck with a hot tub, a table with chairs, and string lights.

20. The Luxe/Hot Tub/Playground/12 Min to Horse Park

The Luxe/Hot Tub/Playground/12 Min to Horse Park
Georgetown
10.0 out of 10, Exceptional, (15 reviews)
"Clean, easy check in, wonderful yard for kiddos"
United States
Danielle L.
The price is AED 797
AED 1,727 total
includes taxes & fees
3 Nov - 4 Nov
The Luxe/Hot Tub/Playground/12 Min to 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

Quality Inn Lexington -Horse Park

Quality Inn Lexington -Horse Park

8/10 Good
"Great location and comfortable beds. Bathroom needed maintenance"
Alanna 1-night trip
Posted less than an hour ago
Quality Inn Lexington -Horse Park

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 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 Explorium, or get outside and enjoy nature at The Arboretum State Botanical Garden of Kentucky. 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.