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

Midway Vacation Rentals

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Midway vacation rentals

A modern kitchen with a marble countertop, stainless steel appliances, and a built-in oven.

1. 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)
"Was a beautiful property with minimal check out requirements. Would stay again."
United States
Bobbie M.
$418 nightly
The price is $447
Nov 5 - Nov 6
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 woman in a blue floral dress opening a glass door to a patio with a dog, a potted plant, and a vase of flowers.

2. 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, (72 reviews)
"Always love staying at the Bluebird!"
United States
Julia A.
$200 nightly
The price is $220
Nov 5 - Nov 6
Total with taxes and fees
East Suite-🕊️ at Bleubird Studio, Luxury stay, Walk to Downtown
A brick exterior with a welcome mat, two white sofas, and a red chair.

3. Quiet-Country and Spacious Grandma's Duplex

Quiet-Country and Spacious Grandma's Duplex
Stamping Ground
9.6 out of 10, Exceptional, (61 reviews)
"We were in town for our granddaughters gradutation, so the location was perfect!"
United States
Sandy M.
$122 nightly
The price is $134
Nov 8 - Nov 9
Total with taxes and fees
Quiet-Country and Spacious Grandma's Duplex
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.

4. High style on the Bourbon Trail

High style on the Bourbon Trail
Versailles
10.0 out of 10, Exceptional, (123 reviews)
"Had a perfect long weekend. The owner is very friendly & lives on site."
United States
Bynum R.
$172 nightly
The price is $190
Nov 17 - Nov 18
Total with taxes and fees
High style on the Bourbon Trail
A white house with a porch, stone wall, and a small garden.

5. 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, (307 reviews)
"The hosts were very attentive to our needs and made sure we had a happy stay. Would recommend them to anyone and would stay here again."
United States
Alicia C.
$215 nightly
The price is $249
Nov 7 - Nov 8
Total with taxes and fees
Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland
A large, multi-story house with a central driveway and a pond in the background.

6. Bourbon Trail Lakehouse

Bourbon Trail Lakehouse
Frankfort
9.6 out of 10, Exceptional, (66 reviews)
"Great stay!"
United States
Beth S.
$247 nightly
The price is $268
Nov 30 - Dec 1
Total with taxes and fees
Bourbon Trail Lakehouse
A swimming pool with red umbrellas and a barbecue grill.

7. Quiet Two Bedroom House

Quiet Two Bedroom House
Lexington
9.6 out of 10, Exceptional, (21 reviews)
"Great spot with beautiful views very close to keeneland."
United States
David B.
$238 nightly
The price is $276
Nov 11 - Nov 12
Total with taxes and fees
Quiet Two Bedroom House
A hot tub with a neon sign indicating 'X7 STAYS' in the background.

8. 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.
$236 nightly
The price is $259
Nov 10 - Nov 11
Total with taxes and fees
Hot Tub Tiny Home Hideaway Near Horse Park and Ark
A well-maintained garden with a gazebo, a winding pathway, and neatly trimmed bushes.

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, (37 reviews)
"House was great for two weeks showing at the KY horse park. Quiet street, walkable to Georgetown shops and restaurants, close to grocery store, at most 15 minutes to the horse park. The house has nice outdoor spaces, easy to relax. The upstairs bedroom and bathroom is a great space for kids. Overall enjoyed our stay and would stay again."
United States
CHRISSY S.
$373 nightly
The price is $392
Nov 22 - Nov 23
Total with taxes and fees
Hot Tub & Fireplace/12min to Horse Park/30 Min to Ark
A modern living room with a TV mounted on the wall, a wooden console table, a floor lamp, a potted plant, and a basket.

10. 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.
$132 nightly
The price is $155
Nov 10 - Nov 11
Total with taxes and fees
Capital City Condo #1 close to Interstate, Water Park, Restaurants and Shopping
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.

11. 2 Full Beds | Non-Smoking, Micfridge

2 Full Beds | Non-Smoking, Micfridge
Lexington
9.8 out of 10, Exceptional, (357 reviews)
"Very poor looking motel, both inside and out!"
United States
Miguel
$58 nightly
The price is $64
Nov 26 - Nov 27
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.

12. 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.
$132 nightly
The price is $155
Nov 8 - Nov 9
Total with taxes and fees
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
A bedroom with a bed, a ceiling fan, a large window, and a view of the outdoors.

13. 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 property that worked perfectly for our event at Kentucky Horse Park. Appreciate all the amenities included - rare these days with other VRBOs."
United States
Angela H.
$369 nightly
The price is $387
Dec 1 - Dec 2
Total with taxes and fees
Hot Tub/Playground/12 min to Horse Park/30min Ark
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.

14. Capital City Condo #10

Capital City Condo #10
Frankfort
8.2 out of 10, Very good, (10 reviews)
"Such a great little place. Hosts are wonderful!"
United States
Amanda L.
$132 nightly
The price is $155
Nov 5 - Nov 6
Total with taxes and fees
Capital City Condo #10
A modern kitchen with a wooden bar counter, two stools, a television, and a window with blinds.

15. 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, (33 reviews)
"Jonathan was great! He was very responsive to our questions/requests. The hot tub is great and the kitchen had everything we needed. I would definitely stay here again. ."
United States
Kathy O.
$361 nightly
The price is $398
Nov 8 - Nov 9
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.

16. Capital City Condo #8

Capital City Condo #8
Frankfort
8.6 out of 10, Excellent, (43 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.
$125 nightly
The price is $147
Nov 7 - Nov 8
Total with taxes and fees
Capital City Condo #8
A single-story house with a front porch, a garage, and a small front yard.

17. Sleeps 8. Cozy Bungalow in Downtown Georgetown

Sleeps 8. Cozy Bungalow in Downtown Georgetown
Georgetown
9.8 out of 10, Exceptional, (25 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.
$319 nightly
The price is $333
Nov 8 - Nov 9
Total with taxes and fees
Sleeps 8. Cozy Bungalow in Downtown Georgetown
A modern kitchen with white cabinets, a black refrigerator, granite countertops, and pendant lighting.

18. 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.
$276 nightly
The price is $303
Nov 9 - Nov 10
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.

19. 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, (48 reviews)
"Everything about this weekend was great"
United States
David M.
$361 nightly
The price is $398
Nov 5 - Nov 6
Total with taxes and fees
Bourbon Run - HotTub/ Ark 30min/ Horse Park 12min/ Walk Downtown/ 4BR Sleeps 8
A two-story house with a wooden deck and a covered porch.

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
8.2 out of 10, Very good, (51 reviews)
"Cozy and charming, would book again."
United States
Van M.
$162 nightly
The price is $164
Nov 5 - Nov 6
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

Elwood Hotel & Suites

Elwood Hotel & Suites

8/10 Good
"Cute boutique hotel. Friendly staff. Concrete floors in the suite needed a rug in the bedroom."
Michael 5-night trip
Posted 6 hours ago
Elwood Hotel & Suites

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 $64 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 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.