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Our top choices for Midway holiday rentals

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 £352
includes taxes & fees
30 Mar - 31 Mar
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 £177
includes taxes & fees
14 Apr - 15 Apr
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, (99 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 £126
includes taxes & fees
2 Apr - 3 Apr
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 £135
includes taxes & fees
29 Mar - 30 Mar
This house is a 2 bedroom(s), 1 bathrooms, located in Georgetown, KY.

Original Circa 1818 Oak Lodge

Original Circa 1818 Oak Lodge
Lawrenceburg
9.4 out of 10, Exceptional, (53 reviews)
"Great communication. Very clean property."
United States
Alan D.
The price is £209
includes taxes & fees
2 Apr - 3 Apr
Original Circa 1818 Oak Lodge

East Suite-🕊️ Bleubird Studio + Suites -Art Gallery • Yoga • Boutique Stay

East Suite-🕊️ Bleubird Studio + Suites -Art Gallery • Yoga • Boutique Stay
Georgetown
10.0 out of 10, Exceptional, (61 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 £171
includes taxes & fees
19 Apr - 20 Apr
East Suite-🕊️ Bleubird Studio + Suites -Art Gallery • Yoga • Boutique Stay

Quiet-Country and Spacious Grandma's Duplex

Quiet-Country and Spacious Grandma's Duplex
Stamping Ground
9.6 out of 10, Exceptional, (50 reviews)
"Great place to stay while in the area for work. It was just as described, clean and well furnished with a definite retro vibe. Would absolutley stay again when in the area! "
United States
Jean E.
The price is £110
includes taxes & fees
29 Mar - 30 Mar
Quiet-Country and Spacious Grandma's Duplex

Bourbon Trail Lakehouse - Pet Friendly!

Bourbon Trail Lakehouse - Pet Friendly!
Frankfort
9.8 out of 10, Exceptional, (54 reviews)
"Clean, great location, fully equipped kitchen, nice neighborhood. Woukd definitely recommen!"
United States
Michelle
The price is £208
includes taxes & fees
29 Mar - 30 Mar
Bourbon Trail Lakehouse - Pet Friendly!

Springtime in Kentucky, Cabin, Sleeps 29, Visit Bourbon Trail, Ark and Nature

Springtime in Kentucky, Cabin, Sleeps 29, Visit Bourbon Trail, Ark and Nature
Bagdad
9.6 out of 10, Exceptional, (247 reviews)
"Great cabin for large families. "
United States
Anonymous traveller
The price is £487
includes taxes & fees
12 Apr - 13 Apr
Springtime in Kentucky, Cabin, Sleeps 29, Visit Bourbon Trail, Ark and Nature

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 £157
includes taxes & fees
30 Mar - 31 Mar
Charming 1-bedroom cottage with WiFi and AC in lovely Stamping ky

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
9.8 out of 10, Exceptional, (16 reviews)
"Such a wonderful cabin, it was nice to get away for the weekend. Very cute the property manager was always quick to communicate if we needed anything. "
United States
XaViera E.
The price is £187
includes taxes & fees
31 Mar - 1 Apr
Bourbon Barrel Cabin B. There are 2 cabins available A & B. Brand new Cabins.

Five Minutes from Keeneland!

Five Minutes from Keeneland!
Versailles
10.0 out of 10, Exceptional, (23 reviews)
"In Bluegrass Country yet close to Keeneland and all the other important places and activities around Lexington and surrounds. "
United States
Thomas M.
Five Minutes from Keeneland!

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)
"Well maintained historical farm cabin located in a beautiful country setting. Close to many local attractions. Comfortable and clean. Would highly recommend."
United States
Doug M.
The price is £338
includes taxes & fees
27 Mar - 28 Mar
Greenwood Farm log cabin close to the Bourbon Trail and Keeneland

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, (35 reviews)
"The host was very helpful and stayed in touch the whole stay and it was clean and everything worked like it should "
United States
Dustin W.
The price is £288
includes taxes & fees
1 Apr - 2 Apr
Bourbon Run - HotTub/ Ark 30min/ Horse Park 12min/ Walk Downtown/ 4BR Sleeps 8

The Bourbon Garage- walking distance to Buffalo Trace!

The Bourbon Garage- walking distance to Buffalo Trace!
Frankfort
10.0 out of 10, Exceptional, (15 reviews)
"Loved the location to all the things we wanted to do! Great restaurants etc!"
United States
Sandra L.
The price is £180
includes taxes & fees
27 Mar - 28 Mar
The Bourbon Garage- walking distance to Buffalo Trace!

Spacious Ranch in Frankfort.

Spacious Ranch in Frankfort.
Frankfort
9.8 out of 10, Exceptional, (50 reviews)
"Very clean, has everything you need for a stay. Great place to stay. "
United States
Ethan S.
The price is £283
includes taxes & fees
29 Mar - 30 Mar
Spacious Ranch in Frankfort.

Capital City Condo #8

Capital City Condo #8
Frankfort
8.6 out of 10, Excellent, (36 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.
The price is £126
includes taxes & fees
27 Mar - 28 Mar
Capital City Condo #8

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, (27 reviews)
"Place was great and the location to the freeway and a nice quit dead end street. "
United States
Daryl A.
The price is £262
includes taxes & fees
28 Mar - 29 Mar
Hot Tub/Playground/12 min to Horse Park/30min Ark

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, (86 reviews)
"Fantastic property!"
United States
Don F.
The price is £284
includes taxes & fees
31 Mar - 1 Apr
This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.

Bourbon Barrel Cottages #3 on Ky. Bourbon Trail

Bourbon Barrel Cottages #3 on Ky. Bourbon Trail
Lawrenceburg
10.0 out of 10, Exceptional, (18 reviews)
"We really enjoyed our stay at the bourbon barrel cottage. Would highly recommend and will book again when we are in the area."
United States
Stephanie B.
The price is £1,019
includes taxes & fees
27 Mar - 28 Mar
Bourbon Barrel Cottages #3 on Ky. Bourbon Trail
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

Everything you need to know about Midway holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Midway holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Midway holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Midway holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Midway holiday rentals we have selected for you start as low as £127 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Midway rentals

At Expedia, we put the best Midway holiday 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 holiday.

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. 

Frequently asked questions

Can I find a holiday rental in Midway?

Yes, there are holiday rentals close to the most popular sights in Midway, or you can select a more secluded option if you're looking for a relaxing 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 are some of the best holiday rentals that Midway has to offer?

Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28: This holiday home rental outside of Midway is located on the waterfront, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Midway?

With 10 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Equus Run Vineyard & Winery and The Kentucky Castle.

What’s a holiday rental in Midway like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Midway. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for a family getaway.