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Midway Vacation Rentals

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Vacation Rentals in Midway

Terrace/patio
Cozy cabin in the heart of horse country

Cozy cabin in the heart of horse country

Midway
10.0 out of 10, Exceptional, (30)
"This is a great property and was perfect for two couples. The house was clean and host was accessible if needed. We will definitely stay here again if in the area. Midway is a cute little town with several nice restaurants and shopping. "
United States
Tonya W.
Cozy cabin in the heart of horse country
Exterior
2 or 3 Bedroom/Baths House in Andover Convenient to All of Lexington

2 or 3 Bedroom/Baths House in Andover Convenient to All of Lexington

Lexington
10.0 out of 10, Exceptional, (304)
"House was great, clean and well stocked. Owner was amazing to work with, simple requirements and offered great suggestions, above and beyond! Would 100% recommend staying here! "
United States
Amanda R.
2 or 3 Bedroom/Baths House in Andover Convenient to All of Lexington
Exterior
Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28

Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28

Frankfort
10.0 out of 10, Exceptional, (14)
"Great place for a family vacation. Owners were very responsive. "
United States
Angela N.
Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28
Smart TV
Bourbon on Broadway

Bourbon on Broadway

2.0 star property
Frankfort
9.8 out of 10, Exceptional, (18)
"We were in town to hit a few distilleries, so this place was perfect as is just a few minutes from Buffalo Trace! The apartment was so cute and had great character. We had 4 adults in our group so the space worked out wonderful for us.The beds were very comfortable. The kitchen was nicely stocked. "
United States
Ashley H.
$244 nightly
The price is $249
Nov 16 - Nov 17
Total with taxes and fees
Bourbon on Broadway
Property grounds
Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location

Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location

Downtown Lexington
10.0 out of 10, Exceptional, (144)
"A lovely combination of historical charm with all the modern conveniences you need. And you can’t beat the location! Loved our stay."
United States
John T.
$407 nightly
The price is $472
Nov 9 - Nov 10
Total with taxes and fees
Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location
Exterior
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!

Bagdad
9.6 out of 10, Exceptional, (237)
"The place was awesome and suited the bachelor party perfectly!"
United States
Jacob G.
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!
Property grounds
Private One Bedroom Apartment in Downtown Lexington near Rupp Arena

Private One Bedroom Apartment in Downtown Lexington near Rupp Arena

Downtown Lexington
10.0 out of 10, Exceptional, (148)
"It was perfect, quaint, and clean!"
United States
Katie G.
$144 nightly
The price is $167
Nov 16 - Nov 17
Total with taxes and fees
Private One Bedroom Apartment in Downtown Lexington near Rupp Arena
Terrace/patio
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail

Frankfort
9.8 out of 10, Exceptional, (152)
"We enjoyed six comfortable days at this house. After spending all day on the Bourbon Trail, it was great to come back here and relax for the evening. Our host was attentive and gave us recommendations and information that made our stay enjoyable. "
United States
Patricia A.
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
Fridge, microwave, oven, stovetop
Location, Location, Location

Location, Location, Location

Northside District
9.2 out of 10, Wonderful, (65)
"We came to town to celebrate my daughter’s bday. Place was spacious, clean, an well stocked with everything we needed."
United States
Rachelle B.
$213 nightly
The price is $217
Nov 11 - Nov 12
Total with taxes and fees
Location, Location, Location
Terrace/patio
The Luxe/Hot Tub/10 Min Keenland/12 Min Downtown/Fenced In Yard/ Pet Friendly

The Luxe/Hot Tub/10 Min Keenland/12 Min Downtown/Fenced In Yard/ Pet Friendly

Lexington
10.0 out of 10, Exceptional, (17)
"We found this home perfect for our needs. Bedrooms all have large beds and TVs. Great space outside for the dog. Hot tub worked perfectly. Everything is a short drive away. We would pop downtown and back frequently between trips to distilleries. Half an hour to BT, WT, 4R,, etc. Hour to Bardstown and 1:15 back to Louisville. The neighborhood seemed very safe and quiet. Again, easy access everywhere. "
United States
Jason D.
$334 nightly
The price is $387
Nov 9 - Nov 10
Total with taxes and fees
The Luxe/Hot Tub/10 Min Keenland/12 Min Downtown/Fenced In Yard/ Pet Friendly
Exterior
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, (67)
"The beds were comfortable and everything was updated and clean. We enjoyed our stay!"
United States
Becky J.
$155 nightly
The price is $159
Nov 11 - Nov 12
Total with taxes and fees
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
Fridge, microwave, oven, stovetop
Cecil's Cozy Cottage

Cecil's Cozy Cottage

Lexington
9.4 out of 10, Exceptional, (66)
"Property was describe very well and was very clean and comfortable. It was perfect for a visit with my daughter. Owners were super responsive and very easy to work with. Would definitely stay again when in the area."
United States
Christine W.
$215 nightly
The price is $219
Nov 11 - Nov 12
Total with taxes and fees
Cecil's Cozy Cottage
Exterior
This bungalow is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.

This bungalow is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.

Lexington
8.8 out of 10, Excellent, (37)
"The house was just as described and very clean. We would definitely stay again!"
United States
Dyone C.
$184 nightly
The price is $187
Nov 11 - Nov 12
Total with taxes and fees
This bungalow is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
Interior
Solar Sanctuary

Solar Sanctuary

Chevy Chase
10.0 out of 10, Exceptional, (6)
"Great neighborhood "
United States
Michael T.
$140 nightly
The price is $163
Nov 9 - Nov 10
Total with taxes and fees
Solar Sanctuary
Fridge, microwave, oven, stovetop
This house is a 3 bedroom(s), 2.5 bathrooms, located in Lexington, KY.

This house is a 3 bedroom(s), 2.5 bathrooms, located in Lexington, KY.

2.0 star property
Downtown Lexington
10.0 out of 10, Exceptional, (14)
"We absolutely loved our stay! The property was super nice and very spacious, it was in a perfect location to reach anywhere in downtown Lex. Will definitely book again!"
United States
Anonymous traveler
$337 nightly
The price is $344
Nov 11 - Nov 12
Total with taxes and fees
This house is a 3 bedroom(s), 2.5 bathrooms, located in Lexington, KY.
Terrace/patio
Golf Simulator | Hot Tub | Game Room | Pool Table

Golf Simulator | Hot Tub | Game Room | Pool Table

Kenwick
10.0 out of 10, Exceptional, (65)
"This is a great place to stay. It was clean and well appointed and the property manager was prompt and helpful. "
United States
Amy B.
Golf Simulator | Hot Tub | Game Room | Pool Table
Exterior
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, (23)
"Very nice house with everything you need for a night away"
United States
Tim S.
$338 nightly
The price is $372
Nov 12 - Nov 13
Total with taxes and fees
Hot Tub/Playground/12 min to Horse Park/30min Ark
Exterior
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, (81)
"This was a wonderful property with plenty of room. Very clean and beds were so comfortable. Will definitely stay here again. "
United States
Anonymous traveler
$372 nightly
The price is $379
Nov 11 - Nov 12
Total with taxes and fees
This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.
Private kitchen
Upscale 6 Bedroom Home Near Stadium and Restaurants

Upscale 6 Bedroom Home Near Stadium and Restaurants

Hollywood - Mt. Vernon
$509 nightly
The price is $591
Dec 1 - Dec 2
Total with taxes and fees
Upscale 6 Bedroom Home Near Stadium and Restaurants
Property grounds
Treetops Solar Sanctuary

Treetops Solar Sanctuary

Chevy Chase
10.0 out of 10, Exceptional, (82)
"Very easy to find and check in. I was by myself so I usually stay in hotels but felt very safe here. All details were taken care of and it was a fabulous place to stay!"
United States
Alison E.
$145 nightly
The price is $168
Nov 9 - Nov 10
Total with taxes and fees
Treetops Solar Sanctuary
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

Red Roof Inn Lexington South

Red Roof Inn Lexington South

10/10 Excellent
"Good remodel. No hassle at checkin. Housekeeping a was rude but overall good"
Jere 1-night trip
Posted 1 day ago
Red Roof Inn Lexington South

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 $159 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?

Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location: Visitors like this Midway vacation home rental. It is located in the city center and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Midway?

With 10 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. Equus Run Vineyard & Winery and Damselfly Gallery are other places to visit while you're in town.

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.