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Midway Vacation Rentals

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Sep 25 - Sep 26
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Oct 3 - Oct 5

Vacation Rentals in Midway

Cozy cabin in the heart of horse country
Terrace/patio

Cozy cabin in the heart of horse country

10.0 out of 10, Exceptional, (25)
"Host was very responsive and accommodating, cabin was in a great location, close to everything we were in town to do. It was clean and well stocked for our 5 night stay. "
Cozy cabin in the heart of horse country
Oasis Pool Retreat 8 Bedrooms New Management
Pool

Oasis Pool Retreat 8 Bedrooms New Management

Oasis Pool Retreat 8 Bedrooms New Management
This house is a 3 bedroom(s), 2 bathrooms, located in Lexington, KY.
Fridge, coffee/tea maker, cookware/dishes/utensils

This house is a 3 bedroom(s), 2 bathrooms, located in Lexington, KY.

9.2 out of 10, Wonderful, (69)
"We gambled n we won"
The price is ￥21,579
￥39,411 total
includes taxes & fees
Sep 29 - Sep 30
This house is a 3 bedroom(s), 2 bathrooms, located in Lexington, KY.
Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28
Exterior

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

10.0 out of 10, Exceptional, (13)
"Everything about our stay was great. The place itself is fantastic and the owner's communication the entire time was top of the line. Would recommend to anyone"
Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28
This bungalow is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
Exterior

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

8.8 out of 10, Excellent, (33)
"Enjoyed our stay and location, would return in future "
The price is ￥12,947
￥28,307 total
includes taxes & fees
Sep 28 - Sep 29
This bungalow is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
Cecil's Cozy Cottage
Fridge, microwave, oven, stovetop

Cecil's Cozy Cottage

9.4 out of 10, Exceptional, (58)
"Nicely updated, clean and cozy. "
The price is ￥17,114
￥32,648 total
includes taxes & fees
Sep 28 - Sep 29
Cecil's Cozy Cottage
Stay in a newly renovated home in the heart of Dtown Lexington
Exterior

Stay in a newly renovated home in the heart of Dtown Lexington

9.2 out of 10, Wonderful, (7)
"This home was adequately set up and clean. I thought the pillows could have been nicer. The internet was fine once we got the correct name. "
The price is ￥14,882
￥30,242 total
includes taxes & fees
Sep 29 - Sep 30
Stay in a newly renovated home in the heart of Dtown Lexington
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath
Exterior detail

KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath

10.0 out of 10, Exceptional, (113)
"House was very clean and central to everything we were visiting."
The price is ￥19,927
￥30,105 total
includes taxes & fees
Sep 29 - Sep 30
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath
Spacious family Lodge with solar heated pool, hot tub, fire pit and EV charger.
Terrace/patio

Spacious family Lodge with solar heated pool, hot tub, fire pit and EV charger.

10.0 out of 10, Exceptional, (91)
"5 of us stayed at the property. Excellent all around; and in a perfect location"
Spacious family Lodge with solar heated pool, hot tub, fire pit and EV charger.
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!
Exterior

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

9.6 out of 10, Exceptional, (230)
"The place was awesome and suited the bachelor party perfectly!"
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin, Sleeps 29!
The Luxe/Hot Tub/10 Min Keenland/12 Min Downtown/Fenced In Yard/ Pet Friendly
Terrace/patio

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

10.0 out of 10, Exceptional, (14)
"We truly enjoyed our stay here. The large kitchen is impressive. The hot tub worked well and the outdoor space was delightful."
The price is ￥23,913
￥60,480 total
includes taxes & fees
Sep 29 - Sep 30
The Luxe/Hot Tub/10 Min Keenland/12 Min Downtown/Fenced In Yard/ Pet Friendly
Dog-Friendly Bourbon Trail Home w/ Speakeasy, Pool, Hot Tub, + Game Room
Exterior

Dog-Friendly Bourbon Trail Home w/ Speakeasy, Pool, Hot Tub, + Game Room

Dog-Friendly Bourbon Trail Home w/ Speakeasy, Pool, Hot Tub, + Game Room
Bourbon on Broadway
Smart TV

Bourbon on Broadway

2.0 star property
10.0 out of 10, Exceptional, (15)
" wanted to visit. Just a nice place to stay big enough for taking Really enjoyed it. "
The price is ￥19,189
￥36,208 total
includes taxes & fees
Sep 28 - Sep 29
Bourbon on Broadway
This apartment is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
Fridge, microwave, oven, stovetop

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

2.0 star property
9.4 out of 10, Exceptional, (10)
"Great location and huge place. Gorg windows and high ceilings. I stayed here for a friends wedding and loved it. Will stay again next time I’m in town! "
The price is ￥17,858
￥34,428 total
includes taxes & fees
Sep 28 - Sep 29
This apartment is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.
Spacious King Suite / Game Room / Patio / Firepit
3 bedrooms, desk, iron/ironing board, free WiFi

Spacious King Suite / Game Room / Patio / Firepit

10.0 out of 10, Exceptional, (6)
"This house was perfect accommodations for our group of 3 couples. It was very clean and well stocked. The neighborhood is quiet. The location in Georgetown was convenient to Lexington attractions as well as to restaurants in downtown Georgetown. We recommend this VRBO highly. "
The price is ￥10,120
￥37,570 total
includes taxes & fees
Sep 28 - Sep 29
Spacious King Suite / Game Room / Patio / Firepit
Location, Location, Location
Fridge, microwave, oven, stovetop

Location, Location, Location

9.2 out of 10, Wonderful, (60)
"House was cute and great location in downtown Lexington! "
The price is ￥16,370
￥31,730 total
includes taxes & fees
Sep 28 - Sep 29
Location, Location, Location
Luxurious 1-bedroom with Free Parking
Exterior

Luxurious 1-bedroom with Free Parking

9.8 out of 10, Exceptional, (47)
"The unit was very nice, just as pictured, and very clean. The neighborhood is quiet and centrally located. It was perfect for our stay in Lexington."
The price is ￥13,152
￥36,167 total
includes taxes & fees
Oct 5 - Oct 6
Luxurious 1-bedroom with Free Parking
Bungalow Bill's - Pet Fee Additional Charge
Property grounds

Bungalow Bill's - Pet Fee Additional Charge

9.8 out of 10, Exceptional, (36)
"Great rental in the best location. I loved the coffee shop in walking distance."
Bungalow Bill's - Pet Fee Additional Charge
Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location
Property grounds

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

10.0 out of 10, Exceptional, (141)
"A lovely combination of historical charm with all the modern conveniences you need. And you can’t beat the location! Loved our stay."
The price is ￥39,190
￥69,987 total
includes taxes & fees
Oct 1 - Oct 2
Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location
High Spirits Estate - Pool, Hot Tub, Game Room, EV charger, Sleeps 20
Exterior

High Spirits Estate - Pool, Hot Tub, Game Room, EV charger, Sleeps 20

10.0 out of 10, Exceptional, (4)
"Excellent and well-appointed home which made our family get-together wonderful. The property itself is large and spacious, so there is lots to do--rain or shine!Close to several bourbon distilleries, horse stables, and parks. Highly recommend!"
The price is ￥177,132
￥305,435 total
includes taxes & fees
Oct 15 - Oct 16
High Spirits Estate - Pool, Hot Tub, Game Room, EV charger, Sleeps 20
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

Hilton Lexington/Downtown

Hilton Lexington/Downtown

10/10 Excellent
"Great location. Close to all the good attractions "
Eric 1-night trip
Posted 4 days ago
Hilton Lexington/Downtown

Find out more about Midway

Find out more about Midway

Search for holiday rentals in Midway on Expedia! You can easily find your home rentals, villas, holiday apartments in Midway using one of the methods below:

  • View our selection of featured holiday rentals in Midway
  • Use the map to find apartments and other holiday homes in the Midway neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Midway while they last

Look no further and take a look at our great range of rental properties in Midway!

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?

Oasis Pool Retreat 8 Bedrooms New Management: Visitors like this Midway vacation home rental. It offers a fireplace, a hot tub, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.