Skip to content

Vacation rentals in Midway

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Midway

Guests agree: these stays are highly rated for location, cleanliness, and more.

Modern Remodeled Downtown Midway Studio
SUPERHOST
Entire rental unit · 2 guests · 1 bed · 1 bath

Modern Remodeled Downtown Midway StudioOne BR studio apartment in heart of charming, downtown Midway. Historic building w/ NEW, complete remodel done in 2020. Full Kitchen w/ stove, microwave, dishwasher, coffee maker. Washer/Dryer. Private bath w/ tile shower. Exposed, original brick wall. Restored hardwood floors. WiFi. TV with Hulu, Prime, and Netflix. Walk-thru closet. Professionally cleaned/sanitized after each guest.

Bit and Bourbon
Entire residential home · 4 guests · 2 beds · 2 baths

Bit and BourbonLocated in the heart of historic downtown Midway, this private, tucked away home has been fully renovated. It features two bedrooms with king sized beds, two bathrooms, a full sized kitchen, quaint dining room, and living room. This home is just a walk around the corner from shops and restaurants. Within minutes from Keeneland, the Kentucky Horse Park, Frankfort, and Lexington. This makes it ideal to tour the bourbon trail as well. A bonus is an electric charging station in the parking lot!

Charming 1901 Midway Cottage private pool
Entire residential home · 2 guests · 2 beds · 1.5 baths

Charming 1901 Midway Cottage private poolLovely 1901 cottage completely renovated, furnished in farmhouse country style. Backyard, patio, grill, private pool (seasonally only as is unheated). Fully equpped kitchen, laundry, dining room, table linens, living room, tv in lr and bedroom,WIFI. Located in the heart of Midway, 3 short blocks to Main St., restaurant, shops, center of horse country, 6 miles from Keeneland Race Track, 20 minutes from the Kentucky Horse Park, surrounded by the most beautiful horse farms in the Bluegrass.

Vacation rentals for every style

Get the amount of space that is right for you

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Midway vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Midway

SUPERHOST
  1. Private room
  2. Midway
A Little Peace in Midway KY
$58 per night
SUPERHOST
  1. Private room
  2. Midway
Bluegrass Country, aPerfect Room for you in Midway
$48 per night
  1. Entire residential home
  2. Midway
HORSE COUNTRY COTTAGE
$232 per night
SUPERHOST
  1. Private room
  2. Midway
Midway KY - Private room to rent.
$55 per night
SUPERHOST
  1. Entire rental unit
  2. Midway
The Ainsley Suite
$150 per night
PLUS
  1. Farm stay
  2. Midway
The Cottage at Wintergreen Farm
$225 per night
  1. Private room
  2. Midway
The Bees Wing
$443 per night
SUPERHOST
  1. Entire rental unit
  2. Midway
Trackside Suite
$150 per night
SUPERHOST
  1. Private room
  2. Midway
Make your stay in Midway special
$60 per night
  1. Entire residential home
  2. Midway
Crow's Nest- Exclusive Spot in Downtown Midway
$95 per night
  1. Entire residential home
  2. Midway
Merefield Farm Cottage
$170 per night
SUPERHOST
  1. Entire rental unit
  2. Midway
New! Downtown Midway Loft
$96 per night

Nearby destinations