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Vacation rentals in Midway

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.

Bourbon Trail Cabin on the Farm
SUPERHOST
Entire cabin · 4 guests · 2 beds · 1 bath

Bourbon Trail Cabin on the FarmEscape from the everyday bustle and step into the country life. Overlooking rolling hay fields, and surrounded by wooded farm land, this cabin features barn wood walls, hardwood floors, newly remolded bathroom with bourbon barrel sink, king bed, sleeper sofa and custom built kitchenette. Located on our working cattle farm, see cattle, goats, and a pet pot-bellied pig. Farm tours available free of charge, upon request. In the heart of the Bourbon Trail in the home of Wild Turkey and Four Roses.

Buffalo Springs Distilling Company
SUPERHOST
Entire house · 2 guests · 1 bed · 1 bath

Buffalo Springs Distilling CompanyOn the Bourbon Trail The Buffalo Springs Distilling Company got it's start in 1868. It closed and it's warehouses were emptied out by the 1970's. This building is one of the last structures left on the site. This historic building was the main office and gatehouse for visitors to the distillery, so we can offer one bedroom due to the size of the structure. Queen size bed in the bedroom. There’s also a Queen Air Mattress that can be utilized in a pinch for folks that are staying at least a week

Have a great stay at Great Crossings Farm!
SUPERHOST
Farm stay · 5 guests · 3 beds · 1 bath

Have a great stay at Great Crossings Farm!Our solar farm lies in the heart of the bluegrass! We live just: 10 minutes from Old Friends Farm 15 minutes from the Kentucky Horse Park 30 minutes from UK and Keeneland 30 minutes from 5 distilleries 35 minutes from The Ark Encounter We live on a small 6 acre farm with 2 sheep, 2 goats, 2 cows, 2 chickens, 2 cats, and a dog. Our house is a lovely combination of 2 houses in 1. We live in one part of the house, and rent out the other section. Come stay in the 1930s era farmhouse!

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Popular amenities for Midway vacation rentals

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

Other great vacation rentals in Midway

SUPERHOST
  1. Entire house
  2. Midway
Country Cottage in Horse and Bourbon Country

This completely updated cottage is located on a scenic byway voted one of the ten best scenic drives in the United States, on which you will see thoroughbred farms for which Kentucky is famous. Keeneland and the Kentucky Horse Park are within 20 minutes. There are 4 distilleries within 10 miles, 11 within 30 miles, and 23 within an hour’s drive. Two bedrooms, new kitchen, new bathroom, washer and dryer, covered porch, deck, air conditioning, wifi, cable TV, and ample parking. Relax and enjoy!

$130 per night
  1. Entire guest suite
  2. Lexington
Bright, cozy, clean and private!!

Wonderful location! Located at the end of a quiet cul-de-sac, our guest suite is about 15 minutes to the airport, Keeneland, and downtown. We are less than 10 minutes to the mall and other shopping/dining areas. This basement apartment offers a completely private bedroom with a queen bed, bathroom with access to laundry. It is a bright and warm living space, all with a private entrance. We allow pets. A pullout Tempur-Pedic twin bed and sectional couch offer extra sleeping space for guests.

$49 per night
SUPERHOST
  1. Entire apartment
  2. Versailles
High style on the Bourbon Trail

Historic 1 bedroom apt in the heart of horse country & the bourbon trail. Central Main St. location in charming Versailles, steps away from local coffee shop and bourbon bar. Walk to restaurants, shopping and park. Light filled apartment with vaulted ceiling and exposed brick wall. Cozy bedroom has memory foam Cal king bed and percale cotton sheets. The decor is an eclectic mix of antiques, Ferrick Mason textiles, wallpapers and Alex K Mason original art. Parking space. washer & dryer.

$101 per night
  1. Entire apartment
  2. Lexington
Nonie's Abode

Located in quiet Meadowthorpe subdivision, this duplex apartment is convenient to downtown, Keeneland, UK, Masterson Station Park, Legacy Trail, the airport and the Horse Park. Very walkable neighborhood. It is also near the distillery district with outdoor music events, food and bars. Owner lives in other side of duplex

$55 per night
SUPERHOST
  1. Entire cottage
  2. Lexington
Little House Dwntwn - Close to Rupp & Restaurants

1 BR, 1 bath, restored house on quiet street in downtown. Patio (with umbrella), & front porch - each with table & chairs, Off-street parking, TV in Living Room and in Bedroom, Broadband Internet, Cntl A/C, Complete kitchen w/microwave, refrigerator - freezer, toaster oven, regular oven and stove, flatware, dishes and cooking utensils, dishwasher, and washer-dryer. 15 min. to Keeneland or Horse Park. 1.5 miles to UK. 1/2 mile to Rupp (10 minute walk.) Walk to many restaurants and attractions.

$66 per night
SUPERHOST
  1. Entire house
  2. Lexington
Horse Farm Creekside Cabin- 6 min to KY Horse Park

Gorgeous N. Elkhorn Creek views from every room in this 1200 ft cabin on a private, gated horse farm. Your only neighbors are friendly horses! Wi/fi, satellite TV/Netflix or just enjoy wildlife viewing on the screened in porch. Try the Big Green Egg for grilling on the spacious deck. Fire pit and kid zipline. Living room and bedroom dual wood burning fireplace for chilly nights. Fully stocked granite kitchen. Kayaks available. Minutes to the Legacy Trail.. 15 min to downtown Lex/G’town.

$200 per night
SUPERHOST
  1. Entire cottage
  2. Frankfort
The Cottage at Seldom Scene Farm

Self check-in, CLEAN, private. Restored 1812 log cabin on gorgeous 400 acre farm on the KY River. Serene, nature, closest location to several popular Bourbon Trail sites and horse farms- 5-10 min. to Woodford Reserve and Castle and Key Distillery, 5 min. to Stave Restaurant and Bourbon Bar, convenient to Keeneland, Lexington, Louisville, KY Horse Park, State Capitol!! Scenic horse farms (Ashford, Sun Valley, Winstar). Hike, fish, llama, alpaca, goats, sheep, horses, wildlife, firepit.

$214 per night
SUPERHOST
  1. Farm stay
  2. Versailles
Bluegrass Country Cottage

Enjoy a quaint, private, quiet & charming little place to call your own, on a small, working (seasonal) Thoroughbred horse farm. Green acreage, lovely scenes and sunsets. Located in horse country, between historic Winstar Farm and Lane's End Farm, just a short drive to small town USA, Versailles, historic Midway, and to the nearby City of Lexington, home of the Kentucky Wildcats, Horse Capital of the World, Bourbon Country & so much more.

$86 per night
  1. Entire house
  2. Lexington
Mid-Century Modern

Mid-Century modern home with an open floor plan in a quiet neighborhood. Located near Versailles Road and Cardinal Hill Hospital. Close to Bluegrass Airport and Keeneland. 10 minutes from downtown. Small pet friendly (<25lb) with a large fenced in backyard. Three bedrooms, two full baths. Extra Trundle bed and desk in one of the bedrooms. Washer and dryer. Fully equipped kitchen with Keurig coffee / tea. Wifi. Large rear patio. Large screened-in porch. Carport and plenty of parking.

$132 per night
SUPERHOST
  1. Entire condominium
  2. Frankfort
Bourbon & Horses & Beer, Oh My

Very nice remodeled condo for a great price. Stay for a couple days or stay long term, this place has everything needed for your trip to Frankfort. Located downtown in the heart of Frankfort which is on the rise and becoming a great downtown area to hangout. The famous Buffalo Trace is only a 7 minute car ride away for all you bourbon lovers. Also close to the Capital building whether you're here for work or for play this condo is perfect for you.

$45 per night
SUPERHOST
  1. Entire cabin
  2. Versailles
Handcrafted Rustic Cabin on the Bourbon Trail

The cabin has been entirely built by the owner, Doris, (with help from family and friends) from reclaimed and local salvaged materials. Located on a beautiful Kentucky Scenic byway, on a working farm, the cabin is only 15 minutes from Wild Turkey Distillery, the town of Versailles , golf courses, dining, shopping, wineries and other major distilleries. 35 minutes from Keeneland race course, downtown Lexington, UK, Rupp Arena, the Horse Park and more .

$165 per night
SUPERHOST
  1. Entire guest suite
  2. Lexington
Clean, light, private and comfortable convenience!

This is a detached garage studio apartment with a lot of natural light, full bathroom, complete privacy, and "kitchenette." Pets are welcome. We are close to the mall, Keeneland, the airport, the Summit, and 10 minutes from downtown (Rupp Arena, UK, etc.). Please no smoking in the room.

$45 per night

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