Discover a selection of 139 vacation rentals in Midway, KY that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and kitchens. Prices start at $150 per night, and houses and condos are popular options for a stay in Midway. Either way, you'll find a rental for everyone's needs.
Destination guide

Head to the artsy city of Midway

The area's wineries and art galleries are just a few of the reasons to vacation in Midway. This walkable city allures visitors with its horseback riding and local tours. Keeneland Racing Course and Kentucky State Capitol are just a couple of the must-sees in the area. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.


Sightseeing in and around Midway

Are you searching for attractions to visit during your stay? Venture out of your vacation home and experience everything that makes Midway a fun place to get away. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Equus Run Vineyard & Winery (3.1 mi / 5 km)
  • Prodigy Vineyards & Winery (5.4 mi / 8.6 km)
  • Kearney Hills Golf Links (9.4 mi / 15.2 km)
  • Lovers Leap Vineyards and Winery (10.4 mi / 16.7 km)
  • Cherry Blossom Golf and Country Club (11.1 mi / 17.8 km)
  • Wildside Winery (12.2 mi / 19.6 km)
Natural features

Exploring the natural landscape of Midway

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Midway is a great spot to appreciate mother nature. These are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Yuko-En on the Elkhorn Garden (8.7 mi / 14 km)
  • Masterson Station Park (9 mi / 14.5 km)
  • Capitol View Park (9.2 mi / 14.9 km)
  • Cove Spring Park (9.5 mi / 15.2 km)
  • Leslie Morris Park (9.7 mi / 15.5 km)
  • Kentucky Horse Park (9.7 mi / 15.6 km)
How to get there

How to get to and around Midway

The nearest airport is in Lexington, KY (LEX-Blue Grass), located 9.9 mi (15.9 km) from the city center.

How many vacation rentals are available around Midway, KY?

Our 2020 property listings offer a large selection of 139 vacation rentals around Midway. From 54 house rentals to 59 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to Midway?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Midway:

  • Historic South Hill: 40 vacation rentals
  • North Upper Street: 47 vacation rentals
  • Woodward Heights: 37 vacation rentals
  • Northside District: 47 vacation rentals
  • West Suburb: 45 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Midway?

Vrbo offers a large selection of vacation rentals near lovely places in Midway. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Equus Run Vineyard & Winery: 235 vacation rentals
  • Damselfly Gallery: 233 vacation rentals
  • Kentucky Horse Park: 202 vacation rentals
  • Keeneland Racing Course: 253 vacation rentals
  • Kentucky Governor's Mansion: 85 vacation rentals

But there are many other points of interest around Midway listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Midway?

Yes, of course. Vrbo has 54 Houses in Midway. Our other popular types of vacation rentals in Midway include:

  • Condos/Apartments: 59 rentals available
  • Studios: 29 rentals available
  • Cottages: 8 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Townhouses and more.

Can I find a vacation rental with pool in Midway?

Yes, you can select your preferred vacation rental with pool among our 24 vacation rentals with pool available in Midway. Please use our search bar to access the selection of vacation rentals available.