Midway holiday rentals

We found 206 holiday rentals — enter your dates for availability
Discover a selection of 9 homes and other holiday rentals in Midway that are perfect for your trip. Whether you're staying in a holiday rental with a group or just with your pet, you'll find the amenities that you need and want, which might include cable TV and a washer and dryer. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Midway

Showing deals for:6 Nov - 13 Nov

Living area
Exterior
Property grounds
Pet-friendly
Exceptional
(62 reviews)

Raven Fox Farm-Country Charm! 5 BR Only 8 miles from Keeneland and BG Airport

Versailles

8% off
AU$7,885
for 7 nights, 1 room
AU$1,126 per night
includes taxes & fees
Raven Fox Farm-Country Charm! 5 BR Only 8 miles from Keeneland and BG Airport
Room
Miscellaneous
Private kitchen
Private kitchen
Exceptional
(8 reviews)

2-bedroom farmhouse, Lexington. Marimac Farm. 9 minutes to KHP

Lexington

8% off
AU$2,863
for 7 nights, 1 room
AU$409 per night
includes taxes & fees
2-bedroom farmhouse, Lexington. Marimac Farm. 9 minutes to KHP
To upstairs
Built in early 1800,s
Entrance/Parlor
Parlor & way to upstairs
Exceptional
(52 reviews)

Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland.

Midway

16% off
AU$1,633
for 7 nights, 1 home
AU$233 per night
includes taxes & fees
Railway Guest House in Charming Midway KY Horse Park,Bourbon Trail,Keeneland.
Interior
Interior
Living area
Interior
Exceptional
(48 reviews)

Loft above Beautiful Horse Barn on Bourbon Trail

Georgetown

8% off
AU$2,891
for 7 nights, 1 room
AU$413 per night
includes taxes & fees
Loft above Beautiful Horse Barn on Bourbon Trail
Living area
Living area
Exterior
Property grounds
Exceptional
(6 reviews)

The George- Walk Downtown, Popular for Horse Shows, Bourbon Trail, Ark Park

Georgetown

15% off
AU$2,166
for 7 nights, 1 home
AU$309 per night
includes taxes & fees
The George- Walk Downtown, Popular for Horse Shows, Bourbon Trail, Ark Park
Room
Terrace/patio
Exterior
Dining
Wonderful
(34 reviews)

Your Kentucky Home

Georgetown

8% off
AU$2,557
for 7 nights, 1 home
AU$365 per night
includes taxes & fees
Your Kentucky Home
Private kitchen
Terrace/patio
Interior detail
Living area
Exceptional
(33 reviews)

Riverside Roost -bourbon themed waterfront home

Lawrenceburg

8% off
AU$3,019
for 7 nights, 1 home
AU$431 per night
includes taxes & fees
Riverside Roost -bourbon themed waterfront home
Private kitchen
Exterior
Terrace/patio
Living area
Wonderful
(39 reviews)

Pet-Friendly Bluegrass Retreat w/ Fenced Yard

Georgetown

8% off
AU$2,370
for 7 nights, 1 home
AU$339 per night
includes taxes & fees
Pet-Friendly Bluegrass Retreat w/ Fenced Yard
Dining
Living area
Living area
Living area
Exceptional
(6 reviews)

"The Dawning House" - Peaceful Modern Stay w/ Yard

Georgetown

8% off
AU$2,822
for 7 nights, 1 home
AU$403 per night
includes taxes & fees
"The Dawning House" - Peaceful Modern Stay w/ Yard
Private kitchen
Terrace/patio
Living area
Private kitchen
Exceptional
(18 reviews)

Stunning 3BR Cottage, Fire Pit, Near Horse Park, Walkable to Downtown

Georgetown

8% off
AU$4,697
for 7 nights, 1 home
AU$671 per night
includes taxes & fees
Stunning 3BR Cottage, Fire Pit, Near Horse Park, Walkable to Downtown
Games room
Exterior
Private kitchen
Interior
Exceptional
(35 reviews)

The Bourbon Sanctuary

Frankfort

8% off
AU$1,717
for 7 nights, 1 home
AU$245 per night
includes taxes & fees
The Bourbon Sanctuary
Bathroom
Outdoor dining
Room
Fun and games for the whole family!
Exceptional
(12 reviews)

Game Room | King Suite | Firepit | Patio | Grill

Georgetown

8% off
AU$3,711
for 7 nights, 1 home
AU$530 per night
includes taxes & fees
Game Room | King Suite | Firepit | Patio | Grill
Room
Private kitchen
Private kitchen
Room
Exceptional
(21 reviews)

Horse and Bourbon Lover’s Farm Cabin - 2 bed/2 bath in Versailles, KY

Versailles

8% off
AU$2,094
for 7 nights, 1 cabin
AU$299 per night
includes taxes & fees
Horse and Bourbon Lover’s Farm Cabin - 2 bed/2 bath in Versailles, KY
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why people love visiting arty Midway

The area's wineries and art galleries are just some of the reasons to come on holiday to Midway. This walkable city attracts visitors thanks to its horse riding and local tours. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Midway

Do you want to discover things to do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Midway a one-of-a-kind holiday spot. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Equus Run Vineyard & Winery (2.2 mi / 3.5 km)
  • The Kentucky Castle (7.4 mi / 11.9 km)
  • Keeneland Racing Course (8.3 mi / 13.3 km)
  • Cherry Blossom Golf and Country Club (10.4 mi / 16.7 km)
  • Prodigy Vineyards & Winery (6.4 mi / 10.3 km)
  • Kearney Hills Golf Links (8.4 mi / 13.5 km)

Exploring the natural landscape of Midway

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Midway. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Masterson Station Park (7.9 mi / 12.8 km)
  • Yuko-En on the Elkhorn Garden (8 mi / 12.9 km)
  • Thoroughbred Park (12.9 mi / 20.8 km)
  • The Arboretum State Botanical Garden of Kentucky (13.5 mi / 21.7 km)
  • Jacobson Park (18.1 mi / 29.1 km)
  • Charles Brooking Park (8.5 mi / 13.7 km)

Transport options to and around Midway

Fly into Lexington, KY (LEX-Blue Grass), the closest airport, located 9.1 mi (14.6 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday home accommodation in Midway?
The most in-demand types of holiday homes in Midway are houses. Prefer something different? Stayz offers a variety of options to match our guests' unique needs, so you'll see properties in loads of shapes and sizes. The ideal home away from home is waiting for you — discover yours today.
How much does it cost to rent a holiday home in Midway?
Property type, length of stay and time of year are among the factors that can determine the price of a holiday home. Simply click on your travel dates to find your perfect match. From comfy cottages to sprawling luxury villas, all Stayz holiday homes offer terrific value.
How much does it cost to rent a beach house in Midway?
Prices for beach houses in Midway will vary depending on the type and size of the property and when you're travelling. All you need to do is enter your travel dates into Stayz and how many guests to view holiday home options and prices. From there you can use the filters to narrow down your search by amenities, nearby activities, ratings and more.
Are there pet-friendly holiday homes in Midway?
Happily, yes. You can choose from five holiday homes that welcome pets in Midway on Stayz. Our furry best friends also deserve a little time out, so simply use our search function for pet-friendly holiday homes to book a pad where Rover can lap up the fun.
What are popular home amenities in Midway?
The most popular home amenities guests are looking for in Midway include an electric car charging station, nearby museums and a fireplace. Whether you're holidaying with your besties, family or even pets, Stayz holiday homes provide the best amenities for ultimate relaxation with the people you love.
Are there large group holiday homes in Midway?
Yes, you can pick from one of two holiday homes in Midway that can host five or more guests. From family getaways to events like birthday parties, these stays have ample room to kick back with your favourite people.
Are there holiday homes in Midway that welcome kids?
Gather your whole crew for a memorable adventure in Midway at one of our five family-friendly holiday homes. Lots of these stays offer conveniences that are ideally suited to trips with youngsters, like dining rooms, multiple bedrooms and swimming pools. Simply check the "Properties good for families" filter box and book your favourite.
What are the top attractions for families in Midway?
Keep your kids busy at these fantastic family-friendly attractions in Midway:
  • The Kentucky Castle
  • Blue Grass Railroad Museum
  • Kentucky Horse Park
Can I find two-bedroom holiday homes in Midway?
Take off with your loved ones and experience complete comfort and privacy in one of the two two-bedroom holiday properties Midway has to offer.
Are there holiday homes with WiFi in Midway?
Midway has four holiday homes with WiFi, so you can stay connected while you're travelling. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming TV shows with the family to posting pics on social media, these Stayz homes make it easy to get online.
How can I find holiday homes with air conditioning in Midway?
Midway has five holiday homes where you'll be able to kick back in air-conditioned comfort. To find a property on Stayz that comes with this amenity, enter your desired travel dates and use the convenient filters to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Midway?
You'll need to check with the Midway holiday home you're considering on Stayz as age restrictions differ. However, it's typically 16, 18 or 21.
How long can I rent a holiday home in Midway for?
The amount of time you can book a Midway holiday home for is down to the property. Just put in your travel dates to find options offering longer term stays. They have all you require to make your extended holiday more convenient and enjoyable, such as kitchens and yards. Some holiday homes may also offer discounted weekly or monthly prices, so you can stay even longer for less.

More holiday ideas