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Midway Vacation Rentals

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Vacation Rentals in Midway

Terrace/patio
Cozy cabin in the heart of horse country
10.0 out of 10, Exceptional, (4)
"Very close to several distilleries. Was perfect for our guys weekend."
Cozy cabin in the heart of horse country
Outdoor dining
Charming Cottage Home On A Farm In The Kentucky Horse Country! Relax!
10.0 out of 10, Exceptional, (233)
"Fantastic property. Owner is responsive and friendly without being too much. Top notch. Will stay again!"
The price is ¥22,764
¥39,725 total
includes taxes & fees
Jun 3 - Jun 4
Charming Cottage Home On A Farm In The Kentucky Horse Country! Relax!
Exterior
Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location
10.0 out of 10, Exceptional, (115)
"My family had a wonderful time in Lexington. The home was close to restaurants and shops. The home is beautifully decorated and very clean with all the necessities supplied. We would definitely stay here again."
The price is ¥46,312
¥80,905 total
includes taxes & fees
May 28 - May 29
Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location
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Fridge, microwave, oven, stovetop
Stay in a 1953 Gunnison Home is within walking distance to St Joe Hospital
9.2 out of 10, Wonderful, (18)
"I stayed in Lexington for a week for my son’s surgery. This house had everything I needed. A nice back yard for my dog to romp and play. Close proximity to food and medical center Will definitely be back"
The price is ¥17,112
¥33,596 total
includes taxes & fees
Jun 17 - Jun 18
Stay in a 1953 Gunnison Home is within walking distance to St Joe Hospital
Property grounds
Spacious family Lodge with solar heated pool, hot tub, fire pit and EV charger.
10.0 out of 10, Exceptional, (58)
"There is something for everyone here! It was the perfect home for our family get together!"
Spacious family Lodge with solar heated pool, hot tub, fire pit and EV charger.
Property grounds
Treetops on Garden
10.0 out of 10, Exceptional, (58)
"I stayed several days and was able to check out both rooms rented by the host. The room I stayed in was quiet and well maintained. Nice neighborhood for walking. The host was friendly and accommodating. Highly recommended!"
Treetops on Garden
Exterior
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin
9.8 out of 10, Exceptional, (187)
"We had gathered friends and family from around the country to play some golf and attend the PGA Championship at Valhalla. The cabin was everything Mary said it was. It was clean and had enough beds and space for our party of 12. It was quiet, had plenty of pots, pans and glasses. Everything worked. The pool table was great. We recommend this property for a large group"
The price is ¥62,639
¥104,607 total
includes taxes & fees
May 28 - May 29
Bourbon Trail, Ark Encounter, Family Gatherings, WiFi, Cabin
TV
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
9.0 out of 10, Wonderful, (22)
"The code was showing on the wall next to the door which made us feel less than safe. I tried to contact the owner and he never responded. The sofa smelt like someone peed in it. The bedroom close to the kitchen had a mold smell. But the most worrying issue was the shower that was in the bathtub was on a platform with no rail to hold on to in order to get out safely. Otherwise we enjoyed the house."
The price is ¥10,361
¥25,275 total
includes taxes & fees
Jun 3 - Jun 4
This house is a 2 bedroom(s), 1 bathrooms, located in Frankfort, KY.
2 bedrooms, desk, iron/ironing board, travel crib
175 LEX - Spacious Two Bedroom Downtown Lexington
9.8 out of 10, Exceptional, (8)
"Perfect spot for our family group (five adults) to stay while attending graduations of our niece and nephew from University of Kentucky."
The price is ¥18,054
¥36,199 total
includes taxes & fees
Jun 9 - Jun 10
175 LEX - Spacious Two Bedroom Downtown Lexington
Property grounds
NEW!!! 6 BR + 5 Bath Penthouse Overlooking Downtown. 1 mile from Buffalo Trace
9.8 out of 10, Exceptional, (6)
"We had an amazing time. The property is gorgeous and the decor exquisitely done. The location was close to restaurants and shops. Would highly recommend this property!"
NEW!!! 6 BR + 5 Bath Penthouse Overlooking Downtown. 1 mile from Buffalo Trace
Exterior
Capital City Cottage
9.8 out of 10, Exceptional, (8)
"We loved our quick stay here. We were in Frankfort to visit the State Capitol, so it was super convenient. Everything about the house was as described in the listing, all very clean and comfortable."
The price is ¥15,699
¥36,858 total
includes taxes & fees
May 28 - May 29
Capital City Cottage
Smart TV, books
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
9.0 out of 10, Wonderful, (69)
"Clean & Cute! "
The price is ¥10,204
¥24,036 total
includes taxes & fees
Jun 3 - Jun 4
Capital City Condo #6 close to Interstate, Water Park, Restaurants and Shopping.
Exterior
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
9.8 out of 10, Exceptional, (88)
"Good size for two couples and maybe a child or smaller sized single guest. Two full updated bathrooms are a key feature. Comfy living room furniture and nice tv. Pet friendly (not a gated yard) and great location for kayaking. It is close to the road so it can be noisy. There is ample parking but be aware that the adjacent church lot is very busy with kayakers. Owners are very easy to work with."
"Centrally Located to Many Distilleries" House on the Kentucky Bourbon Trail
Exterior
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath
10.0 out of 10, Exceptional, (57)
"Nice location, exactly as represented, made for a great trip!"
KY Bourbon Trail FUN! Double Shot on Main 2 Bed/2 Bath
Fridge, microwave, oven, stovetop
Totally renovated downtown home walk to all
9.6 out of 10, Exceptional, (42)
"The location was perfect for the Kentucky theater, and there were nice dining options in walking distance. The home was easy to access, and the cookies were AMAZING. The biggest drawback was that we couldn’t get the wi fi to work (although the antenna did mostly). "
The price is ¥34,538
¥48,653 total
includes taxes & fees
May 28 - May 29
Totally renovated downtown home walk to all
Exterior
3 Bdr/3 Bath House in Andover Convenient to All of Lexington
10.0 out of 10, Exceptional, (263)
"This house is always clean and welcoming on arrival. The location is great with lots of restaurants and shopping nearby. We golfed every day of our stay and the area courses are in great shape and reasonably priced. We love it here and hope to return."
3 Bdr/3 Bath House in Andover Convenient to All of Lexington
Property grounds
RockinC Cabin. Private cabin in the tall trees. On a120 acre farm.
10.0 out of 10, Exceptional, (73)
"The absolute perfect place to stay! If there were more than 5 stars, I’d give those out too!"
RockinC Cabin. Private cabin in the tall trees. On a120 acre farm.
Fridge, microwave, stovetop, dishwasher
Gorgeous Lexington Retreat ~ 2 Mi From UK!
9.8 out of 10, Exceptional, (15)
"Beautiful property in a quiet neighborhood"
Gorgeous Lexington Retreat ~ 2 Mi From UK!
Interior
The Havilah House! Country living with amazing views!
10.0 out of 10, Exceptional, (30)
"I met my 8 girlfriends from college in central Kentucky. The Havilah House was the perfect location for keeneland and bourbon tours and halfway between the bluegrass and Louisville airports. The house is comfortable and well stocked. The host was very responsive and answered our questions quickly. I would highly recommend it."
The Havilah House! Country living with amazing views!
Exterior
Lexington Apt. with parking & private entrance Preview listing
10.0 out of 10, Exceptional, (105)
"Everytime my wife and I come to Lexington to watch the races at Keenland we try to stay here. Place is peaceful, quiet, and joyce is an the best host."
The price is ¥11,460
¥22,413 total
includes taxes & fees
May 28 - May 29
Lexington Apt. with parking & private entrance Preview listing
Don't see what you're looking for?
See all available properties in Midway
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.

Other types of properties in Midway you may be interested in

Lobby
GLō Best Western Lexington
3.0 star property
9.4 out of 10, Exceptional, (2265)
"It was a nice clean hotel with very friendly staff. Will definitely stay at a Glo Best Western again. The price was very affordable for such a nice room."
The price is ¥15,963
¥18,528 total
includes taxes & fees
Jun 3 - Jun 4
GLō Best Western Lexington
Interior
Embassy Suites by Hilton Lexington Green
3.5 star property
9.2 out of 10, Wonderful, (1003)
"Lexington is a beautiful city to visit and this hotel made the stay even better! We had been on our trip for two weeks when we got to the Embassy Suites. This is a beautiful hotel with an excellent staff, complimentary cocktails during happy hour and a great breakfast. This was our best stay over the two weeks!"
The price is ¥20,283
¥23,543 total
includes taxes & fees
Jun 27 - Jun 28
Embassy Suites by Hilton Lexington Green
Lobby
GuestHouse Lexington
2.5 star property
8.2 out of 10, Very Good, (1008)
"stayed there before will stay there again when in lexington ky"
The price is ¥10,550
¥12,245 total
includes taxes & fees
Jun 9 - Jun 10
GuestHouse Lexington
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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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?

Stay in a 1953 Gunnison Home is within walking distance to St Joe Hospital: You might want to consider this vacation rental near Midway, which is equipped with a garden, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Midway?

With 9 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 Explorium, 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.

Recent reviews of Midway properties
Expedia verified reviews