See all properties
Entire home

Charming Cottage Conveniently Located In The Heart Of Horse And Bourbon Country

Choose dates to view prices

Photo gallery for Charming Cottage Conveniently Located In The Heart Of Horse And Bourbon Country

Exterior
Interior
Interior
Terrace/patio
TV, books, offices

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 71900 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space
  • Parking available

Explore the area

View in a map
Midway, KY
  • Place, Equus Run Vineyard & Winery
    ‪4 min drive‬
  • Place, Old Friends Thouroughbred Retirement Farm
    ‪9 min drive‬
  • Place, Kearney Hills Golf Links
    ‪11 min drive‬
  • Airport, Lexington, KY (LEX-Blue Grass)
    ‪21 min drive‬

Room options

You may also like

Ad

Marriott Lexington Griffin Gate Golf Resort & Spa

Lexington
  • Pool
  • Hot tub
  • Spa
  • Pet friendly
8.4 out of 10, Very Good, 675 reviews
$151 nightly
The price is $176
May 24 - May 25
Total with taxes and fees
Marriott Lexington Griffin Gate Golf Resort & Spa

About the neighborhood

Midway

This vacation home places you within a 10-minute drive of Equus Run Vineyard & Winery and Old Friends Thouroughbred Retirement Farm. The vacation home includes a kitchen, a patio, and a refrigerator.
View more Vacation Homes in LexingtonOpens in a new window

What's nearby

  • Equus Run Vineyard & Winery - 4 min drive - 4.9 miles
  • Old Friends Thouroughbred Retirement Farm - 9 min drive - 9.5 miles
  • Kearney Hills Golf Links - 11 min drive - 13.2 miles
  • Headley-Whitney Museum - 11 min drive - 9.3 miles
  • Masterson Station Park - 12 min drive - 10.9 miles

Getting around

  • Blue Grass Airport (LEX) - 21 min drive

Restaurants

  • ‪Dairy Queen - ‬10 min drive
  • ‪McDonald's - ‬3 min drive
  • ‪Rocky’s Pub - ‬11 min drive
  • ‪Circle K - ‬10 min drive
  • ‪Wallace Station Deli and Bakery - ‬3 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Charming Cottage Conveniently Located In The Heart Of Horse And Bourbon Country

This newly renovated and furnished home is only 3 1/2 blocks from historic Midway's downtown shops and restaurants. Clean, allergy & scent-free space. Hardwood & tile floors throughout. There are two bedrooms upstairs, one w/ a Queen and twin, one w/ two twin that can convert to a King and the Master Bedroom downstairs has a Queen bed. It can sleep seven. There are three flat screen TV's, one in the Living room and one in each bedroom upstairs w/HBO & SEC channels.Wifi Internet Access is provided. The Kitchen/Breakfast room is spacious w/ microwave, coffeemaker & toaster oven. There is equestrian and local art throughout. The porch is charming, relaxing and private with a ceiling fan and infrared grill. On site off street parking with a two car garage. There is a Bakery two doors down and a playground behind. The cottage is located in the heart of Thoroughbred and Bourbon country. Midway is off of I-64, just 20 minutes from Lexington and and hour from Louisville- you can hit every destination on your vacation easily.
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a patio, and there's space to spread out with 3 bedrooms. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

Similar properties

Bar (on property)
The Delegate
Frankfort
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
9.2 out of 10, Wonderful, 436 reviews
$180 nightly
The price is $211
May 18 - May 19
Total with taxes and fees
The Delegate

Property amenities

Internet

  • Available in the house: WiFi

Parking and transportation

  • Electric car charging station on site
  • Car required
  • Limited onsite parking (max 2 spaces)
  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Games
  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Tile flooring in public areas
  • Smoking not allowed

Services and conveniences

  • Concierge services
  • Iron/ironing board

Location highlights

  • In a village
  • Near a health/beauty spa
  • Near a hospital

Things to do

  • Golf
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Hiking/biking trails nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Electric car charging station
  • Garden
  • Unit size: 1,900 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 18

Check-out

Check-out before 10:30 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 10:30 AM
  • Minimum check-in age: 18

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit.

Frequently asked questions

What's there to do near this vacation home?

This vacation home is located in Midway, close to Equus Run Vineyard & Winery, Headley-Whitney Museum, and Old Friends Thouroughbred Retirement Farm.

Will I be able to park at Charming Cottage Conveniently Located In The Heart Of Horse And Bourbon Country?

Yes, there is an electric car charging station available. You'll find a garage and max 2 spaces.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What will couples enjoy most about a stay at Charming Cottage Conveniently Located In The Heart Of Horse And Bourbon Country?

Amenities that appeal to couples at this historic vacation home include a kitchen as well as concierge services and a firepit.

Does Charming Cottage Conveniently Located In The Heart Of Horse And Bourbon Country have a hot tub?

No, there isn't a spa tub at this vacation home.

Does this vacation home include breakfast service?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay free of charge?

No, pets aren't allowed at this vacation home.

Does Charming Cottage Conveniently Located In The Heart Of Horse And Bourbon Country have connecting rooms available?

No, there aren't connecting guestrooms at this vacation home.

How far is the airport from this vacation home?

The closest major airport to this vacation home is Blue Grass Airport (LEX), which is 13.3 mi away (21 minutes by car).

Can I book a room with a balcony at Charming Cottage Conveniently Located In The Heart Of Horse And Bourbon Country?

Yes, every house at Charming Cottage Conveniently Located In The Heart Of Horse And Bourbon Country comes with a patio.

Charming Cottage Conveniently Located In The Heart Of Horse And Bourbon Country Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 128 out of 131 reviews
Rating 8 - Good. 2 out of 131 reviews
Rating 6 - Okay. 1 out of 131 reviews
Rating 4 - Poor. 0 out of 131 reviews
Rating 2 - Terrible. 0 out of 131 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Barbara N.

Liked: Cleanliness
our Cottage was so lovely. perfect!
Stayed 5 nights in Apr 2026

10/10 Excellent

dana a.

Liked: Cleanliness
Stayed 5 nights in Mar 2026

10/10 Excellent

Taylor G., Richmond, VA

Liked: Cleanliness
This was a very comfortable turn-of-the-century home that's well-maintained with many modern features. The lot is small but cozy and well-maintained, and within walking distance to a really nice bakery and basketball court, and a 2-minute drive to several really nice food options in the "downtown" Midway area.
Stayed 4 nights in Mar 2026

10/10 Excellent

Verified traveler

Liked: Cleanliness
Stayed 2 nights in Oct 2025

10/10 Excellent

Jay W.

Liked: Cleanliness
Just like HOME. wonderful getaway in the Kentucky Bluegrass.
Stayed 5 nights in Oct 2025

10/10 Excellent

cameron s.

Liked: Cleanliness
Everything about this cottage was terrific!
Stayed 5 nights in Oct 2025

10/10 Excellent

Connor A.

Liked: Cleanliness
Everything was great. Cottage was very clean, well stocked, and cozy.
Stayed 2 nights in Oct 2025

10/10 Excellent

Jana K.

Liked: Cleanliness
Charming community and lovely home. Close to shopping and restaurants. Host is helpful and responsive, yet non-intrusive. It was a quiet and peaceful stay. Just what I needed to unwind and relax.
Stayed 4 nights in Sep 2025

10/10 Excellent

Jamil F.

Liked: Cleanliness
Great location and access to main Street Midway. Also logistically accessible to many Bourbon distilleries in the area. Very spacious house with capability to house larger parties. The deck was awesome to relax and enjoy bourbon.
Stayed 2 nights in Aug 2025

10/10 Excellent

Holly W.

Liked: Cleanliness
Excellent choice to stay, relax, laugh and renew. This cottage was perfect for our long weekend. The rooms inside were comfortable and cozy. The artwork and decor were an added plus. The outside deck was so relaxing for our morning coffee and pastries from the bakery 2 doors down. Steve is the host with the most. We love what Midway has to offer and will be back. Thank you Steve! Holly, Sue, Patty and Roxann
Stayed 3 nights in Jul 2025

10/10 Excellent

Claudine C.

Liked: Cleanliness
Stayed 4 nights in May 2025

10/10 Excellent

Debbie S.

Liked: Cleanliness
This home was a perfect location! Also very comfy, cozy & quaint! Plenty of room. The beds were very comfortable. The owner was very attentive and helpful in all ways! The bakery, just a few steps away, is fantastic. The deck is great for sitting out in the evening or morning coffee. We would stay here again. And I would highly recommend.
Front porch
Back deck
Stayed 2 nights in Jun 2025

10/10 Excellent

Keeley A.

Stayed 4 nights in Apr 2025

10/10 Excellent

Linsley H., Anchorage

Liked: Cleanliness

Kentucky charm

We came down for a 70th birthday party nearby and this cute cottage was perfect for 3 friends over the weekend. Spacious inside and out. Loved the rocking chairs on porch! Plenty of places to chat and kitchen was the most well-stocked kitchen we've ever seen in a rental. Thank you so much! Would absolutely stay again and may do so for the fall races!
Stayed 2 nights in Apr 2025

10/10 Excellent

Laura M.

Liked: Cleanliness

Best location in Midway!

Close to the charming downtown of Midway, right outside of Lexington. So cozy and clean. Great host and a great stay!
Stayed 2 nights in Mar 2025

10/10 Excellent

Beth H.

Liked: Cleanliness

Perfect location!

This is a charming cottage with lots of character & creature comforts. The breezy covered deck behind the house is ideal for hangin’ out. Owner is gracious & helpful. Location was perfect for our girls’ trip. Enjoyed gorgeous fall foliage, Kentucky Bluegrass Rail Explorers (so much fun!), walked to quaint downtown Midway for shopping & lunch, visited the champion thoroughbreds of Claiborne Farm (home of Secretariat), Race Day at Keeneland, toured the decks of Noah’s life-sized ark, and roamed beautiful Kentucky Horse Park. ♥️🐎
Stayed 4 nights in Oct 2024

10/10 Excellent

Lou U., Stamford

Liked: Cleanliness

Perfect get away

This wonderful cottage is everything it says it is. Charming and well appointed and walking distance to town.
Stayed 2 nights in Sep 2024

10/10 Excellent

Verified traveler

Liked: Cleanliness

eclectic Fun and great location

Wonderful property!! Looking forward to our next stay
Stayed 3 nights in Aug 2024

6/10 Okay

Jason N.

Great Location but Odd Experience

Overall the experience was fine, not great or good. The kitchen had random left over alcohol in the pantry, random condiments and various food in the fridge. Needs a refresh of pots and pans to cook with. There was an odd odor that we could not determine to be skunk or weed that was kept in the home. Upstairs air conditioner units did not function well. Interaction with the owner were awkward, invited himself into the home for a drink and cigar, lit a bonfire in the backyard with his grandson, after we were gone all day he came then to mow the grass when we wanted to just unwind. Overall, the place was fine but not somewhere I am returning to anytime in the future.
Stayed 2 nights in Jul 2024

10/10 Excellent

Darci C.

Liked: Cleanliness

Wedding party

Perfect place for bride and bridesmaids. We had the best time!
Stayed 2 nights in Jul 2024

10/10 Excellent

Floyd D., Memphis, TN

Liked: Cleanliness

Golf & Bourbon Trail Trip

Steve is a great host and the property is exactly as described. Our trip went smoothly with no issues at all! Looking forward to a return trip in the very near future!
Stayed 4 nights in Jul 2024

10/10 Excellent

Gail C.

Liked: Cleanliness

Bourbon Trail Newbies

My brother, myself and our spouses combined bourbon and a family gathering. I looked at The Charming cottage location and the pictures plus glowing reviews. I decided right away that this was the place for us. I don’t like to brag, but I picked us a winner! Steve is a wonderful host.
Stayed 3 nights in Jun 2024

10/10 Excellent

Susan V.

Liked: Cleanliness

Stevehaven Trail Blazers

Wonderful location in the heart of bourbon and horse country. Owner was very accommodating and informed us about many activities that we may have missed including the wonderful bakery located just a few doors down from the house.
Stayed 3 nights in Jun 2024

10/10 Excellent

Joni S.

Liked: Cleanliness

Convenient and Clean

We had a group of friends meet up that live in different states. The property was convenient to activities and restaurants and also had a great outdoor space to hang out and catch up. Nice lay out. Everyone had their own bed without having to stay in separate hotel rooms. The owner was helpful and friendly.
Stayed 2 nights in Apr 2024

10/10 Excellent

Amy M.

Liked: Cleanliness

Relaxing family getaway

The cottage was perfect for our trip! Comfortable, cozy, and homey!
Stayed 3 nights in May 2024