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John McCaffrey

Member since: 2013
Speaks: english

Stylish Condo in Flourishing Downtown Lexington

76 Reviews
Bedrooms 2
Property type condo

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Historic South Hill Condo Rental Photos and Description

2 bedroom, 2 bath, 2 garage-parking-spot condo in downtown Lexington

Stay in a one-of-a-kind property half-a-block from the Hyatt and Rupp Arena and one block from the Hilton in the heart of downtown Lexington. Every room makes a statement with vibrant artwork, bold architecture and real hardwood, granite & marble flooring throughout.

There are 2 bedrooms, one with a king-sized bed and the other a queen-size. There are two full bathrooms, one with a walk-in shower and the other a large triangular Ultra Thermo-Massage tub. The condo can easily accommodate 5 people. The 5th guest has a choice of sleeping on the comfy sectional or an automated air mattress. In addition, there is a foyer with seating, a large full kitchen stocked with everything a kitchen should have, a comfortable living room with a 65' flat-panel television offering free Netflix, Hulu Plus and Amazon Prime Video and 140 channels of Dish programming. A stylish dining room seats 4 with additional chairs available upon request (up to 6).

The unit is located on an upper floor of a high-rise so there are great views of downtown and some truly spectacular sunsets. The unit has its own private balcony, but you also have access to a large patio on the roof of the building and a rooftop heated pool. Enjoy a small but fully equipped gym with cardio equipment, free weights up to 80 lbs, a multi-use exercise machine and a cross-over cable.

There are two underground parking spots and you will be given a personal code for entry into the building. The hosts live in an adjacent unit and are available at all times for assistance.

Secure, free high-speed WIFI internet is available throughout the unit.

Check out our reviews, this property is our passion and with its unique amenities there is nothing like it in downtown Lexington.

More Details
  • non smoking only
  • pets not allowed
  • wheelchair accessible
John McCaffrey (Owner)
Member since: 2013
Speaks: english

Why John McCaffrey chose Lexington

Location, location, location.

What makes this condo unique

Walkable to everything downtown has to offer, easy access to the Horse Park. Just steps away from Rupp Arena, The Square, Farmers Market, and many, many restaurants and bars.


based on 76 traveler reviews

Stylish Condo in Flourishing Downtown Lexington
average rating of 4.9736843 based on 76 reviews


  • 5 of 5

Everything about the experience and the property were top notch!!!!!!

  • Submitted: Sep 1, 2016
  • Stayed: Aug 2016
  • Source: VRBO, from HomeAway
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Beautiful Condo in a Perfect Location

  • 5 of 5

There aren't enough superlatives to describe this lovely condo. It's in a great location for visiting the Bluegrass area. The owners have thought of everything, and then some. (I'm talking to you, iMac in the kitchen, with local tourist information at the ready!). The place is immaculate, quiet, and perfectly laid out for two couples to thoroughly enjoy the space separately and together. There's lots to do in downtown Lexington and the surrounding area, but we found it hard to tear ourselves away from our Luxe home base. That's the sign of great lodging. Once you do tear yourself away you can tour Keeneland, a horse farm or two, a distillery or two (or more), several great restaurants and local craft breweries. Don't miss breakfast at Doodles and breakfast or lunch at Windy Corner. A walking tour of the Gratz Park neighborhood is always fun, as is a visit to the garden and grounds at the Henry Clay Estate. The new Allltech distillery and brewery is nearby, and is a great example of bringing modern design and technology to an age-old process. For bourbon history, the Buffalo Trace distillery in Frankfort is just down the road a bit, a pleasant drive past a number of beautiful horse farms. It's not officially on the Bourbon Trail, so if you're touring distilleries be sure to add it to your list. Midway is a lovely little town with several excellent restaurants. It's easily incorporated into your horse farm/Keeneland/distillery itinerary.

  • Submitted: Aug 31, 2016
  • Stayed: Aug 2016
  • Source: VRBO, from HomeAway
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New Prague, Minnesota

Beautiful Property with excellent location

  • 5 of 5

We were in Lexington for a wedding and were so pleased with this condo. John met us upon our arrival and gave us a tour of the condo which is more comfortable than images represent. He was quickly available with information and any needs we had. The location is perfect since it is walking distance to downtown Lexington. We enjoyed the Woodland Art Fair on Sunday and a quick trip through the Lexington Cemetery. John is knowledgable of the area and extremely helpful with additional recommendation of things to do and places to eat. I can't give this listing a high enough review. We certainly look forward to visiting Lexington again and staying at this lovely property.

  • Submitted: Aug 27, 2016
  • Stayed: Aug 2016
  • Source: HomeAway
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Better than advertised. You will not be disappointed. Awesome sunsets!

  • 5 of 5

Traveled to Lexington with my son for a wedding last week. We thoroughly enjoyed our trip and our stay in this condo. The unit was clean and very well appointed. The location is great. Walking distance to numerous restaurants and a nice park with a cool waterfall. Awesome sunsets from the balcony and also from the rooftop pool and lounging area. Owners were very helpful with information about the area. We will definitely reserve this condo on future trips to the area.

  • Submitted: Jul 21, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
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Blacksburg, VA

Excellent Condo and Location

  • 5 of 5

In town for Jr. League horse show and had a wonderful week. Condo was fantastic and worked perfectly for us. We were 5 minutes from the Red Mile and easy walking distance to downtown. John and Michael's hospitality was fantastic. Girls loved the rooftop pool as a refreshing break from showing horses and the heat. As advertised...great view of fireworks!

  • Submitted: Jul 16, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
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Great location. Convenient and nicely decorated apartment.

  • 4 of 5

We really enjoyed our stay. Went for our daughters orientation at UK. Couldn't have picked a better spot to stay. We will be back. Thanks to John & Michael.

  • Submitted: Jul 16, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
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Nearest Airport
5 Miles
Blue Grass Lexington Airport
Car: recommended


Rates & Availability

Historic South Hill Condo Rental Rates

Rental Basis:
per property
Owner accepts payment in:
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Rate Period Nightly Weekend Night Weekly Monthly Event
My Standard Rate
1 night minimum stay

Additional information about rental rates

Tax Rate 9.5%

3 nights is the preferred minimum stay, but depending on what dates are available and the time of year we may entertain shorter stays. It never hurts to ask!

4 nights is the minimum for October due to the Keeneland Fall Meet, however check the calendar and if your stay fits between longer stays by all means inquire.

Owner's Cancellation Policy

  • 50% refund if canceled at least 7 days before arrival date.
  • 100% refund if canceled at least 14 days before arrival date.
Enter dates for accurate pricing
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Available arrival
Available stay (no arrival)


Historic South Hill Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 7
  • Guests provide their own meals
Floor Area:
  • 1450 sq. ft.
Location Type:
  • Downtown ...
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer
  • Elevator ...
  • Fitness Room / Equipment ...
  • Garage ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking ...
  • Towels Provided
  • Washing Machine
  • Coffee Maker ...
  • Dishes & Utensils
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • Bathroom 1 - toilet , jetted tub
    Bathroom 2 - toilet , shower , Shower has 2 additional body-jets
  • 2 Bedrooms, Sleeps 5
  • Bedroom 1 - 1 king
    Bedroom 2 - 1 queen
  • Each bedroom has additional pillows and blankets
  • Music Library ...
  • Satellite / Cable ...
  • Television ...
  • Video Library ...
  • Balcony ...
  • Bicycles ...
  • Deck / Patio ...
  • non smoking only
  • pets not allowed
  • wheelchair accessible
Pool / Spa:
  • Communal Pool ...
  • Heated Pool
  • Sauna ...
  • churches
  • cinemas
  • library
  • live theater
  • museums
  • playground
  • recreation center
  • restaurants
  • winery tours
Leisure Activities:
  • antiquing
  • bird watching
  • horseback riding
  • outlet shopping
  • scenic drives
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • medical services

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