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Historic Downtown Home - Built in 1880 In The Heart of Downtown Lexington

10 Reviews
Bedrooms 3
Half Baths1
Property type house
Minimum Stay 1 - 2 nights

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Half Baths
Minimum Stay
1 - 2 nights


North Upper Street House Rental Photos and Description

Historic Downtown Home - Built in 1880 In The Heart of Downtown Lexington

The home has been completely restored with all the modern amenities whilst maintaining its character and charm.

This residence is ideal for those looking to maintain the elegance and comforts of home while visiting this charming city. Perfect for entertaining, as well as those simple weekend getaways, this home will easily accommodate any experience you desire.

Come and enjoy this unique and luxurious experience, unequaled in Lexington.

This 3,145 square foot home consists of three bedrooms with bathrooms en suite and is fully furnished throughout. In order to make your stay a memorable one, no expense has been spared and every detail has been meticulously thought through.

Internet is provided as well as flat screen televisions in each bedroom, not to mention an endless supply of firewood to burn on those winter evenings. You are welcome to utilize the state of the art, fully furnished kitchen (Wolf stove, etc.) and formal dining room or you may prefer to dine in the newly renovated sun room.

The home features a 24 hour security system with cameras and coded electronic gate for your peace of mind.

Gregory will be around for introduction and available if you should need him, only minutes away. You may come and go at your convenience and can be assured full privacy.

Within walking distance of many Lexington's world-class dining and entertainment options, this home is at the center of the city's growing arts district.

Attractions such as art museums, galleries, Rupp Arena, the Opera House, Mary Todd Lincoln House, Gratz Park, Ashland Estate, Transylvania University, the shopping district and numerous taverns and music venues are mere minutes away or within a leisurely stroll.

More Details
  • children welcome
  • non smoking only
  • pets not allowed
  • wheelchair inaccessible

Gregory Clarke
Member since: 2014
Speaks: english
Response time:
Within a day
Response rate:
Calendar last updated:
October 21, 2016
Call Owner


based on 10 traveler reviews

Historic Downtown Home - Built in 1880 In The Heart of Downtown Lexington
average rating of 5.0 based on 10 reviews
Falls Church, VA

And a good time was had by all

  • 5 of 5

Three couples that regularly travel together. Home was terrific base of operations to enjoy Keeneland and travel the Bourbon Trail. Convenient to downtown. We walked to dinner at very good Lexington restaurants on two nights. Several competitive games of pool were enjoyed in the game room. Home was spotless and nicely appointed. Gregory, our host, was friendly and accommodating.

  • Submitted: Oct 20, 2016
  • Stayed: Oct 2016
  • Source: VRBO, from HomeAway
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Beautiful, well appointed home close to downtown & Apiary for our daughter's wedding

  • 5 of 5

We had several out of town wedding guests staying downtown and this property allowed us to entertain as well as using it for the bride and her bridesmaids for pre-wedding dressing and pictures. We loved it!!!

  • Submitted: Oct 6, 2016
  • Stayed: Sep 2016
  • Source: HomeAway
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Beautiful home just blocks away from vibrant nightlife of Lexington

  • 5 of 5

Excellent stay and experience. My friends and I were visiting the bourbon trail. This property made a great home base. Just blocks from great restaurants and bars in Lexington we were able to enjoy ourselves throughly after a long day on the trail. The house was comfortable clean and had three and a half bathrooms. This made it easy for 6 adults to get ready in a hurry for a day out on the trail. The kitchen was great, sporting a wolf range, which made making a restaurant quality steak dinner for 6 a snap. The man cave with the pool table outback was a very popular hangout. Overall, this home helped make our trip one to remember.

  • Submitted: Aug 22, 2016
  • Stayed: Aug 2016
  • Source: HomeAway
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Great home, Great location

  • 5 of 5

Went for a long weekend to do some distillery tours and spend some time in Lexington. Home was very well appointed and suited our needs well. Game room in the detached garage was a nice area to hang out at. In a beautiful area of older homes. Within walking distance of just about anything you would want to do in downtown. The owner was very responsive, helpful, and provided some great recommendations. Highly recommend this home.

  • Submitted: Jun 27, 2016
  • Stayed: Jun 2016
  • Source: VRBO, from HomeAway
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Beautiful historic house in the heart of Lexington

  • 5 of 5

We stayed in this gracious house with three couples for a 4-day weekend. We loved that we could walk to interesting historic areas in Lexington with plenty of access to good restaurants. The house is well-suited for three couples with the three bedrooms / private suites. The owner is very response to questions. The house was clean and had a good parking spot.

  • Submitted: Apr 27, 2016
  • Stayed: Apr 2016
  • Source: HomeAway
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Beautiful home in excellent location

  • 5 of 5

This older home home is beautifully appointed and was clearly lovingly restored. All the finishes were 5 star worthy. The home was spacious and very comfortable for a large group. I had some friends over and there was plenty of room for everyone to spread out and enjoy themselves. We had a lot of fun in the man cave. We were able to walk to restaurants and bars in the near by downtown area. The short comings of the property is that the parking is mostly on street with an area for one car to be parked in the rear but it is tight. It is a great location but as it is downtown their were some unsavory characters about so I would encourage any future renters to keep the doors locked at all times and the back gate closed. I went to school around the corner and the area is very safe but every community has trouble makers.

  • Submitted: Sep 10, 2015
  • Stayed: Aug 2015
  • Source: VRBO, from HomeAway
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Rates & Availability

North Upper Street House Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Fall Keeneland
Sep 30 2016 - Oct 29 2016
2 night minimum stay
Keeneland Spring Meet
Apr 1 2017 - Apr 29 2017
2 night minimum stay
Keeneland Fall Meet
Oct 6 2017 - Oct 28 2017
2 night minimum stay
My Standard Rate
1 night minimum stay

Additional information about rental rates

Refundable damage deposit $250
Cleaning Fee $125
Tax Rate 6.0%

A stay longer than 6 nights will require a $500 refundable deposit.
No smoking in the main house. Smoking is permitted in the entertainment room.
Please observe wonderful neighbors privacy.
No excessively loud music after 10 p.m.
Guests are expected to treat the home with care and respect.

Owner's Cancellation Policy

  • 50% refund if canceled at least 14 days before arrival date.
  • 100% refund if canceled at least 30 days before arrival date.
Enter dates for accurate pricing
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North Upper Street House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 3145 sq. ft.
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine
  • Wood Stove ...
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 8 people
  • 3 Bathrooms
  • 1 Half Bath
  • Bathroom 1 - toilet , tub , shower
    Bathroom 2 - toilet , shower
    Bathroom 3 - toilet , shower
    Bathroom 4 - toilet
  • 3 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 queen
    Bedroom 2 - 1 queen
    Bedroom 3 - 1 queen
  • Books
  • DVD Player
  • Games
  • Music Library
  • Stereo
  • Television ...
  • Video Library
  • Lawn / Garden
  • Outdoor Grill
  • children welcome
  • non smoking only
  • pets not allowed
  • wheelchair inaccessible
  • arboretum
  • churches
  • cinemas
  • festivals
  • health/beauty spa
  • library
  • live theater
  • museums
  • restaurants
Leisure Activities:
  • antiquing
  • bird watching
  • horseback riding
  • photography
  • scenic drives
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • equestrian events
  • fishing
  • golf
  • hiking
  • ice skating
  • racquetball
  • roller blading
  • swimming
  • tennis

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