Lexington Holiday Rentals
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All 28 Rentals in Lexington
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4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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3 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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Amenities & Details
- Cable/satellite TV
- Air Conditioning
- Hot Tub
- Washer
- DVD Player
- Mountain Views
- Grill
- Internet Access
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 4 May 2014
Everything was wonderful. The home was very comfortable and lovely and clean. A very friendly and homey environment. Cant wait to stay again.
About this property
Get back to Nature. Close to Lexington, Relax & Revitalize, Fun for Golfers to come and relax, Family reunions, retreats and more....
3 Bedroom 3 Bathrooms, Country Home Nestled In The Heart Of The Bluegrass
Make our home. . . your home. Located 30 minutes from Lexington, KY. Stay on the 85 acre...
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Lexington, Kentucky 40475
Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 12
3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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Amenities & Details
- Patio
- Washer
- DVD Player
- Wi-Fi
- Outdoor Dining Area
- Cable/satellite TV
- Air Conditioning
- Porch
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 29 April 2018
A Home full of History! Very quiet, even though home is located in the middle of a subdivision on a very large lot. Great place for a family weekend. Kitchen was STOCKED with...
Reviewed 15 July 2014
Stayed for nine days and had a really delightful time. Very comfortable beds, nicely furnished. Lovely little touches around the house to make my stay more pleasurable. Kitchen...
About this property
The Hart-Featherston House is the second-oldest home in Lexington and is RICH with history! It has been completely restored and provides character that is not found ANYWHERE! Combining modern luxuries with the comforts that only historical homes can provide, the house sits on 1.24 acres and has...
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Lexington, Kentucky 40515
Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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Amenities & Details
- Wi-Fi
- Private Garden
- Parking
- Air Conditioning
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
This is a 3 bed / 2 bath, with full kitchen. It is just two blocks from downtown, Rupp Arena, Town & Branch Distillery, and close to the Red Mile, the Kentucky Horse Park and the UK Campus. Perfect for large groups visiting the Bourbon Trail, events at Rupp, Keeneland, or just looking for a place...
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Lexington, Kentucky 40508
Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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Amenities & Details
- Grill
- Private Garden
- Wi-Fi
- Patio
- Air Conditioning
- Secure Parking
- Cable/satellite TV
- Washer
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
15 minutes to Keeneland, the KY horse Park, the Red Mile, Downtown Lexington, the University of Kentucky & Translyvania University. Great location for touring the Bourbon Trail. Fully equipped kitchen w/ refrigerator w/ ice maker, stove, microwave, dishwasher, disposal, Keurig, toaster, crock pot,...
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Lexington, Kentucky 40511
Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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Amenities & Details
- Washer
- Parking
- Air Conditioning
- Wi-Fi
- DVD Player
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 25 June 2017
Here are the reasons we liked our stay in this house. Cute house, perfect for couple that want to do things all over Central Kentucky. House was clean and all was in order for...
Reviewed 22 May 2016
This is a cute little house within walking distance of many interesting places in Lexington, or also a short drive to downtown. The amenities were adequate and the house was...
About this property
The Space
PLEASE READ THE ENTIRE LISTING DETAILS, HOUSE RULES, AND CANCELLATION POLICY BEFORE BOOKING!
The home is small but charming at only 728 square feet. Referred to as a “shot-gun” house due to its long and narrow build, this simple architectural structure was brought to America by Haitian...
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Lexington, Kentucky 40508
Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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Amenities & Details
- Private Garden
- Parking
- Cable/satellite TV
- Air Conditioning
- Wi-Fi
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
This extensively remodeled home is central to everything in Lexington. Whether your adventure is horse racing, the Bourbon Trail, UK sporting events, or just exploring the local restaurants, this family friendly home is the perfect launch pad.
This recently remodeled post-war home is ideally...
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Lexington, Kentucky 40505
Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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Amenities & Details
- Patio
- Central Heating
- DVD Player
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 12 March 2019
This is the best little place! I can't imagine staying anywhere else in Lexington. The cabin is located in the perfect spot. You can walk anywhere in town that you'd...
About this property
Historic Morrison Cabin is the oldest home in Lexington on its original foundation. It was built by John Morrison in 1787 when Kentucky was still a part of Virginia. John Morrison was one of Lexington's founders. He built the home for his wife, the first woman to live in Lexington. It is ideally...
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Lexington, Kentucky 40508
Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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Amenities & Details
- Patio
- Cable/satellite TV
- Housekeeping Included
- Wi-Fi
- Washer
- Shared Outdoor Pool (Unheated)
- Air Conditioning
- DVD Player
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 27 April 2016
I would recommend this apartment. Bed very comfortable. Big bathroom. Had washer/dryer in the bathroom. Nice size living room and dining room and kitchen.
Reviewed 29 January 2016
I travel on business with my pet and Lexington Relocation Services is the "Best" I have stayed at two different Apartments both were very clean and I felt as if I were...
About this property
Why stay in a hotel? Lexington Relocation Services provides quality, affordable executive housing for short and long term needs. With a wide variety of locations to choose from in and around the beautiful, scenic city of Lexington, Kentucky, our fully furnished apartments are an excellent...
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Lexington, Kentucky 40515
Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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- Cable/satellite TV
- Secure Parking
- Air Conditioning
- Wi-Fi
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
2 bedroom, 2 bathroom condo with a heightened sense of bold style.
Stay in a one-of-a-kind property in thriving downtown Lexington across from the Hyatt and Rupp Arena. Walk to everything downtown has to offer plus easy access to the airport & Keeneland.
Enjoy large walk-in showers, an en-suite...
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Lexington, Kentucky 40508
Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
2 Bedrooms, 1 Bathroom, Sleeps 11 Quick View
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Amenities & Details
- Air Conditioning
- Parking
- Cable/satellite TV
- Wi-Fi
- Private Garden
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Property has 2 queen beds (each in their own room) with door, one bedroom off bathroom and kitchen, other is larger in front of house with large bay window overlooking a beautiful tree lined street of historical homes - we have a full size futon couch, twin size roller bed and several full size...
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Lexington, Kentucky 40502
Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 11
2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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Amenities & Details
- Wi-Fi
- Cable/satellite TV
- Air Conditioning
- Secure Parking
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 6 September 2015
This place has it all! Communication with the owners before the trip was great, all of my questions were answered within minutes. Check-in was a breeze thanks to very detailed...
Reviewed 1 July 2015
Our book club stayed here for a long weekend and it couldn't have been more perfect. We had 5 ladies that fit nicely. One took the couch but we had the option to get a air...
About this property
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...
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Lexington, Kentucky 40508
Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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Amenities & Details
- Air Conditioning
- Secure Parking
- Balcony
- Cable/satellite TV
- Internet Access
- DVD Player
- Patio
- Washer
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
MONTH-to-MONTH and LONG-TERM rates at hefty discounts available by request. Great for horse or Bourbon Trail touring, Keeneland Racing, the Rolex Three-Day Event, Kentucky Horse Park events, conventions and trade shows, UK Sports and Graduations, across from Lexington Tennis Center. Just 5-10...
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Lexington, Kentucky 40517
Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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- Air Conditioning
- Parking
- Private Garden
- Wi-Fi
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
TWO PARKING SPACES A BLOCK FROM RUPP. Stay in one of Lexington's oldest homes (pre-1850), but with modern conveniences. The Carriage House is just steps from Rupp Arena and the Jefferson Street and Manchester Street food districts. It is the perfect downtown location to stay if visiting for the...
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Lexington, Kentucky 40508
Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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- Wi-Fi
- Patio
- Air Conditioning
- DVD Player
- Washer
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Wildcat fans, bourbon sippers, and horse racing enthusiasts have the perfect home base for their next trip to Lexington. Offering 5 bedrooms, 2 sleeper sofas, 2 bathrooms, and 2,000 square feet of living space, this vacation rental house can easily accommodate 12 travelers on a Bluegrass State...
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Lexington, Kentucky 40517
Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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Amenities & Details
- Wi-Fi
- Central Heating
- Outdoor Dining Area
- Washer
- Parking
- DVD Player
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed 28 May 2014
We were so pleasantly surprised by our rental! It is exactly as pictured. The owner was so easy to deal with. The condo is equipped with everything you can imagine, even a...
About this property
Cozy condo fully redone in 2008. Turn of the century Victorian house, top floor, original hardwood, lead glass, vaulted ceilings, granite, jacuzzi, tile shower, fireplace, DVD/CD/wireless. Fully equipped gourmet kitchen, dining nook, furnished with fabulous antiques and contemporary furniture and...
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Lexington, Kentucky 40508
Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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Amenities & Details
- Wi-Fi
- Patio
- Secure Parking
- Balcony
- Cable/satellite TV
- Washer
- Grill
- Air Conditioning
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Rupp Arena is right next door! Concerts, ball games, downtown events are all within an arm's reach from this downtown condo. Private, gated, secure parking with a rooftop heated pool!
Public transportation makes it easy to get around to the race tracks or bourbon distilleries. Or simply grab a...
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Lexington, Kentucky 40508
Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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Amenities & Details
- DVD Player
- Outdoor Dining Area
- Air Conditioning
- Patio
- Parking
- Internet Access
- Washer
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Brick Ranch Dwelling on Quiet Court
The convenient setting is on a very quiet court which provides for additional privacy and security. The Brick Ranch has an eat in kitchen and private patio with gas grill which provides for a relaxing atmosphere. The property is located near great shopping and...
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Lexington, Kentucky 40517
Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
Amenities & Details
- Washer
- Cable/satellite TV
- Patio
- Grill
- Wi-Fi
- Private Garden
- Air Conditioning
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Cozy two story former model home situated on Lexington's North side offers quiet, safe space to relax and enjoy the scenic area. You are 10 minutes from downtown and University life as well as 1 hour outside of Louisville and Cincinnati.
This property features a private room that includes 1.5 bath...
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Lexington, Kentucky 40511
Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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Amenities & Details
- Central Heating
- Patio
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Historic Studio in Downtown Lexington. 1 block from Main Street and Rupp Arena/Convention Center on quiet and historic Mill Street. Walking distance to UK, restaurants, bars, breweries, distilleries, shopping, and everything else in downtown Lexington! You can not ask for a better location than...
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Lexington, Kentucky 40508
Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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Amenities & Details
- Air Conditioning
- DVD Player
- Private Garden
- Wi-Fi
- Cable/satellite TV
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Charming cottage home sets on a quaint 20 acre farm with horses and a vineyard situated 10 minutes from downtown Lexington and Midway. You get to enjoy the best of both worlds with the city and the country. Accommodations are a quaint cottage guest house on the farm. Owners live in a main house on...
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Lexington, Kentucky 40511
Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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Amenities & Details
- Wi-Fi
- Washer
- Air Conditioning
- Porch
- Secure Parking
- Terrace
- Balcony
- Outdoor Dining Area
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Newly renovated apartment in our home in a quiet upscale Lexington neighborhood. We are 5 minutes from the airport and Keeneland. You are close to dining and entertainment, but still able to relax and unwind after exploring the Bluegrass area,
You have a private entrance to the apartment through...
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Lexington, Kentucky 40513
Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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- Wi-Fi
- Cable/satellite TV
- Air Conditioning
- Washer
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Saddle up and hoof on over to this 2-bedroom, 2.5-bathroom vacation rental home in ‘The Horse Capital of the World’! This 2-story home offers 2,500 square feet of 80’s-style decor and pure comfort for up to 6 guests seeking a good ol’ Lexington getaway. Pony up at the Keeneland Race Track, warm up...
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Lexington, Kentucky 40509
Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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Amenities & Details
- DVD Player
- Central Heating
- Washer
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
City Court Condos is a unique smaller condo building nestled off the beaten path of downtown main streets and conveniently located between the University of Kentucky and downtown Lexington. Within walking distance to most activities you can safely park your car in the secure garage and explore...
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Lexington, Kentucky 40508
Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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Amenities & Details
- Secure Parking
- Cable/satellite TV
- Patio
- Balcony
- Wi-Fi
- Air Conditioning
- Washer
- Terrace
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Open and airy from the moment you walk in as an enclosed sunroom provides wide, screened windows that open to let in the fresh air. Comfortable furnishings including recliner and cozy reading/conversation chairs provide adequate seating for you and/or guests. Smart TV in living room. Wi-Fi...
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Lexington, Kentucky 40517
Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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Amenities & Details
- Cable/satellite TV
- DVD Player
- Air Conditioning
- Patio
- Balcony
- Washer
- Grill
- Wi-Fi
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Easy living awaits when you book this charming 5-bedroom, 3.5-bathroom vacation rental house in Lexington. With enough space for up to 8 guests, this home is the perfect destination for those wanting to rest and relax in a homey environment. When you’re not out exploring the abundant excitement of...
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Lexington, Kentucky 40513
Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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