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Lexington Vacation Rentals

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82 rentals in Lexington.
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Luxury Updated Chevy Chase Home - Close to UK, vacation rental in Lexington

Luxury Updated Chevy Chase Home - Close to UK

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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3 Bdr/3 Bath House in Andover Convenient to All of Lexington, vacation rental in Lexington

3 Bdr/3 Bath House in Andover Convenient to All of Lexington

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Historic Mansion in Downtown Lexington., vacation rental in Lexington

Historic Mansion in Downtown Lexington.

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Cottage on working Thoroughbred Horse Farm on Kentucky's Horse Parkway, vacation rental in Lexington

Cottage on working Thoroughbred Horse Farm on Kentucky's Horse Parkway

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Cottage on horse farm close to Keeneland, Airport, Horse Park, Bourbon Trail, vacation rental in Lexington

Cottage on horse farm close to Keeneland, Airport, Horse Park, Bourbon Trail

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Guest House on Kentucky Working Thoroughbred Horse Farm, vacation rental in Lexington

Guest House on Kentucky Working Thoroughbred Horse Farm

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Historic Brick Cottage w/carriage house downtown Lexington sleeps 8, vacation rental in Lexington

Historic Brick Cottage w/carriage house downtown Lexington sleeps 8

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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The Wine Cellar Condominium, vacation rental in Lexington

The Wine Cellar Condominium

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Private Lake/Farm Retreat, vacation rental in Lexington

Private Lake/Farm Retreat

6 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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The Kentucky Bourbon Suite, vacation rental in Lexington

The Kentucky Bourbon Suite

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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KY Horse Park, Equestrian Events, Derby, Keeneland!  4 miles off I-75/I-64, vacation rental in Lexington

KY Horse Park, Equestrian Events, Derby, Keeneland! 4 miles off I-75/I-64

6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Luxury 5BR/4BA Updated Home In The Heart Of Lexington, vacation rental in Lexington

Luxury 5BR/4BA Updated Home In The Heart Of Lexington

5 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Brand New Cottage, 1 mile from Keeneland, vacation rental in Lexington

Brand New Cottage, 1 mile from Keeneland

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cheerful and Cozy in the Heart of Chevy Chase!, vacation rental in Lexington

Cheerful and Cozy in the Heart of Chevy Chase!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Perfect for Summer! Close to downtown & surrounding area attractions!, vacation rental in Lexington

Perfect for Summer! Close to downtown & surrounding area attractions!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Private Apartment in Downtown Lexington, vacation rental in Lexington

Private Apartment in Downtown Lexington

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Unique Stay in a 1907 Log Cabin on The Kentucky River, vacation rental in Lexington

Unique Stay in a 1907 Log Cabin on The Kentucky River

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Lexington Apt. with parking & private entrance Preview listing, vacation rental in Lexington

Lexington Apt. with parking & private entrance Preview listing

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Adorable 2 bedroom, 3 bathroom townhouse downtown with reclaimed boutique  decor, vacation rental in Lexington

Adorable 2 bedroom, 3 bathroom townhouse downtown with reclaimed boutique decor

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Springwood Cottage in the Heart of the Bluegrass, vacation rental in Lexington

Springwood Cottage in the Heart of the Bluegrass

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern & Elegant Carriage House at Historic Warsaw, vacation rental in Lexington

Modern & Elegant Carriage House at Historic Warsaw

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Downtown Townhome Near Rupp Arena, vacation rental in Lexington

Downtown Townhome Near Rupp Arena

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Historic Downtown Private Room and Bath, vacation rental in Lexington

Historic Downtown Private Room and Bath

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy Downtown Townhouse, vacation rental in Lexington

Cozy Downtown Townhouse

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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A Renovated 3 Bedroom, 2.5 Bath Townhouse In Downtown Lexington., vacation rental in Lexington

A Renovated 3 Bedroom, 2.5 Bath Townhouse In Downtown Lexington.

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Resort like in the heart of the very best neighborhood in the city, vacation rental in Lexington

Resort like in the heart of the very best neighborhood in the city

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Upscale downtown Lexington townhome, vacation rental in Lexington

Upscale downtown Lexington townhome

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Brand New Remodel with Private Backyard! 1 minute walk to dining and retail!, vacation rental in Lexington

Brand New Remodel with Private Backyard! 1 minute walk to dining and retail!

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Horse country home  - no stairs - sleeping and dining for 10, vacation rental in Lexington

Horse country home - no stairs - sleeping and dining for 10

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Downtown Two Bedroom Apartment in Downtown Lexington near Rupp Arena and Alltech, vacation rental in Lexington

Downtown Two Bedroom Apartment in Downtown Lexington near Rupp Arena and Alltech

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Lafferty House-Walk to UK, Woodland Pk, Dn Town, near Bourbon Trail, Horse Farms, vacation rental in Lexington

Lafferty House-Walk to UK, Woodland Pk, Dn Town, near Bourbon Trail, Horse Farms

3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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1.5 Miles to Kentucky Horse Park, vacation rental in Lexington

1.5 Miles to Kentucky Horse Park

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Thoroughbred Suite, vacation rental in Lexington

The Thoroughbred Suite

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Furnished 1-Bedroom Apartment in South Lexington, vacation rental in Lexington

Furnished 1-Bedroom Apartment in South Lexington

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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1.7 miles to KY Horse Park, vacation rental in Lexington

1.7 miles to KY Horse Park

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Black Bear Lodge, vacation rental in Lexington

The Black Bear Lodge

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Bungalow Bill's near downtown Keeneland Horse Park, vacation rental in Lexington

Bungalow Bill's near downtown Keeneland Horse Park

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Bourbon Barrel Suite, vacation rental in Lexington

Bourbon Barrel Suite

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Kathy's Place Near downtown/Rupp, UK, Horse Park, vacation rental in Lexington

Kathy's Place Near downtown/Rupp, UK, Horse Park

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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3 Bedroom Downtown Townhouse, Close to All!, vacation rental in Lexington

3 Bedroom Downtown Townhouse, Close to All!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Woodward Heights Townhouse!, vacation rental in Lexington

Beautiful Woodward Heights Townhouse!

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Kimball Suite-3 bedroom / 2 Bathroom, vacation rental in Lexington

Kimball Suite-3 bedroom / 2 Bathroom

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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3 Bed / 2 Bath Ranch w/ Basement - You're Sure To Love This Updated Home!, vacation rental in Lexington

3 Bed / 2 Bath Ranch w/ Basement - You're Sure To Love This Updated Home!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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1900 Home Just Restored to Last Another Century, vacation rental in Lexington

1900 Home Just Restored to Last Another Century

1 bedroom
2 bathrooms
Sleeps 10
Match: Sleeps
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Cute Two-Story Downtown Shotgun Home, vacation rental in Lexington

Cute Two-Story Downtown Shotgun Home

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Town home with private garage and backyard, vacation rental in Lexington

Town home with private garage and backyard

1 bedroom
3 bathrooms
Sleeps 2
Match: Sleeps
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JW's LOFT Near downtown/Rupp Arena, UK, Horse Park, vacation rental in Lexington

JW's LOFT Near downtown/Rupp Arena, UK, Horse Park

3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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NEW Luxury Remodel 4BR/2.5BA Only 10 min to Keeneland and downtown, vacation rental in Lexington

NEW Luxury Remodel 4BR/2.5BA Only 10 min to Keeneland and downtown

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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The Metropolitan Suite, vacation rental in Lexington

The Metropolitan Suite

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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* Available for Lease as a Furnished Executive Rental * 35% Discounted Rate *, vacation rental in Lexington

* Available for Lease as a Furnished Executive Rental * 35% Discounted Rate *

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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