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Nicholasville Holiday Rentals

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50 rentals in Nicholasville.
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BEST of Nicholasville. 20 min to UK and Keeneland. REMODELED, holiday rental in Nicholasville

BEST of Nicholasville. 20 min to UK and Keeneland. REMODELED

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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SPACIOUS country home, Sleeps 8, holiday rental in Nicholasville

SPACIOUS country home, Sleeps 8

4 bedrooms
2 bathrooms
Sleeps 8
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Beautiful Bluegrass Home on Just Under 100 Acres!, holiday rental in Nicholasville

Beautiful Bluegrass Home on Just Under 100 Acres!

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Updated Chevy Chase Home - Close to UK, holiday rental in Nicholasville

Luxury Updated Chevy Chase Home - Close to UK

3 bedrooms
3 bathrooms
Sleeps 10
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Orchard Park cottage, holiday rental in Nicholasville

Orchard Park cottage

4 bedrooms
2 bathrooms
Sleeps 8
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Lodge style home on 140 acre farm. Remote but close to much! Hot Tub, Pets, holiday rental in Nicholasville

Lodge style home on 140 acre farm. Remote but close to much! Hot Tub, Pets

5 bedrooms
3 bathrooms
Sleeps 10
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Historic Brick Cottage w/carriage house downtown Lexington sleeps 8, holiday rental in Nicholasville

Historic Brick Cottage w/carriage house downtown Lexington sleeps 8

4 bedrooms
4 bathrooms
Sleeps 8
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Cheerful and Cozy in the Heart of Chevy Chase!, holiday rental in Nicholasville

Cheerful and Cozy in the Heart of Chevy Chase!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lexington Apt. with parking & private entrance Preview listing, holiday rental in Nicholasville

Lexington Apt. with parking & private entrance Preview listing

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Perfect for Summer! Close to downtown & surrounding area attractions!, holiday rental in Nicholasville

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

3 bedrooms
3 bathrooms
Sleeps 8
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Private Lake/Farm Retreat, holiday rental in Nicholasville

Private Lake/Farm Retreat

6 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Adorable 2 bedroom, 3 bathroom townhouse downtown with reclaimed boutique  decor, holiday rental in Nicholasville

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

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Luxury 5BR/4BA Updated Home In The Heart Of Lexington, holiday rental in Nicholasville

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

5 bedrooms
4 bathrooms
Sleeps 16
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Brand New Cottage, 1 mile from Keeneland, holiday rental in Nicholasville

Brand New Cottage, 1 mile from Keeneland

2 bedrooms
2 bathrooms
Sleeps 6
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Resort like in the heart of the very best neighborhood in the city, holiday rental in Nicholasville

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

3 bedrooms
2 bathrooms
Sleeps 6
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Lafferty House-Walk to UK, Woodland Pk, Dn Town, near Bourbon Trail, Horse Farms, holiday rental in Nicholasville

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

3 bedrooms
1 bathroom
Sleeps 7
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Brand New Remodel with Private Backyard! 1 minute walk to dining and retail!, holiday rental in Nicholasville

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

3 bedrooms
2 bathrooms
Sleeps 7
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Bungalow Bill's near downtown Keeneland Horse Park, holiday rental in Nicholasville

Bungalow Bill's near downtown Keeneland Horse Park

3 bedrooms
1 bathroom
Sleeps 6
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The Black Bear Lodge, holiday rental in Nicholasville

The Black Bear Lodge

2 bedrooms
2 bathrooms
Sleeps 5
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Kathy's Place Near downtown/Rupp, UK, Horse Park, holiday rental in Nicholasville

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

2 bedrooms
1 bathroom
Sleeps 4
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3 Bed / 2 Bath Ranch w/ Basement - You're Sure To Love This Updated Home!, holiday rental in Nicholasville

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

3 bedrooms
2 bathrooms
Sleeps 8
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JW's LOFT Near downtown/Rupp Arena, UK, Horse Park, holiday rental in Nicholasville

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

3 bedrooms
1 bathroom
Sleeps 4
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Furnished 1-Bedroom Apartment in South Lexington, holiday rental in Nicholasville

Furnished 1-Bedroom Apartment in South Lexington

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Historic Grand Southern Estate w/pool and 12 acres, just outside Lexington, KY!, holiday rental in Nicholasville

Historic Grand Southern Estate w/pool and 12 acres, just outside Lexington, KY!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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1900 Home Just Restored to Last Another Century, holiday rental in Nicholasville

1900 Home Just Restored to Last Another Century

1 bedroom
2 bathrooms
Sleeps 10
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NEW Luxury Remodel 4BR/2.5BA Only 10 min to Keeneland and downtown, holiday rental in Nicholasville

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

4 bedrooms
3 bathrooms
Sleeps 10
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Welcome to your new Hartland home!, holiday rental in Nicholasville

Welcome to your new Hartland home!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The Traveler's Loft in Wilmore, KY provides a memorable guest experience., holiday rental in Nicholasville

The Traveler's Loft in Wilmore, KY provides a memorable guest experience.

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Waterfront townhome, KY Spirited decor, near downtown & attractions! Sleeps 8., holiday rental in Nicholasville

Waterfront townhome, KY Spirited decor, near downtown & attractions! Sleeps 8.

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Awesome House for a Football Weekend or Keeneland, holiday rental in Nicholasville

Awesome House for a Football Weekend or Keeneland

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Lexington Ranch Near Keeneland, KY Horse Park + UK, holiday rental in Nicholasville

Lexington Ranch Near Keeneland, KY Horse Park + UK

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Centrally located 2-Bedrm condo in South Lexington, holiday rental in Nicholasville

Centrally located 2-Bedrm condo in South Lexington

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy furnished home away from home, holiday rental in Nicholasville

Cozy furnished home away from home

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Lexington House w/ Spacious Deck & Fireplace!, holiday rental in Nicholasville

Lexington House w/ Spacious Deck & Fireplace!

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Home Sleeps 14 - Greensboro, Coliseum, Aquatic Center High Point Furniture Mkt, holiday rental in Nicholasville

Home Sleeps 14 - Greensboro, Coliseum, Aquatic Center High Point Furniture Mkt

4 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Elegant 1st floor Condo 10 mins from UK stadium, holiday rental in Nicholasville

Elegant 1st floor Condo 10 mins from UK stadium

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Cool 1908 Bungalow on Woodland Ave Downtown Lexington KY! BY UK, holiday rental in Nicholasville

Cool 1908 Bungalow on Woodland Ave Downtown Lexington KY! BY UK

2 bedrooms
1 bathroom
Sleeps 11
Match: Sleeps
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Cozy and Spacious Lexington Stay, holiday rental in Nicholasville

Cozy and Spacious Lexington Stay

4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Lexington Getaway w/ Backyard Deck < 2 Mi to UK!, holiday rental in Nicholasville

Lexington Getaway w/ Backyard Deck < 2 Mi to UK!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charming Chevy Chase Home ~ 1 Mile to UK Stadium, holiday rental in Nicholasville

Charming Chevy Chase Home ~ 1 Mile to UK Stadium

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lexington Family Home ~ 2 Miles to UK Campus!, holiday rental in Nicholasville

Lexington Family Home ~ 2 Miles to UK Campus!

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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NEW! Modern Home 3 Mi to UK, 5 Mi to Bourbon Trail, holiday rental in Nicholasville

NEW! Modern Home 3 Mi to UK, 5 Mi to Bourbon Trail

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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‘Our Lakeside Retreat’ w/ Deck on Lake Herrington!, holiday rental in Nicholasville

‘Our Lakeside Retreat’ w/ Deck on Lake Herrington!

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Spacious Lexington Studio: 2 Miles to Rupp Arena, holiday rental in Nicholasville

Spacious Lexington Studio: 2 Miles to Rupp Arena

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Garden-Level Lexington Apt: 2 Mi to UK Campus!, holiday rental in Nicholasville

Garden-Level Lexington Apt: 2 Mi to UK Campus!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Updated Lexington Apartment Near Downtown, UK!, holiday rental in Nicholasville

Updated Lexington Apartment Near Downtown, UK!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Mint Julep House, holiday rental in Nicholasville

The Mint Julep House

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Inviting Lexington Home: 2 Miles to University!, holiday rental in Nicholasville

Inviting Lexington Home: 2 Miles to University!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Serene Wilmore Home ~ 15 Mi to Dtwn Lexington, holiday rental in Nicholasville

NEW! Serene Wilmore Home ~ 15 Mi to Dtwn Lexington

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Andrea Abode, holiday rental in Nicholasville

Andrea Abode

5 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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