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Richmond Holiday Rentals

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49 rentals in Richmond.
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2,500 sq Ft., 2 Acres, New Furniture, Fishing Pond, Game Room, Paddle Boat

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Authentic, Rustic, Historic Log Cabin

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Cute, older home in a great location by Raydarr Properties, LLC

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Luxury on Main / North

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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2000 sf PRIVATE SPACE near EKU & I-75

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Tranquil morning horizons watching the horses graze in your own private space.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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2000 sf Apartment-Guest Suite in private home near EKU & I-75

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Short stay Substantial Service(like hotel) duplex

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Short stay substantial service duplex

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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3 Bdr/3 Bath House in Andover Convenient to All of Lexington

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Wildcat Cabin Getaway Near Kentuckys Historical Attractions and State Parks

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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BEST of Nicholasville. 20 min to UK and Keeneland. REMODELED

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Kentucky River Cottages ~ Featured on the Live Well Network's Sweet Retreats!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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3,500 sq ft with All New Furnishings + Green Space

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful country house with pool 10 minutes from Lexington

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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KY Horse Park, Equestrian Events, Derby, Keeneland! 4 miles off I-75/I-64

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Private Lake/Farm Retreat

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Unique Stay in a 1907 Log Cabin on The Kentucky River

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Kentucky River Cottages ~ 2nd Floor Suite ~ On The Bourbon Trail!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Make your visit to the beautiful city of Berea memorable!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Brand New Remodel with Private Backyard! 1 minute walk to dining and retail!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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A Taste of Southern Comfort

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Bluegrass Home on Just Under 100 Acres!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Kentucky River Cottages ~ 3rd Floor Suite ~ On The Bourbon Trail!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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SPACIOUS country home, Sleeps 8

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Barn-house on the hill ⭐️Berea⭐️McKee

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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3 Bed / 2 Bath Ranch w/ Basement - You're Sure To Love This Updated Home!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Adorable 2 Bedroom Walk-Out with Theatre and Game Room

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Furnished 1-Bedroom Apartment in South Lexington

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Welcome to your new Hartland home!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Gorgeous Southern Home

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Warm and Cozy Home in the Heart of Berea, KY

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A Breath of Fresh Air... Jordan Hill Farm

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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City Gone Country Cabin

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Centrally located 2-Bedrm condo in South Lexington

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Home Sleeps 14 - Greensboro, Coliseum, Aquatic Center High Point Furniture Mkt

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Bedroom with a double bed in The Guest House - Lancaster, KY

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Bedroom with 2 Queen Beds in the Guest House - Lancaster, KY

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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The Guest House - Lancaster, KY

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Kentucky River Cottages ~ 1st Floor Suite ~ On The Bourbon Trail!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Queen bed in Lexington!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Bedroom with a King Bed in the Guest House - Lancaster, KY

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful house in Danville, Lexington!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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The Dairy Dream Farm Stay ~ It's Udderly Perfect!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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The Gate House - Lancaster, KY

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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NEW! Modern Home 3 Mi to UK, 5 Mi to Bourbon Trail

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Northwoods Offgrid Cabins - Discover Living Off the Grid in the Appalachians

Cabin Holiday Rental
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Mint Julep House

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Country getaway

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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