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Vacation rentals in Winchester

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Top-rated vacation rentals in Winchester

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Cozy Cottage at Franklin Ridge Farms
SUPERHOST
Farm stay · 3 guests · 2 beds · 1 bath
Cozy Cottage at Franklin Ridge FarmsFamily Farm EST.1803 Our Peaceful Cottage is surrounded by relaxation & beauty Close to town located at the beginning of Scenic Hwy. Rt. 15. 5min. from I64 & near I75 Lexington/Hamburg(20min) Historic Sites/Shop & Dine/Keeneland/KY Bourbon Trail & Wineries Red River Gorge(35min), rope courses, ziplines,hiking,kayaking,world class rock climbing Skylift to one of the largest natural bridges. Ft.Boonesboro St.Pk.(15min) Local Eateries & historical sites(5min) CreationMuseum(1hr35min) Ark(1hr)
Escape and unwind in the country
SUPERHOST
Entire guesthouse · 4 guests · 2 beds · 1 bath
Escape and unwind in the countryRelax and unwind in the country! Close to Lexington, Red River Gorge, Pilot Knob and Natural Bridge with easy access to the Mountain Parkway. Pets are welcome but we request that dogs are either crated or not left unattended. There is a $25 pet cleaning fee. Our guest house has a fully equipped kitchen, washer/dryer, queen size Sleep Number Bed, queen size sleeper sofa, and patio with gas grill. An air mattress is available by request.
Lovely cottage on private horse farm
SUPERHOST
Farm stay · 4 guests · 3 beds · 1 bath
Lovely cottage on private horse farmOur cottage is nestled on 112 acres in Bourbon county KY, the heart of horse country. We are located 5 miles from downtown Paris. Keeneland is 20 minutes away, as is downtown Lexington .We are 20 minutes from Kentucky Horse Park. We have a secure gate to the farm for privacy and safety. The cottage is located near our private stable ,the setting is quiet and lovely..

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Other great vacation rentals in Winchester

SUPERHOST
  1. Entire residential home
  2. Winchester
Ale-8 Bungalow-Winchester, KY near Natural Bridge
$88 per night
SUPERHOST
  1. Entire cabin
  2. Winchester
Historic Cabin - Farm - Near RRG, Lex, local music
$204 per night
SUPERHOST
  1. Barn
  2. Lexington
Stay with our horses and goats on a private farm
$79 per night
SUPERHOST
  1. Entire residential home
  2. Paris
Stoner View Farm
$85 per night
  1. Entire rental unit
  2. Lexington
Spacious Hideaway | Prime Location | Free parking
$101 per night
SUPERHOST
  1. Entire cabin
  2. Lexington
Unique Stay - 1907 Log Cabin Near Kentucky River
$68 per night
SUPERHOST
  1. Farm stay
  2. Winchester
Franklin Ridge Farms Getaway
$115 per night
  1. Entire rental unit
  2. Winchester
2nd Story Historic Downtown 2 BR w Modern Comforts
$81 per night
SUPERHOST
  1. Entire cabin
  2. Mount Sterling
The Honey Hut, Think of “ On Golden Pond"
$174 per night
SUPERHOST
  1. Entire residential home
  2. Lexington
The Hideaway Resort on the Kentucky River
$145 per night
SUPERHOST
  1. Entire rental unit
  2. Winchester
The Carriage Inn - 1-bdrm apt in historic downtown
$73 per night
SUPERHOST
  1. Entire loft
  2. Winchester
Stylish Historic Downtown 2Bdrm Loft Winchester KY
$149 per night