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Compare 13 Farmstay in Winchester with updated reviews, rates, and availability.

Property grounds
Renovated train station on thoroughbred horse farm.
10.0 out of 10, Exceptional, (114)
"What a great place to stay! The location is beautiful. We were there for the K3D and after traipsing around all day for three days, we thoroughly enjoyed coming "home" to our beautiful and tastefully renovated "train station." It was comfortable, relaxing, spotlessly clean and well maintained. The owner and his wife live nearby and were clearly available if we needed anything. His wife added special touches that made us feel very welcome. It's a great place to stay!"
Renovated train station on thoroughbred horse farm.
Exterior
Renovated Train Station on Thoroughbred Horse Farm
10.0 out of 10, Exceptional, (247)
"I have stayed here multiple times since 2014. The property is always immaculate, the owners are awesome and just a wonderful place to relax!"
Renovated Train Station on Thoroughbred Horse Farm
Terrace/patio
Charming Farmhouse on working Red Haven Farm
10.0 out of 10, Exceptional, (3)
"This house was perfect for my family to get together. It was clean, well stocked, very roomy and very comfortable. We would definitely stay here again. Hosts were very attentive. The kids loved all the farm animals."
Charming Farmhouse on working Red Haven Farm
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Fridge, microwave, oven, stovetop
Paradise on Pecks Creek - w/Hot tub & Firepit! Minutes from RED RIVER Gorge
10.0 out of 10, Exceptional, (5)
"We were so happy to stay at this place for the weekend. Everyone had their own space to go to and there are two living room areas! There is plenty of parking and the kitchen is well stocked with items you need to cook! We wanted for nothing while we were there."
Paradise on Pecks Creek - w/Hot tub & Firepit! Minutes from RED RIVER Gorge
Exterior
Ranch House nestled in the middle of horse farm with beautiful views
10.0 out of 10, Exceptional, (17)
"We traveled from 3 different states to attend our daughter's doctorate degree graduation from the University of KY. The house and the property were incredible! The house was spacious and comfortable- the sunroom was our go-to place for coffee every morning, as we watched the mares and foals in the pastures. The property is absolutely beautiful and so peaceful. The property owner was very responsive. Everything was just perfect!"
Ranch House nestled in the middle of horse farm with beautiful views
Fridge, microwave, oven, stovetop
LOCATION!!! Downtown Lexington walk everywhere! Safe neighborhood. Big house!
10.0 out of 10, Exceptional, (36)
"We were in Lexington for the K3Day. The host suggested we also visit Keeneland and arranged for us to get clubhouse tickets. It was amazing! Love the house and its location (great pizza near by!)"
LOCATION!!! Downtown Lexington walk everywhere! Safe neighborhood. Big house!
Fridge, microwave, oven, stovetop
Franklin Ridge Farms Winchester Between Lexington 20 min. & Stanton 15min.
10.0 out of 10, Exceptional, (19)
"Our stay was wonderful!! Perfect host, comfy beds and space to relax after a college visit and a day of shopping!!!! The house was super clean and exactly as described! Host was kind enough to leave treats for us and offered anything we needed when an unexpected snow storm hit!!!! Will definitely stay again!!"
The price is $200
$270 total
includes taxes & fees
Jun 3 - Jun 4
Franklin Ridge Farms Winchester Between Lexington 20 min. & Stanton 15min.
Property grounds
The Barn at Deva's Farm: Haute Blue Grass - Modern Retreat in the countryside
10.0 out of 10, Exceptional, (228)
"This place was exactly what we were looking for. Relaxing and peaceful! Thank you!"
The Barn at Deva's Farm: Haute Blue Grass - Modern Retreat in the countryside
Property grounds
Cozy farmhouse family friendly with fire pit and grill, within hour to Keeneland
10.0 out of 10, Exceptional, (4)
"Everything was beautiful!! I stayed here the night before my wedding and we all enjoyed our time. The owner was understanding and cooperative with me."
The price is $139
$300 total
includes taxes & fees
May 23 - May 24
Cozy farmhouse family friendly with fire pit and grill, within hour to Keeneland
Pool
Tranquil morning horizons watching the horses graze in your own private space.
9.8 out of 10, Exceptional, (26)
"My twin sister and I thoroughly enjoyed our stay. We came to see horses and discovered just relaxing at the property was just as memorable. Mr. Cooper the Mastiff, and the schnauzers were wonderful. They're very well mannered and a joy to be around. We'd love to come back again and definitely recommend it to anyone who wants a quiet, scenic and relaxing experience."
Tranquil morning horizons watching the horses graze in your own private space.
Property grounds
World Class Horse Farm Minutes To Keeneland, Bluegrass Airport, Bourbon Trail
9.8 out of 10, Exceptional, (86)
"Darley View is absolutely wonderful. The Inn, is perfectly located, decorated and spotless. The views are amazing, such a perfect place for a quiet and well needed getaway. Thank You, Tom and Maria! Don Vermillion and Mary Light"
World Class Horse Farm Minutes To Keeneland, Bluegrass Airport, Bourbon Trail
Iron/ironing board, WiFi, bed sheets
Farmhouse on Acreage minutes from Natural Bridge & Red River Gorge with Hot Tub
Farmhouse on Acreage minutes from Natural Bridge & Red River Gorge with Hot Tub
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See all available properties in Winchester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Winchester

Pool
Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB
10.0 out of 10, Exceptional, (96)
"We loved how secluded it was, but close to the park and restaurants. The hot tub and fire pit were a nice addition. It was well decorated and felt upscale. I liked that it had k-cups. Love the travel pics on the wall. We had a great time and enjoyed the accommodations. Overall a wonderful get away. We will definitely be back!"
The price is $139
$236 total
includes taxes & fees
Jun 6 - Jun 7
Upscale Shipping Container Cabin in the Woods of Red River Gorge-HOT TUB
Outdoor spa tub
Shipping Container Den-Hot Tub!-View! FREE FIREWOOD for May and June weeknights!
10.0 out of 10, Exceptional, (51)
"Had a kid free weekend with the wife. Great location, very clean, and everything we needed. Would def stay again"
The price is $119
$211 total
includes taxes & fees
May 23 - May 24
Shipping Container Den-Hot Tub!-View! FREE FIREWOOD for May and June weeknights!
Fridge, oven, stovetop, coffee/tea maker
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
9.8 out of 10, Exceptional, (242)
"The cabin was amazing. Nice and peaceful location. The cabin had everything that we needed. The jacuzzi was nice and relaxing, My wife enjoyed it very much! We are planning to get one at home shortly. The location of the property was a little puzzling at first. When we started to venture of and visit locations. The placement of the property made perfect sense! You’re literally right in the middle of everything that you will want to see! Everything interesting is just a few miles away! My wife...
The price is $151
$268 total
includes taxes & fees
Jun 6 - Jun 7
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Winchester Farmstay information

Number of reviews
646
Accommodation
13 Farmstay
Lowest Price
$139
Highest Price
$200

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