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Search Farmstay in Winchester

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Renovated Train Station on Thoroughbred Horse Farm

10.0 out of 10, Exceptional, (260)
"beautiful place loved every min of it."
Renovated Train Station on Thoroughbred Horse Farm

Paradise on Pecks Creek - w/Hot tub & Firepit! Minutes from RED RIVER Gorge

10.0 out of 10, Exceptional, (13)
"Came down from Indiana for a weekend in the gorge. House had more than enough space for our family of 7. Had access to everything we needed for a perfect trip. Property was as described and very clean. Small issue when checking in with access to door code but communication with owner was quick and fixed easily."
Paradise on Pecks Creek - w/Hot tub & Firepit! Minutes from RED RIVER Gorge

Franklin Ridge Farms Winchester Between Lexington 20 min. & Stanton 15min.

10.0 out of 10, Exceptional, (27)
"We’re a group of city friends who came to Lexington for a taste of the country, and this stay was amazing! The home was spotless, and the host made us feel incredibly welcome with two dozen fresh-baked cookies and a dozen farm-fresh eggs. They were attentive to our needs, and the check-out process was super easy. Highly recommend for anyone wanting a relaxing country experience with great hospitality!"
The price is HK$1,680
HK$2,254 total
includes taxes & fees
24 Dec - 25 Dec
Franklin Ridge Farms Winchester Between Lexington 20 min. & Stanton 15min.

Renovated train station on thoroughbred horse farm.

10.0 out of 10, Exceptional, (129)
"loved every min"
Renovated train station on thoroughbred horse farm.

World Class Horse Farm Minutes To Keeneland, Bluegrass Airport, Bourbon Trail

9.8 out of 10, Exceptional, (89)
"This was our second stay at this property, the first was over 5 years ago and everything was as perfect as we had remembered. Lovely location, thoughtful details, efficient process with the property owner. Thanks for a great weekend getaway!"
World Class Horse Farm Minutes To Keeneland, Bluegrass Airport, Bourbon Trail

The Barn at Deva's Farm: Haute Blue Grass - Chill Retreat in the countryside

10.0 out of 10, Exceptional, (238)
" The barn was just perfect for our girls weekend getaway. Sunrises on the patio with coffee, sunsets around the fire pit with wine. This place is great for some solitude without having to drive hours away to find it. And if you’re not looking for solitude, entertainment options are not far away. The owner, Gwen, provides you with everything you would think you’d need. She’s got it all covered to make you feel right at home. Her hospitality can be felt in even the smallest details and her...
The Barn at Deva's Farm: Haute Blue Grass - Chill Retreat in the countryside

Charming Farmhouse on working Red Haven Farm

10.0 out of 10, Exceptional, (6)
"I can't rave enough about our time spent at the farmhouse. Sandy & Martin were the most welcoming, friendly, responsive hosts. The farmhouse itself was large enough for everyone to spread out and enjoy and the kids loved waking up to visit the farm animals each day. Wonderful experience...10/10. Highly recommend!"
Charming Farmhouse on working Red Haven Farm

Cozy farmhouse family friendly with fire pit and grill, within hour to Keeneland

10.0 out of 10, Exceptional, (14)
"Great property."
The price is HK$1,089
HK$2,589 total
includes taxes & fees
24 Dec - 25 Dec
Cozy farmhouse family friendly with fire pit and grill, within hour to Keeneland

Tranquil morning horizons watching the horses graze in your own private space.

9.8 out of 10, Exceptional, (27)
"Wonderful quite experience"
Tranquil morning horizons watching the horses graze in your own private space.

New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.

2.0 star property
10.0 out of 10, Exceptional, (7)
"This stay was amazing. The house was so cozy, and had everything you needed. The scenery was beautiful. Carole and Anthony have what is true Kentucky hospitality. We will be staying again, it’s our new favorite “home away from home” as we only live about 2 hours from here! "
New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.

Scenic Stillwater Retreat in rural KY Horse Country, WiFi/AC, Fishing/Canoeing

2.0 star property
10.0 out of 10, Exceptional, (5)
"The place was great for what was needed — I was traveling back to Central Kentucky to spend Thanksgiving with family. Was able to use the kitchen for cooking full meal and have room to visit with family — the grounds were great and gave ample space to quietly reflect in the middle of horse country."
The price is HK$1,547
HK$3,814 total
includes taxes & fees
7 Jan - 8 Jan 2025
Scenic Stillwater Retreat in rural KY Horse Country, WiFi/AC, Fishing/Canoeing

Historical 4-bedroom farmhouse in serene Sharpsburg with AC.

2.0 star property
Historical 4-bedroom farmhouse in serene Sharpsburg with AC.

Charming 3-bedroom farmhouse in welcoming Lexington with WiFi, AC

Charming 3-bedroom farmhouse in welcoming Lexington with WiFi, AC

New Construction Comforts/ Charming Farmland/ Grazing Horses and Pond Views.

New Construction Comforts/ Charming Farmland/ Grazing Horses and Pond Views.

Cane Manor at KY Horse Park

2.0 star property
Cane Manor at KY Horse Park
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.
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Other property types in Winchester

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1475)
"EVERYTHING GREAT. ROOM DID NOT HAVE A MICROWAVE OVEN. "
The price is HK$668
HK$737 total
includes taxes & fees
5 Jan - 6 Jan 2025
Natural Bridge State Resort Park

Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!

9.8 out of 10, Exceptional, (271)
"Quiet and peaceful retreat! Everything was as advertised and we had a great stay. "
The price is HK$720
HK$1,601 total
includes taxes & fees
8 Jan - 9 Jan 2025
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!

Nestled in the beautiful mountains of the Red River Gorge Area

9.0 out of 10, Wonderful, (6)
"Cabin was great but absolutely 0 service or wifi. Offered a great getaway from reality "
The price is HK$1,347
HK$2,135 total
includes taxes & fees
31 Dec - 1 Jan 2025
Nestled in the beautiful mountains of the Red River Gorge Area
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.