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Search Farmstay in Winchester

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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, (5)
"Absolutely beautiful, comfortable and well stocked home on a horse ranch. Gorgeous sun rise, horses grazing and playing, so relaxing and quiet. Great location and convenient to everywhere we planned to go. "
New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.
Paradise on Pecks Creek - w/Hot tub & Firepit! Minutes from RED RIVER Gorge
10.0 out of 10, Exceptional, (12)
"This was our first time in the area, we were extremely happy with the location. All of the activities we had planned were very close, and we liked that we did not have steep hills to travel getting there. The house was well stocked with nice pots and pans, seasonings and condiments. Beds were comfortable and we loved the firepit! "
Paradise on Pecks Creek - w/Hot tub & Firepit! Minutes from RED RIVER Gorge
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
Renovated Train Station on Thoroughbred Horse Farm
10.0 out of 10, Exceptional, (258)
"Host was very attentive and the rental was beautiful, spacious, and just what we wanted. I will definitely keep this in mind for future visits."
Renovated Train Station on Thoroughbred Horse Farm
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$1,898
HK$2,529 total
includes taxes & fees
11 Nov - 12 Nov
Franklin Ridge Farms Winchester Between Lexington 20 min. & Stanton 15min.
Renovated train station on thoroughbred horse farm.
10.0 out of 10, Exceptional, (127)
"This property is absolutely beautiful. Clean, comfy beds, beautifully decorated and well furnished. Gorgeous setting! Only drawback was the kitchen only has an undercounter refrigerator without a freezer. That means a LONG trek back to the refr/freezer in the laundry room - probably not a big deal for most people without a "walking problem". Such a gorgeous, well kept property! Easy trip to super walmart and Paris."
Renovated train station on thoroughbred horse farm.
The Barn at Deva's Farm: Haute Blue Grass - Chill Retreat in the countryside
10.0 out of 10, Exceptional, (235)
"Absolutely gorgeous property. Everything was so beautiful & clean. My husband and I will most definitely be returning for our anniversary next year "
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, (5)
"Loved our experience at the farmhouse. Beautifully decorated with plenty of room for our party of 8. So peaceful waking each morning and looking out at all the farm animals. Wish we could have stayed longer to take advantage of the tour and other events. All want to rent again and bring rest of family who couldn’t make it this time, Great place for a unique family vacation. "
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, (11)
"Paula has hit a home run!! This newly renovated farmhouse is super clean, well appointed and sits on a quiet road in the Kentucky countryside. You can’t help but relax when you’re here. Beautiful porches both front and back and a fire pit for s’mores. Great rental!!"
The price is HK$1,088
HK$2,588 total
includes taxes & fees
7 Nov - 8 Nov
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.
Scenic Stillwater Retreat in rural KY Horse Country, WiFi/AC, Fishing/Canoeing
2.0 star property
10.0 out of 10, Exceptional, (4)
"Great space for weekend gathering to relax and attend football game. Carefree secluded accommodations more than meet expectations. Thanks David. "
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.
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, (1450)
"Beautiful setting in a state park. Great view from our room and porch. Quiet, serene and relaxing. "
The price is HK$746
HK$822 total
includes taxes & fees
11 Nov - 12 Nov
Natural Bridge State Resort Park
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
9.8 out of 10, Exceptional, (261)
"The deck was literalky in the trees with a hit tub and fire pit. We spent most of our time on deck"
The price is HK$719
HK$1,600 total
includes taxes & fees
2 Dec - 3 Dec
Hot Tub & WiFi - Family Log Cabin - Cozy Canopy - Red River Gorge, Kentucky!
The Container Den-Shipping Container Cabin with HotTub-WIFI-Great View! BOOK IT!
10.0 out of 10, Exceptional, (83)
"The Container Den Cabin was EXACTLY what/where we needed. The view from the patio area was GORGEOUS!! Amanda was a very easy host to deal with. Very prompt answering any questions. The cabin was immaculately clean and very well stocked with everything you could need. We can’t wait to visit again. "
The price is HK$1,158
HK$1,945 total
includes taxes & fees
1 Dec - 2 Dec
The Container Den-Shipping Container Cabin with HotTub-WIFI-Great View! BOOK IT!
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.