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Compare 15 Farmstay in Winchester with updated reviews, rates, and availability.

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

2.0 star property
10.0 out of 10, Exceptional, (6)
"Our stay at the Scenic Stillwater Retreat was peaceful! The property is strategically in a quiet neighborhood, perfect for reflection. There was enough room for our family of seven. The kids enjoyed themselves- plenty of games and toys to play with. The kitchen was beautiful and equipped with everything my wife needed. David was helpful at answering my questions. Overall, we enjoyed our stay and would comeback God willing when it’s warmer."
Scenic Stillwater Retreat in rural KY Horse Country, WiFi/AC, Fishing/Canoeing

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

10.0 out of 10, Exceptional, (28)
"My family and I spent the night here to celebrate New Year. It has a family vibe in the upstairs, filled with antiques and collections related to life in the area. The downstairs is open and modern, a great play place for the kids. The host has filled the home with lots of goodies to make your stay comfortable. "
The price is SAR 750
SAR 1,005 total
includes taxes & fees
18 Mar - 19 Mar
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.

Beautiful 4-bedroom farmhouse in Lexington. Huge living room/kitchen.

The price is SAR 1,125
SAR 1,958 total
includes taxes & fees
18 Mar - 19 Mar
Beautiful 4-bedroom farmhouse in Lexington. Huge living room/kitchen.

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, (10)
"gorgeous location and property"
New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.

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

Renovated Train Station on Thoroughbred Horse Farm

10.0 out of 10, Exceptional, (263)
"Great"
Renovated Train Station on Thoroughbred Horse 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 SAR 525
SAR 1,253 total
includes taxes & fees
20 Mar - 21 Mar
Cozy farmhouse family friendly with fire pit and grill, within hour to Keeneland

Historical 4-bedroom farmhouse in serene Sharpsburg with AC.

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

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

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

9.8 out of 10, Exceptional, (28)
"Wonderful quite experience"
Tranquil morning horizons watching the horses graze in your own private space.

10 Minutes from Hiking & Natural Bridge State Park

10 Minutes from Hiking & Natural Bridge State Park

Cane Manor at KY Horse Park

2.0 star property
Cane Manor at KY Horse Park

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

New Construction Comforts/ Charming Farmland/ Grazing Horses and Pond Views.
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, (1505)
"Great property"
The price is SAR 472
SAR 521 total
includes taxes & fees
18 Mar - 19 Mar
Natural Bridge State Resort Park

Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!

9.4 out of 10, Exceptional, (62)
"We needed a short convenient layover in the middle of a trip and this worked perfectly. "
The price is SAR 386
SAR 804 total
includes taxes & fees
30 Mar - 31 Mar
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!

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

9.8 out of 10, Exceptional, (282)
"Had an excellent stay, but departure was horrific in the snow. Rolled our car down the side of the mountain."
The price is SAR 347
SAR 736 total
includes taxes & fees
15 Apr - 16 Apr
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.