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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

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

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

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

2.0 star property
9.8 out of 10, Exceptional, (7)
"The Owner was very responsive and accommodating. The home was clean, well stocked, and provided a very relaxing getaway."
Scenic Stillwater Retreat in rural KY Horse Country, WiFi/AC, Fishing/Canoeing
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
Fridge, microwave, oven, stovetop

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 AED 918
AED 1,223 total
includes taxes & fees
30 Mar - 31 Mar
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.
Exterior detail

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

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.
Property grounds

Renovated train station on thoroughbred horse farm.

10.0 out of 10, Exceptional, (129)
"loved every min"
Renovated train station on thoroughbred horse farm.
Stay on a working horse farm in Paris, KY
Terrace/patio

Stay on a working horse farm in Paris, KY

The price is AED 1,186
AED 2,219 total
includes taxes & fees
31 Mar - 1 Apr
Stay on a working horse farm in Paris, KY
Beautiful 4-bedroom farmhouse in Lexington. Huge living room/kitchen.
Interior

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

10.0 out of 10, Exceptional, (1)
The price is AED 1,102
AED 1,922 total
includes taxes & fees
31 Mar - 1 Apr
Beautiful 4-bedroom farmhouse in Lexington. Huge living room/kitchen.
10 Minutes from Hiking & Natural Bridge State Park
Interior

10 Minutes from Hiking & Natural Bridge State Park

10 Minutes from Hiking & Natural Bridge State Park
The Barn at Deva's Farm: Haute Blue Grass - Chill Retreat in the countryside
Property grounds

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

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 AED 514
AED 1,227 total
includes taxes & fees
27 Mar - 28 Mar
Cozy farmhouse family friendly with fire pit and grill, within hour to Keeneland
Renovated Train Station on Thoroughbred Horse Farm
Interior

Renovated Train Station on Thoroughbred Horse Farm

10.0 out of 10, Exceptional, (263)
"We've stayed here for many years. Always a cut above. Excellent."
Renovated Train Station on Thoroughbred Horse Farm
Historical 4-bedroom farmhouse in serene Sharpsburg with AC.
Property grounds

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
Terrace/patio

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.
Pool

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.
Cane Manor at KY Horse Park
Exterior

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.
Terrace/patio

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
Seasonal outdoor pool

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1510)
"Staff was very nice! The view was amazing "
The price is AED 426
AED 470 total
includes taxes & fees
8 Apr - 9 Apr
Natural Bridge State Resort Park
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!
Exterior

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

9.4 out of 10, Exceptional, (63)
"The cabin was great! A perfect cabin to enjoy a peaceful weekend. We loved it! The only bad thing was you Definitely need a 4X4! To get up the driveway. "
The price is AED 378
AED 784 total
includes taxes & fees
20 Apr - 21 Apr
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - Wooded Retreat near Red River Gorge, Kentucky!
Hot Tub & WiFi - Romantic Hideaway - Wooded Retreat near Red River Gorge, Kentucky!
Terrace/patio

Hot Tub & WiFi - Romantic Hideaway - Wooded Retreat near Red River Gorge, Kentucky!

9.2 out of 10, Wonderful, (75)
"They helped us out ASAP before we drove out due to inclimate weather conditions. Offered us multiple other safe locations or cancellation/rescheduling and communicated consistently.Our cabin was clean as a whistle with every little thing we may have forgotten accomodated. It's super cute,comfortable and perfect for a getaway in the trees!!"
The price is AED 565
AED 970 total
includes taxes & fees
14 Apr - 15 Apr
Hot Tub & WiFi - Romantic Hideaway - Wooded Retreat near 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.