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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

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, (29)
"Beautiful location and great service. The owner was very responsive and provided great value for the stay."
The price is AED 918
AED 1,203 total
includes taxes & fees
1 May - 2 May
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, (15)
"Everything about this property is lovely. We enjoyed seeing the horses and experiencing the calm atmosphere of the surrounding area. "
New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.
Renovated train station on thoroughbred horse farm.
Property grounds

Renovated train station on thoroughbred horse farm.

10.0 out of 10, Exceptional, (132)
"Our stay was amazing. Loved being able to walk out the door and feed the donkeys and check out the horses. Beautiful property inside and out, easy location and wonderful hosts. We'll be back!"
Renovated train station on thoroughbred horse farm.
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)
"I'm not sure if this is made entirely clear on the VRBO website, but this house is in the middle of a working horse farm, which my family and I thought was really great. It's beautiful, quiet, interesting (horses get walk by, graze in the grass at the back of the house, etc.). In general, it was a unique and wonderful experience. "
The price is AED 1,102
AED 1,913 total
includes taxes & fees
5 May - 6 May
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

10.0 out of 10, Exceptional, (1)
"Pulled up to a super cute house, opened the door and it was so clean and cozy! We really enjoyed ourselves!"
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, (240)
"I got married at the farm next door and it was the perfect place to get ready and then have my wedding night after. Check in was super easy. She gave plenty of instruction for check in and check out plus a personal number for any questions. Plenty of space and had so many upgraded appliances but manuals to explain everything! "
The Barn at Deva's Farm: Haute Blue Grass - Chill Retreat in the countryside
Renovated Train Station on Thoroughbred Horse Farm
Interior

Renovated Train Station on Thoroughbred Horse Farm

10.0 out of 10, Exceptional, (265)
"We have stayed in multiple locations over the years for our Keeneland trip and this is by far the BEST place we have stayed! Beautiful, relaxing and the hosts are great! The donkeys are so sweet! We looked out the living room window to see momma horses with their new babies in the field. Breathtaking views! "
Renovated Train Station on Thoroughbred Horse Farm
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, (17)
"Such a peaceful, cozy place to stay. "
The price is AED 514
AED 1,227 total
includes taxes & fees
1 May - 2 May
Cozy farmhouse family friendly with fire pit and grill, within hour to Keeneland
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, (7)
"We spent three nights at the farmhouse and I can’t say enough great things about it. We are a family of 4 (2 teenagers) and one dog. There was plenty of room for everyone to spread out and be comfortable. The screened in front porch was a popular place for reading on the porch swing or playing a game at the table. The beds were comfortable. Everything was very clean. The kitchen was modern and well stocked. There are lots of windows that look out on the farm, trees, and farm animals. We all...
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, (1536)
"This hotel is a mountain lodge. It was very comfortable. Ok on cleanliness. The balcony of the room was like to were in the middle of the forest, very relaxing to sit and have a cocktail or coffee. I loved the fact that it was very close to hiking trails to the natural bridge. You can just walk out your door from the hemlock lodge and the trails are right in the parking lot behind the lodge. The surrounding area is absolutely beautiful. The breakfast was good also. I would definitely stay here...
The price is AED 444
AED 490 total
includes taxes & fees
5 May - 6 May
Natural Bridge State Resort Park
Tranquil Getaway in the Woods ~ Sunset Ridge
Terrace/patio

Tranquil Getaway in the Woods ~ Sunset Ridge

9.8 out of 10, Exceptional, (53)
"The perfect cabin for a weekend get away. Clean, cute, and cozy. "
The price is AED 386
AED 547 total
includes taxes & fees
4 May - 5 May
Tranquil Getaway in the Woods ~ Sunset Ridge
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, (65)
"Beautiful cabin w/an amazing view and bonus hot tub!"
The price is AED 397
AED 805 total
includes taxes & fees
1 May - 2 May
Hot Tub & WiFi - Small Family Cabin - Throw'n Shade - 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.