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Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 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 1,211 total
includes taxes & fees
16 Apr - 17 Apr
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

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, (14)
"Beautiful home surrounded by horse pastures. Perfect Lexington setting! The house is set way back off the road, so very private and quiet. "
New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.
Renovated train station on thoroughbred horse farm.
TV, DVD player

Renovated train station on thoroughbred horse farm.

10.0 out of 10, Exceptional, (131)
"Tranquil setting, beautiful home, friendly hosts"
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 2,235 total
includes taxes & fees
16 Apr - 17 Apr
Stay on a working horse farm in Paris, KY
Beautiful 4-bedroom farmhouse in Lexington. Huge living room/kitchen.
Private kitchen

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 1,131
AED 1,966 total
includes taxes & fees
21 Apr - 22 Apr
Beautiful 4-bedroom farmhouse in Lexington. Huge living room/kitchen.
10 Minutes from Hiking & Natural Bridge State Park
3 bedrooms, desk, travel crib, WiFi

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, (239)
" 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
Interior

Renovated Train Station on Thoroughbred Horse Farm

10.0 out of 10, Exceptional, (264)
"We've stayed here for many years. Always a cut above. Excellent."
Renovated Train Station on Thoroughbred Horse Farm
Cozy farmhouse family friendly with fire pit and grill, within hour to Keeneland
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (16)
"This is my second visit to this beautiful home and property! We enjoyed our time here - and spent more of it at the house than anticipated because our motorcycle rides were rained out. The big front porch is a great place to hang out on a rainy day (or several rainy days :) I will definitely stay here again, it is the perfect halfway meet spot for me (in Tennessee) and my Michigan friends!"
The price is AED 514
AED 1,227 total
includes taxes & fees
17 Apr - 18 Apr
Cozy farmhouse family friendly with fire pit and grill, within hour to Keeneland
Historical 4-bedroom farmhouse in serene Sharpsburg with AC.
Outdoor pool

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, (1526)
"We stayed in a cottage. The cottage needs a lot of repairs. We had to climb 36 stairs in rainy conditions to reach our cabin. The complimentary breakfast was nice. The staff were all friendly and helpful. The walk to the restaurant from the cottages was outstanding and fun. Despite the state of disrepair to our cabin, we would still recommend this location as a must-do family adventure and destination."
The price is AED 444
AED 490 total
includes taxes & fees
16 Apr - 17 Apr
Natural Bridge State Resort Park
Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!
Outdoor spa tub

Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!

9.6 out of 10, Exceptional, (141)
"Cozy, clean and comfortable cabin!"
The price is AED 416
AED 858 total
includes taxes & fees
16 Apr - 17 Apr
Hot Tub, WiFi & Pet-Friendly - Secluded Family Getaway - Pilot Point - Red River Gorge, Kentucky!
Tranquil Getaway in the Woods ~ Sunset Ridge
Terrace/patio

Tranquil Getaway in the Woods ~ Sunset Ridge

9.8 out of 10, Exceptional, (53)
"My girlfriends and I loved the quaint cabin. The firepit was great! Beds are comfortable and comes with plenty of kitchen amenities! I would recommend adding a curtain option for the bed by the window.. Though it's off the beaten path, we were removed enough from others and no issue of safety."
The price is AED 386
AED 547 total
includes taxes & fees
16 Apr - 17 Apr
Tranquil Getaway in the Woods ~ Sunset Ridge
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.